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View on Crater Lake
19OR_lake_20_1600x670 View on Crater Lake ©16OR0724_zjones-2917-1600x670 crater-lake-oregon-cascades-05-1600x670 crater-lake-oregon-cascades-04-1600x670 Crater Lake and Oregon Cascades-223 crater-lake-oregon-cascades-01-1600x670 13or0728_zjones_1600x670 13or_0825_zjones-4734

Crater Lake & Oregon Cascades Bike Tour

Crater Lake National Park to Sunriver and Sisters

To immerse yourself in the drama, nuance, and wonder of the Oregon Cascades on two wheels is to experience one of the world’s most dynamic landscapes—all while being fully supported on the vacation of a lifetime. On our Oregon and Crater Lake bike tour, pedal past snow-capped volcanic peaks that scrape the sky as you cycle from crystal blue Crater Lake to the recreation meccas of Sunriver and Sisters, Oregon. Then dig deeper into this quintessential Central Oregon playground as you enjoy whitewater rafting, unique microbrews, gourmet dining, and pampering accommodations on this luxury bicycling adventure!

See the self-guided version of this trip »
From:
$3499 Per Person
Duration:
6 Days & 5 Nights
Rider Type: ?
3 - Active Non-riders Welcome
Hotel Style: ?
Luxury
Reviews:
From $3499 per person View All Details
Trip Wows
Witness the breathtaking geologic wonders of alpine lakes, canyons, and volcanic peaks by cycling the Cascade Lakes Highway and visiting stunning Smith Rock State Park
Ride around the deepest, clearest alpine lake in the country in Crater Lake National Park
Enjoy organic Northwest cuisine, complemented by Willamette Valley pinots, Bend microbrews, local cheeses, and fresh produce
Explore the outdoor activity mecca of Sunriver and enjoy an afternoon whitewater rafting trip on the Deschutes River
Relax and enjoy the dreamy, freewheeling culture that makes Central Oregon a great place to visit as you stay in top-rated properties in Sunriver and Sisters, and take in views from the rim of Crater Lake at the rustic National Park Lodge
Watch the Experience
Everything was my favorite. The scenery, the organization and planning of the trip which allowed everybody regardless of biking abilities to enjoy themselves, the food, the high tech Trek bikes, and the exceptional guides who took care of absolutely everything with a smile. 
-Edward, Trek Travel Guest

Dates & Prices

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Looking for a one of a kind, once in a lifetime experience?
Look no further. Choose your trip date, get your group together and we will do the rest. Private trip pricing is as follows:
2020 Departure Dates:
  • 6+ Guests    Price as advertised*
  • 4-5 Guests +$500 per person to trip price*
  • 2-3 Guests +$2,500 per person to trip price*
  • 1 Guest        Call us for pricing*


2021 Departure Dates:
  • 10+ Guests Price as advertised*
  • 8-9 Guests +$500 per person to trip price*
  • 6-7 Guests +$1,000 per person to trip price*
  • 4-5 Guests +$1,500 per person to trip price*
  • 2-3 Guests +$3,000 per person to trip price*
  • 1 Guest        Call us for pricing*
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Private pricing is not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Looking for a date that you don’t see?
Look no further. Simply tell us your preferred travel dates and we’ll work together to deliver the same great trip on your custom schedule.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom dates are not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Want to customize this trip?
We've got you covered. We’ll work with you to build your perfect vacation from scratch, including your choice of riding, accommodations and dining options. With the help of our trip designers and travel experts, the world is available like never before.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom trips are not available on Ride Camp, Race, Special Edition or Cross Country style trips.

Welcome to the first day of your Oregon and Crater Lake bike tour! After a scenic three-hour shuttle into Crater Lake National Park, you'll be welcomed with a delicious lunch to fuel your afternoon ride. After a brief orientation, safety talk, and bike fit, you’ll saddle up to begin the day’s ride along the rim road that overlooks the lake’s breathtaking blue water. The lake is one of the deepest in the world at almost 2,000 feet and was formed about 7,700 years ago when a volcano twice as high as the current rim erupted. Experts estimate that the blast that created the lake was around 42 times more powerful than the Mt. St. Helens eruption in 1980. A wealth of viewpoints tempt you along the route, as you take in one stunning view after the next. After this jaw-dropping ride, you'll get to know one another better over drinks and dinner on the Crater Lake Lodge's outdoor deck before retiring to your room for a well-earned rest. Be sure to pack a sweater or jacket for this meal as the evenings can be quite cool at the Lodge's elevation over 7,000 feet above sea level.

Today's Ride:

Crater Lake Rim Loop
Approximately 35 miles with 4,160 feet of climbing

Short Option:

Crater Lake Rim Loop to Skell Head
Approximately 15 miles with 1,720 feet of climbing

Hotel:

Crater Lake Lodge

Included Meals:

Lunch | Social Hour | Dinner

With Crater Lake in the rearview mirror, you'll shuttle north for an hour and a half to begin your ride along the Cascade Lakes Scenic Highway, which traces the eastern slopes of the range and winds among 14 distinct lakes. Reflections of the Three Sisters, Broken Top, and Mt. Bachelor are visible on the surfaces of the lakes—these images evoke the essence of the Cascades. Midway through the ride, take a break to enjoy lunch at Elk Lake Resort. After lunch, you will climb over the shoulder of Mt. Bachelor then gradually descend to Sunriver, passing through the beautiful Deschutes National Forest. Tonight you'll toast with local brews to a big day on the patio at the Sunriver Resort before enjoying a fresh delicious dinner al fresco.

Today's Ride:

Cascade Lakes Highway: Osprey Point to Sunriver
Approximately 49 miles with 2,370 feet of climbing

Short Option:

Cascade Lakes Highway: Osprey Point to Sunriver with hill shuttle
Approximately 35 miles with 770 feet of climbing

Avid Option:

Cascade Lakes Highway: Crescent Cutoff to Sunriver
Approximately 68 miles with 3,400 feet of climbing

Hotel:

Sunriver Resort

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

Sunriver is renowned as an outdoor recreation mecca, and today is your opportunity to take advantage of one of the many available adventures. Those interested in a morning road ride will venture out and back on a beautiful ride to the summit of Lava Butte, where you will take in gorgeous views of a black lava flow and the snow-capped peaks of the Cascade range in the distance before returning to the resort for lunch on your own. Your afternoon options include rafting the Deschutes River (Class 2-3) (this option is included in the price of your trip); renting mountain bikes and riding some of the trails near town; playing golf at one of the many area courses; relaxing at the Cove Pool; getting a massage or spa treatment and more. The choices are almost endless and your guides will help ensure that you have the day you want. Tonight is yours to explore the resort and the town of Sunriver for a dinner of your choosing.

Today's Ride:

Lave Butte Return
Approximately 23 miles with 1,100 feet of climbing

Today's Activity:

Whitewater Rafting on the Deschutes River or Choose your own Sunriver Adventure

Hotel:

Sunriver Resort

Included Meals:

Breakfast

After breakfast and checkout this morning, you'll shuttle a half hour to Tumalo State Park. From here, you'll board your bike to ride deeper into the high desert before stopping for a snack break at the dramatic Smith Rock State Park. This park is well-known as a world-class climbing area and is generally regarded as the birthplace of sport climbing. Take a moment to enjoy the views and snap some photos of the Crooked River as it winds its way beneath the beautiful sheer cliffs. Fuel up with some snacks before continuing your ride to Rainshadow Organics, where you will be treated to a hot lunch prepared with farm-fresh ingredients. Relax, cool down, and enjoy a tour of the farm before shuttling or pedaling the final miles along quiet country roads into the pine forest of Sisters. Your hotel for the remainder of the trip is also home to one of the region's best spas, Shibui at FivePine Lodge (spa appointments should be scheduled in advance, and anyone wishing to visit the spa this afternoon will not have time to do the post-lunch ride). Whichever ride distance you choose, this stellar day is sure to be a highlight of your Central Oregon vacation. This evening you will dine with the group at the quaint and intimate Open Door in downtown Sisters.

Today's Ride:

Tumalo State Park to Rainshadow Organics
Approximately 41 miles with 1,330 feet of climbing

Avid Option:

Tumalo State Park to Sisters
Approximately 56 miles with 1,860 feet of climbing

Short Option

Tumalo State Park to Smith Rock State Park
Approximately 26 miles with 740 feet of climbing

Hotel:

FivePine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Dinner

McKenzie Pass is a gateway between the dry and the wet sides of the Cascades, and is perhaps the most popular road to ride in the Northwest. This morning, it just happens to be right outside your back door! The 16-mile climb is a moderate grade and tops out with stunning views of expansive lava flows and magnificent views of the Cascade peaks, including Mt. Hood. The historic Dee Wright Observatory is an impressive place to take in the scenery and celebrate your conquest of the pass, because from here the next 22 miles are almost all downhill. Cruising through increasingly dense forest, you'll arrive at one of the country's most scenic rivers, the McKenzie. After lunch as a group at the Belknap Hot Springs Resort, you can take a soak in the hot-spring fed pool here then shuttle back to Sisters, or tackle the pass once again from the east side for a truly epic, challenging day of climbing. This evening you and your companions will gather for a final social hour to enjoy more local brews and wine outdoors at the FivePine Lodge, followed by a memorable farewell dinner of artisan, "upscale ranch" dining at Chops Bistro in Sisters.

Today's Ride:

Sisters to Belknap Hot Springs
Approximately 39 miles with 2,460 feet of climbing

Avid Option:

Sisters to Belknap Hot Springs Return
Approximately 79 miles with 6,260 feet of climbing

Hotel:

FivePine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

This morning offers an opportunity for a final ride to round out your Oregon and Crater Lake bike tour. Venturing through the ranchlands of the high desert, today’s 21 miles offer the chance to take one more deep breath of rejuvenating sage-soaked air, and snap any final photos of the Cascades before moving on to your next adventure. Alternatively, have a long sleep-in and take a walk through downtown Sisters to explore its unique shops, galleries, and cafes before check-out.

Today's Ride:

Indian Ford Return
Approximately 21 miles with 520 feet of climbing

Today's Activity:

Departure

Included Meals:

Breakfast

Welcome to the first day of your central Oregon vacation! After meeting your guides at 10:30 AM in the lobby of The SCP Hotel in downtown Redmond, you'll shuttle approximately 1 hour to the shores of Elk Lake. Here you'll be welcomed with a brief orientation by your guides and a delicious lunch prepared by Elk Lake Resort. Your guides will make sure you are fitted comfortably on your bike and will share some safety tips, then you’ll saddle up to begin the day’s ride. Spin along the Cascade Lakes Highway and through the beautiful Deschutes National Forest into the community of Sunriver. After the ride take some time to settle into your room at the secluded Sunriver Resort. Tonight you'll toast with local brews and wine to a big day on the patio at the Sunriver Resort before enjoying a fresh delicious dinner al fresco.

Today's Ride:

Elk Lake Resort to Sunriver
Approximately 31 miles with 1,740 feet of climbing

Hotel:

Sunriver Resort

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

This morning after breakfast you'll board the Trek Travel vans for a scenic 2-hour shuttle into Crater Lake National Park. The ride will begin near the Crater Lake Lodge, which is perched on the south end of the lake. This lake is one of the deepest in the world at almost 2,000 feet and was formed about 7,700 years ago when a volcano twice as high as the current rim erupted. Experts estimate that the blast that created the lake was around 42 times more powerful than the Mt. St. Helens eruption in 1980. A wealth of viewpoints tempt you along the route as you take in one stunning view after the next. You will break for a packed lunch near the Mount Scott Trailhead and those who are interested in a shorter ride today can jump in the van here. You will want to take your time today, as the ride takes place between about 6,500 and 7,500 feet above sea level-- this high elevation makes hydration and pacing very important. After the ride you will shuttle 2 hours back to Sunriver. Tonight you will wind down with drinks and dinner at the relaxed Zeppa Bistro at the resort.

Today's Ride:

Crater Lake Rim Loop
Approximately 33 miles with 4,000 feet of climbing

Short Option:

Crater Lake Rim Loop to Mount Scott Trailhead
Approximately 18 miles with 2,380 feet of climbing

Hotel:

Sunriver Resort

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

Sunriver is renowned as an outdoor recreation mecca, and today is your opportunity to take advantage of one of the many available adventures. Those interested in a morning road ride will venture out and back on a beautiful ride to the summit of Lava Butte, where you will take in gorgeous views of a black lava flow and the snow-capped peaks of the Cascade range in the distance before returning to the resort for lunch on your own. Your afternoon options include rafting the Deschutes River (Class 2-3) (this option is included in the price of your trip); renting mountain bikes and riding some of the trails near town; playing golf at one of the many area courses; relaxing at the Cove Pool; getting a massage or spa treatment and more. The choices are almost endless and your guides will help ensure that you have the day you want. Tonight is yours to explore the resort and the town of Sunriver for a dinner of your choosing.

Today's Ride:

Lave Butte Return
Approximately 23 miles with 1,100 feet of climbing

Today's Activity:

Whitewater Rafting on the Deschutes River or Choose your own Sunriver Adventure

Hotel:

Sunriver Resort

Included Meals:

Breakfast

After breakfast and checkout this morning, you'll shuttle a half hour to Tumalo State Park. From here, you'll board your bike to ride deeper into the high desert before stopping for a snack break at the dramatic Smith Rock State Park. This park is well-known as a world-class climbing area and is generally regarded as the birthplace of sport climbing. Take a moment to enjoy the views and snap some photos of the Crooked River as it winds its way beneath the beautiful sheer cliffs. Fuel up with some snacks before continuing your ride to Rainshadow Organics, where you will be treated to a hot lunch prepared with farm-fresh ingredients. Relax, cool down, and enjoy a tour of the farm before shuttling or pedaling the final miles along quiet country roads into the pine forest of Sisters. Your hotel for the remainder of the trip is also home to one of the region's best spas, Shibui at FivePine Lodge (spa appointments should be scheduled in advance, and anyone wishing to visit the spa this afternoon will not have time to do the post-lunch ride). Whichever ride distance you choose, this stellar day is sure to be a highlight of your Central Oregon vacation. This evening you will dine with the group at the quaint and intimate Open Door in downtown Sisters.

Today's Ride:

Tumalo State Park to Rainshadow Organics
Approximately 41 miles with 1,330 feet of climbing

Avid Option:

Tumalo State Park to Sisters
Approximately 56 miles with 1,860 feet of climbing

Short Option

Tumalo State Park to Smith Rock State Park
Approximately 26 miles with 740 feet of climbing

Hotel:

FivePine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Dinner

McKenzie Pass is a gateway between the dry and the wet sides of the Cascades, and is perhaps the most popular road to ride in the Northwest. This morning, it just happens to be right outside your back door! The 16-mile climb is a moderate grade and tops out with stunning views of expansive lava flows and magnificent views of the Cascade peaks, including Mt. Hood. The historic Dee Wright Observatory is an impressive place to take in the scenery and celebrate your conquest of the pass, because from here the next 22 miles are almost all downhill. Cruising through increasingly dense forest, you'll arrive at one of the country's most scenic rivers, the McKenzie. After lunch as a group at the Belknap Hot Springs Resort, you can take a soak in the hot-spring fed pool here then shuttle back to Sisters, or tackle the pass once again from the east side for a truly epic, challenging day of climbing. This evening you and your companions will gather for a final social hour to enjoy more local brews and wine outdoors at the FivePine Lodge, followed by a memorable farewell dinner of artisan, "upscale ranch" dining at Chops Bistro in Sisters.

Today's Ride:

Sisters to Belknap Hot Springs
Approximately 39 miles with 2,460 feet of climbing

Avid Option:

Sisters to Belknap Hot Springs Return
Approximately 79 miles with 6,260 feet of climbing

Hotel:

FivePine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

This morning offers an opportunity for a final ride to round out your Oregon and Crater Lake bike tour. Venturing through the ranchlands of the high desert, today’s 21 miles offer the chance to take one more deep breath of rejuvenating sage-soaked air, and snap any final photos of the Cascades before moving on to your next adventure. Alternatively, have a long sleep-in and take a walk through downtown Sisters to explore its unique shops, galleries, and cafes before check-out.

Today's Ride:

Indian Ford Return
Approximately 21 miles with 520 feet of climbing

Today's Activity:

Departure

Included Meals:

Breakfast

Welcome to the first day of your central Oregon vacation! After a scenic 2.5-hour shuttle into Crater Lake National Park, you'll be welcomed with a gourmet Trek Travel picnic. After a brief orientation, safety talk, and bike fit, you’ll saddle up to begin the day’s ride along the rim road that overlooks the lake’s breathtaking blue water. The lake is one of the deepest in the world at almost 2,000 feet and was formed about 7,700 years ago when a volcano twice as high as the current rim erupted. Experts estimate that the blast that created the lake was around 42 times more powerful than the Mt. St. Helens eruption in 1980. A wealth of viewpoints tempt you along the route, as you take in one stunning view after the next. After this stunning ride, you'll get to know one another better over drinks and dinner in the Crater Lake Lodge dining room before retiring to your room for a well-earned rest. Please note that, while the location is unparalleled, the accommodations at Crater Lake Lodge are rustic and quite basic.

Today's Ride:

Crater Lake Rim Loop
Approximately 35 miles with 4,160 feet of climbing

Short Option:

Crater Lake Rim Loop to Skell Head
Approximately 15 miles with 1,720 feet of climbing

Hotel:

Crater Lake Lodge

Included Meals:

Lunch | Social Hour | Dinner

With Crater Lake in the rearview mirror, you'll shuttle north for an hour and a half to begin your ride along the Cascade Lakes Scenic Highway, which traces the eastern slopes of the range and winds among 14 distinct lakes. Reflections of the Three Sisters, Broken Top and Mt. Bachelor are visible on the surfaces of the lakes—these images evoke the essence of the Cascades. Midway through the ride, take a break to enjoy lunch at Elk Lake Resort. After lunch, the road climbs over the shoulder of Mt. Bachelor and descends 3,000 feet to Bend, following the bike course of the Pole Pedal Paddle race route. Tonight you'll toast with local brews to a big day at 10 Below and dine at local's favorite Zydeco Kitchen & Cocktails in Bend, which serves southern-inspired dishes with an emphasis on locally-sourced ingredients.

Today's Ride:

Cascade Lakes Highway: Osprey Point to Bend
Approximately 50 miles with 2,520 feet of climbing

Short Option:

Cascade Lakes Highway: Osprey Point to Bend with hill shuttle
Approximately 41 miles with 1,450 feet of climbing

Avid Option:

Cascade Lakes Highway: Crescent Cutoff to Bend
Approximately 70 miles with 3,520 feet of climbing

Hotel:

The Oxford Hotel

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

Bend is renowned as an outdoor recreation mecca, and today is an opportunity to take advantage of one of the many available adventures. Those interested in a morning road ride will venture out and back on a beautiful and freshly paved road that climbs into the Tumalo Creek watershed before lunch on your own in town. Your afternoon options include rafting the Deschutes River (Class 2-3) (this option is included in the price of your trip); renting mountain bikes and riding the world-class Phil's Trail system; hiking the Deschutes River Trail; floating or canoeing the river near town; playing golf at one of the many area courses; visiting one of the many breweries; getting a massage or spa treatment and more. The choices are almost endless and your guides will help ensure that you have the day you want. Also be sure to make some time today to relax in the Oxford's hot tub, sauna or steam room, located on the 7th floor of the hotel. Tonight is yours to explore downtown on your own and check out one of the many eclectic and delicious eateries.

Today's Ride:

Tumalo Creek Return
Approximately 22 miles with 1,350 feet of climbing

Today's Activity:

Whitewater Rafting on the Deschutes River or Choose your own Bend Adventure

Hotel:

The Oxford Hotel

Included Meals:

Breakfast

This morning you'll ride deeper into the high desert before stopping for a snack break at the dramatic Smith Rock State Park. This park is well-known as a world-class climbing area and is generally regarded as the birthplace of sport climbing. Take a moment to enjoy the views and snap some photos of the Crooked River as it winds its way beneath the beautiful sheer cliffs. Fuel up with some snacks before continuing your ride to Rainshadow Organics, where you will be treated to a hot lunch prepared with farm-fresh ingredients. Relax, cool down, and enjoy a tour of the farm before shuttling or pedaling the final miles along quiet country roads into the pine forest of Sisters. Your hotel for the remainder of the trip is also home to one of the region's best spas, Shibui at Five Pine Lodge (spa appointments should be scheduled in advance, and anyone wishing to visit the spa this afternoon will not have time to do the post-lunch ride). Whichever ride distance you choose, this stellar day is sure to be a highlight of your Central Oregon vacation. This evening you will dine with the group at the quaint and intimate Open Door in downtown Sisters.

Today's Ride:

Bend to Rainshadow Organics
Approximately 51 miles with 1,550 feet of climbing

Avid Option:

Bend to Sisters
Approximately 65 miles with 2,070 feet of climbing

Short Option

Bend to Smith Rock State Park
Approximately 35 miles with 1,040 feet of climbing

Hotel:

Five Pine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Dinner

McKenzie Pass is a gateway between the dry and the wet sides of the Cascades, and is perhaps the most popular road to ride in the Northwest. This morning it just happens to be right outside your back door! The 16-mile climb is a moderate grade and tops out with stunning views of expansive lava flows and magnificent views of the Cascade peaks, including Mt. Hood. The historic Dee Wright Observatory is an impressive place to take in the scenery and celebrate your conquest of the pass, because from here the next 22 miles are almost all downhill. Cruising through increasingly dense forest, you'll arrive at one of the country's most scenic rivers, the McKenzie. After lunch as a group at the Belknap Hot Springs Resort you can take a soak in the hot-spring fed pool here then shuttle back to Sisters, or tackle the pass once again from the east side for a truly epic, challenging day of climbing. This evening you and your companions will gather for a final social hour to enjoy more local brews and wine, followed by a memorable farewell dinner of artisan, "upscale ranch" dining at Chops Bistro in Sisters.

Today's Ride:

Sisters to Belknap Hot Springs
Approximately 39 miles with 2,460 feet of climbing

Avid Option:

Sisters to Belknap Hot Springs Return
Approximately 79 miles with 6,260 feet of climbing

Hotel:

Five Pine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

This morning offers an opportunity for a final ride to round out your vacation in Central Oregon. Venturing through the ranchlands of the high desert, today’s miles offer the chance to take one more deep breath of rejuvenating sage-soaked air, and snap any final photos of the Cascades before moving on to your next adventure. Alternatively, have a long sleep-in and take a walk through downtown Sisters to explore its unique shops, galleries and cafes before check-out.

Today's Ride:

Indian Ford Return
Approximately 21 miles with 520 feet of climbing

Today's Activity:

Departure

Included Meals:

Breakfast

Welcome to the first day of your central Oregon vacation! After meeting your guides at 10:30 AM in the lobby of The Oxford Hotel in downtown Bend, you'll shuttle approximately 20 minutes to the small town of Sunriver. Here you'll be welcomed with a brief orientation by your guides and a delicious Trek Travel picnic lunch. Your guides will make sure you are fitted comfortably on your bike and will share some safety tips, then you’ll saddle up to begin the day’s ride. Spin through the beautiful Deschutes National Forest and descend into Bend on the Cascade Lakes Highway. After the ride take some time to settle into your room at the fabulous Oxford Hotel. Tonight's social hour will take place in 10 Below, the fun hotel bar of the Oxford. Afterward you'll walk down the street to local's favorite Zydeco Kitchen & Cocktails, which serves southern-inspired dishes with an emphasis on locally-sourced ingredients.

Today's Ride:

Sunriver to Bend
Approximately 35 miles with 2,040 feet of climbing

Hotel:

The Oxford Hotel

Included Meals:

Lunch | Social Hour | Dinner

This morning after breakfast you'll board the Trek Travel vans for a scenic 2.5-hour shuttle into Crater Lake National Park. The ride will begin near the Crater Lake Lodge, which is perched on the south end of the lake. This lake is one of the deepest in the world at almost 2,000 feet and was formed about 7,700 years ago when a volcano twice as high as the current rim erupted. Experts estimate that the blast that created the lake was around 42 times more powerful than the Mt. St. Helens eruption in 1980. A wealth of viewpoints tempt you along the route as you take in one stunning view after the next. You will break for a packed lunch near the Mount Scott Trailhead and those who are interested in a shorter ride today can jump in the van here. You will want to take your time today, as the ride takes place between about 6,500 and 7,500 feet above sea level-- this high elevation makes hydration and pacing very important. After the ride you will shuttle 2.5 hours back to Bend. Tonight you will join your cycling companions to toast a big day with a social hour and dinner at a favorite local restaurant in downtown Bend.

Today's Ride:

Crater Lake Rim Loop
Approximately 33 miles with 4,000 feet of climbing

Short Option:

Crater Lake Rim Loop to Mount Scott Trailhead
Approximately 18 miles with 2,380 feet of climbing

Hotel:

The Oxford Hotel

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

Bend is renowned as an outdoor recreation mecca, and today is an opportunity to take advantage of one of the many available adventures. Those interested in a morning road ride will venture out and back on a beautiful and freshly paved road that climbs into the Tumalo Creek watershed before lunch on your own in town. Your afternoon options include rafting the Deschutes River (Class 2-3) (this option is included in the price of your trip); renting mountain bikes and riding the world-class Phil's Trail system; hiking the Deschutes River Trail; floating or canoeing the river near town; playing golf at one of the many area courses; visiting one of the many breweries; getting a massage or spa treatment and more. The choices are almost endless and your guides will help ensure that you have the day you want. Also be sure to make some time today to relax in the Oxford's hot tub, sauna or steam room, located on the 7th floor of the hotel. Tonight is yours to explore downtown on your own and check out one of the many eclectic and delicious eateries.

Today's Ride:

Tumalo Creek Return
Approximately 22 miles with 1,350 feet of climbing

Today's Activity:

Whitewater Rafting on the Deschutes River or Choose your own Bend Adventure

Hotel:

The Oxford Hotel

Included Meals:

Breakfast

This morning you'll ride deeper into the high desert before stopping for a snack break at the dramatic Smith Rock State Park. This park is well-known as a world-class climbing area and is generally regarded as the birthplace of sport climbing. Take a moment to enjoy the views and snap some photos of the Crooked River as it winds its way beneath the beautiful sheer cliffs. Fuel up with some snacks before continuing your ride to Rainshadow Organics, where you will be treated to a hot lunch prepared with farm-fresh ingredients. Relax, cool down, and enjoy a tour of the farm before shuttling or pedaling the final miles along quiet country roads into the pine forest of Sisters. Your hotel for the remainder of the trip is also home to one of the region's best spas, Shibui at Five Pine Lodge (spa appointments should be scheduled in advance, and anyone wishing to visit the spa this afternoon will not have time to do the post-lunch ride). Whichever ride distance you choose, this stellar day is sure to be a highlight of your Central Oregon vacation. This evening you will dine with the group at the quaint and intimate Open Door in downtown Sisters.

Today's Ride:

Bend to Rainshadow Organics
Approximately 51 miles with 1,550 feet of climbing

Avid Option:

Bend to Sisters
Approximately 65 miles with 2,070 feet of climbing

Short Option

Bend to Smith Rock State Park
Approximately 35 miles with 1,040 feet of climbing

Hotel:

Five Pine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Dinner

McKenzie Pass is a gateway between the dry and the wet sides of the Cascades, and is perhaps the most popular road to ride in the Northwest. This morning it just happens to be right outside your back door! The 16-mile climb is a moderate grade and tops out with stunning views of expansive lava flows and magnificent views of the Cascade peaks, including Mt. Hood. The historic Dee Wright Observatory is an impressive place to take in the scenery and celebrate your conquest of the pass, because from here the next 22 miles are almost all downhill. Cruising through increasingly dense forest, you'll arrive at one of the country's most scenic rivers, the McKenzie. After lunch as a group at the Belknap Hot Springs Resort you can take a soak in the hot-spring fed pool here then shuttle back to Sisters, or tackle the pass once again from the east side for a truly epic, challenging day of climbing. This evening you and your companions will gather for a final social hour to enjoy more local brews and wine, followed by a memorable farewell dinner of artisan, "upscale ranch" dining at Chops Bistro in Sisters.

Today's Ride:

Sisters to Belknap Hot Springs
Approximately 39 miles with 2,460 feet of climbing

Avid Option:

Sisters to Belknap Hot Springs Return
Approximately 79 miles with 6,260 feet of climbing

Hotel:

Five Pine Lodge and Shibui Spa

Included Meals:

Breakfast | Lunch | Social Hour | Dinner

This morning offers an opportunity for a final ride to round out your vacation in Central Oregon. Venturing through the ranchlands of the high desert, today’s miles offer the chance to take one more deep breath of rejuvenating sage-soaked air, and snap any final photos of the Cascades before moving on to your next adventure. Alternatively, have a long sleep-in and take a walk through downtown Sisters to explore its unique shops, galleries and cafes before check-out.

Today's Ride:

Indian Ford Return
Approximately 21 miles with 520 feet of climbing

Today's Activity:

Departure

Included Meals:

Breakfast

Hotels

hotel image

Crater Lake Lodge

Crater Lake National Park, Oregon

Perched on the rim of Crater Lake, you will find no better place to take in the majestic view while relaxing with a drink on the porch or resting up in your room than the unique and historic Crater Lake Lodge. The lodge was originally constructed in 1915 and retains much of the character from that era. The rooms are relatively small and do not have phones, televisions or air conditioning, although the incredible scenery just outside more than makes up for the rustic feeling of the accommodations.Please note: This is an explorer-level property. Also note the alternative itinerary trip does not stay at the Lodge. 
hotel image

Sunriver Resort

Sunriver, Oregon

Set against the stunning Cascade Mountain Range, Sunriver Resort is a premiere Northwest vacation destination thanks to its picturesque views and unparalleled recreational opportunities. All guest rooms at the Lodge Village feature cozy fireplaces, Northwest decor, and access to all of the resort's offerings, including the beautiful Cove Pool. From the spa to the award-winning gold courses, this resort has a range of ways to relax and enjoy the beauty of Central Oregon.
hotel image

Five Pine Lodge and Shibui Spa

Sisters, Oregon

Trip Advisor Traveler's Choice hotel winner Imagine elegant and spacious contemporary Craftsman-style cabins and lodge rooms combined with a full-service Japanese spa, all hidden in a pine forest at the base of three extinct volcanic peaks. You have just begun to picture the Five Pine Lodge. This is more than a lodge—it is a true mountain retreat from which you will not want to leave—complete with swimming pool, first-run movie theater, brew pub, and a trail network for hiking right out the back door.

What's Included

For us, the details matter most

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that's how we help you create more memories.

bike

Trek Domane SL 7 Disc

It isn’t the cycling vacation of a lifetime unless you have the industry’s best bike to match. In 2019, we upgraded our fleet to feature the award-winning Domane SL 7 with Shimano Ultegra Disc brakes. Because when you combine the lightweight stability and comfort of the Domane with the superior safety and stopping power of disc brakes, you get a match made in cycling heaven. And the best part? It’s included in the trip price. Ride confidently, comfortably and longer in the most beautiful destinations around the world with the new Domane SL 7. Learn More

bike

Trek Electric-Assist Verve+

With its Low-Step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain. Learn More

WHAT'S INCLUDED

  • Five nights of accommodation at handpicked hotels
  • Two experienced guides to provide local knowledge, support, and camaraderie
  • Daily route support with both guides and our support van
  • Daily breakfast, four lunches, and four dinners
  • Three social hours of drinks and hors d'oeuvres
  • Ride a Trek Domane SL 7 disc or Trek Electric-Assist Verve+
  • Up to three daily route options on riding days
  • Snacks and drinks for each day's ride
  • Trek Travel Bontrager cycling jersey and socks to keep
  • Trek Travel water bottles to keep
  • Cinch sack day bag to keep
  • Each bike is equipped with a Garmin Edge 1030 GPS computer, flat pack, front and rear Bontrager Flare R lights, a Bontrager saddle, and pedals (Shimano clipless road pedals, Shimano clipless mountain pedals, caged, or flat pedals)
  • Bontrager WaveCel helmets
  • All gratuities for drivers, local experts, and hospitality staff
  • All luggage transfers and transportation during your trip
  • A personalized photobook of your trip
  • Entrance fees for all activities, private tours, and events

GEAR

  • Trek Domane SL 7 disc carbon road bike with Shimano Di2 electronic shifting or Trek Electric-Assist Verve+, available in a limited quantity
  • Trek Travel Bontrager cycling jersey and socks to keep
  • Trek Travel water bottles to keep
  • Shimano clipless road pedals, Shimano clipless mountain pedals, caged, or flat pedals
  • Bontrager WaveCel helmet
  • Bontrager men's and women's specific saddles
  • Bontrager front and rear Flare R lights and a flat pack
  • Garmin Edge 1030 GPS computer
  • Cinch sack day bag to keep
  • Upgrade your bike to include carbon wheels (+$200)
  • Coupon valued up to $500 off a new Trek Bicycle. Your coupon will be delivered via email prior to your trip.
  • For the most comfortable ride, you may choose to bring your own pedals, saddle, and helmet on the trip. Your guides will install your gear on the first day during your bike fit.

WHAT'S NOT INCLUDED

Gratuities for your Trek Travel guides are not included in your trip price. We recommend tipping 7.5-10% of your trip price for the guide team. Local currency is preferred and unless you want to tip separately, guides will divide tips amongst themselves. Please tip your guides at your discretion, based on their level of professionalism, guest care, and service.
  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.

More Information

Rider Level: 3 - Active?

AVERAGE DAILY MILEAGE:
35 miles
TOTAL MILES:
208 miles
AVERAGE DAILY ELEVATION:
1,990 feet
TOTAL ELEVATION:
11,940 feet
TERRAIN: HILLY
The terrain is varied with rolling hills, some sustained climbing (up to 16 miles) at relatively high elevation (up to 7,700 feet above sea level) on moderate grades (up to 9 percent). Our Oregon and Crate Lake bike tour is best suited for our Type 3 Riders. Our Trek Travel guides can also easily accommodate Type 2 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option–you still get a workout but can climb alongside even the strongest rider. Type 4 Riders will enjoy the extra mileage the avid route options offer.
NON-RIDING ACTIVITIES:
On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. Some non-riding options on this trip are:
  • Hike in Crater Lake National Park
  • Whitewater Raft on the Deschutes River
  • Golf in Sunriver
  • Shop in Sunriver and Sisters
  • Visit spas in Sunriver and Sisters
  • Rock Climb at Smith Rock State Park

See itinerary for specific daily ride distances and elevation options. On all of our vacations, Trek Travel seeks to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Our itineraries are an approximation of our trips. Trek Travel strives to offer every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

Averages and totals are calculated from our "Today’s Ride" options. The averages for the Alternate Itinerary are 31 miles and 1,857 feet.

Travel Details

How to Get There

FLY INTO:
Redmond Municipal Airport - Roberts Field (RDM)
MEETING TIME:
8:00 AM
MEETING LOCATION:
SCP Hotel Redmond, Redmond, Oregon

Say Farewell

FLY OUT OF:
Redmond Municipal Airport - Roberts Field (RDM)
DEPARTING TIME:
11:30 AM
DEPARTING LOCATION:
The Redmond Airport (RDM) or SCP Hotel Redmond, Redmond, Oregon

Arriving

We suggest that you arrive at least one day prior to the start of your Oregon bike tour, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Redmond Municipal Airport - Roberts Field (RDM) in Redmond, Oregon. This airport is served by Alaska Air, American Airlines, Delta Airlines, United/United Express, and Allegiant. If you choose to stay at SCP Hotel Redmond, where you will meet your guides on the first day of your trip, you may call a taxi or rideshare from the airport, as the hotel is located less than three miles from the Redmond Airport. If you need a place to leave your personal vehicle for the week, there is free public parking in downtown Redmond near the SCP Hotel; please ask the front desk staff for suggestions upon arrival. If you wish to stay at the SCP Hotel the night before your trip begins, your Trip Consultant can provide the name and email address to reach out to in order to have the two-night minimum waived.

Your Trek Travel guides will meet you at SCP Hotel Redmond (521 SW 6th St, Redmond) at 8:00 AM on the first day of the bike tour. (Please note that the meeting time for the Alternative Itinerary trips is 10:30am, please see the dates section for which departures are the Alternative Itinerary and read the itinerary for Day 1 to know how to prepare). Please arrive dressed in casual clothes and pack a day bag with your cycling clothes and gear separate from your main luggage, that can be kept easily accessible. A three-hour shuttle will take you to your first destination deep in the Cascades-- Crater Lake National Park. After a delicious lunch provided by your guides, you will change into your cycling clothes and receive a personal bike fit to ensure a smooth and comfortable ride. Afterward, your guides will present information on safety and equipment usage and an overview of the day’s ride, then you’ll set out for a ride around Crater Lake’s dramatic rim.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Crater Lake Lodge (541-594-2255), and leave a message with your expected arrival time and contact details. There are no scheduled shuttle services offering direct access to Crater Lake, and while you may be able to hire a taxi or limo service, please be warned that the cost involved may be significant. We strongly recommend that you arrive the night before to ensure you do not miss our Trek Travel shuttle.

View our pre hotel recommendations

Leaving

You will say farewell to your guides at 11:00 AM at Five Pine Lodge. You will then shuttle 30 minutes to Redmond, arriving around 11:30 AM at the Redmond Airport. Please allow adequate connection time for flights or other travel to accommodate possible traffic delays. If you wish to return to downtown Redmond to retrieve your personal vehicle or extend your stay in the area, your guides can drop you off at the SCP Hotel Redmond following the airport drop.

View our post hotel recommendations

Planning For Your Trip

Packing and Weather

Summer is the best time to visit Central Oregon, as skies are typically crystal clear blue combined with very low humidity (10-20%). Daytime temperatures can be pleasantly temperate to quite hot (high 70's to mid 90's) with evenings dropping to the high 30's at Crater Lake and the low 50's in Sunriver. Rain is fairly infrequent, but it's always good to be prepared for the occasional thunderstorm just in case. Packing List

Before and After Your Trip

before

Before & After: Redmond, Oregon

Redmond is located in the high desert of central Oregon, on the eastern side of the Cascade Range. The area enjoys over 300 days of sunshine per year on average. Nearby Smith Rock State Park is known for abundant rock climbing routes, hiking, and mountain biking trails. There are also a number of guest ranches around Redmond where visitors can take in mountain views and the beauty of the desert from the back of a horse. We recommend the following accommodations for your pre and post-trip hotel:

Customer Reviews

Why Trek Travel

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the ultra-smooth Trek Domane SL 7 to the Trek Electric-Assist Verve+, you deserve the best ride on your vacation. Plus, we offer a range upgrade options to take you the extra mile.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.

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