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Crater Lake & Oregon Cascades

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Crater Lake & Oregon Cascades

Crater Lake National Park to Bend and Sisters

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To immerse yourself in the drama, nuance and wonder of the Oregon Cascades on two wheels as well as on your own two feet is to experience one of the world’s most dynamic landscapes—all while being fully supported on the vacation of a lifetime.

Pedal past snow-capped volcanic peaks that scrape the sky as you cycle from crystal blue Crater Lake to the recreation meccas of Bend 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!

Dates:


Daily Itinerary

View Day-To-Day

Day
1
Day
1

Today's Ride:

Crater Lake Rim Loop
Approximately 38 miles with 5,100 feet of climbing

Short Option:

Crater Lake Rim Loop to Skell Head
Approximately 20 miles with 2,500 feet of climbing

Description:

Welcome to the first day of your central Oregon vacation! After a scenic 2-hour shuttle into Crater Lake National Park, you'll be welcomed with a gourmet Trek Travel picnic. After a brief orientation and safety talk, 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 420 times more powerful than the Mt. St. Helens eruption in 1980. A wealth of viewpoints and hiking options tempt you along the route, as you take in one stunning view after the next. After this treat, 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.

Hotel:

Crater Lake Lodge
Visit Website

Included Meals:

Lunch | Social Hour | Dinner


Day
2
Day
2

Today's Ride:

Cascade Lakes Highway: Osprey Point to Bend
Approximately 48 miles with 2,500 feet of climbing

Short Option:

Cascade Lakes Highway: Osprey Point to Bend with hill shuttle
Approximately 36 miles with 1,800 feet of climbing

Avid Option:

Cascade Lakes Highway: Crescent Cutoff to Bend
Approximately 69 miles with 3,500 feet of climbing

Description:

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 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, which features a variety of Oregon home-style specialties sourced from sustainable local producers. 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 and dine at local's favorite Zydeko Kitchen & Cocktails in Bend, which serves southern-inspired dishes with an emphasis on locally-sourced ingredients.

Hotel:

The Oxford Hotel
Visit Website

Included Meals:

Breakfast | Lunch | Social Hour | Dinner


Day
3
Day
3

Today's Ride:

Tumalo Falls Return
Approximately 22 miles with 1,400 feet of climbing

Today's Activity:

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

Description:

Bend is renowned as an outdoor recreation mecca, and today is an opportunity to take advantage of one of the many available adventures, including 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. Those interested in a morning road ride will venture out and back on a beautiful and freshly paved road that climbs into the Tumalo watershed area, with the potential to hike up to Tumalo Falls, a pristine, locally-loved waterfall. 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.

Hotel:

The Oxford Hotel
Visit Website

Included Meals:

Breakfast


Day
4
Day
4

Today's Ride:

Bend to Smith Rock State Park
Approximately 36 miles with 1,100 feet of climbing

Avid Option:

Bend to Sisters via Smith Rock State Park
Approximately 65 miles with 2,200 feet of climbing

Today's Activity:

Hike in Smith Rock State Park
Approximately 4 miles with 950 feet of climbing

Description:

This morning you'll ride deeper into the high desert before stopping for lunch at the dramatic Smith Rock State Park, which offers a wealth of opportunities for adventure! Besides being a world-class climbing area, the canyon that forms Smith Rock has an extensive network of trails, ranging from mellow to strenuous. You can also schedule a climbing lesson this afternoon or hike to watch climbers scale one of the many famous routes, such as Monkey Face or Voyage of the Cowdog. Alternatively, you can choose an additional 30 miles of riding along quiet country roads into the pine forest of Sisters. If you prefer something a little lower-key you may also take advantage of 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 hike or ride). Whichever activity 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.

Hotel:

Five Pine Lodge and Shibui Spa
Visit Website

Included Meals:

Breakfast | Lunch | Dinner


Day
5
Day
5

Today's Ride:

Sisters to Belknap Hot Springs via McKenzie Highway
Approximately 39 miles with 2,600 feet of climbing

Avid Option:

Sisters to Belknap Hot Springs Return
Approximately 78 miles with 6,500 feet of climbing

Today's Activity:

Belknap Hot Springs

Description:

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 famous and scenic rivers, the McKenzie. After lunch as a group at Belknap Hot Springs and a soak in the pools, either catch the 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.

Hotel:

Five Pine Lodge and Shibui Spa
Visit Website

Included Meals:

Breakfast | Lunch | Social Hour | Dinner


Day
6
Day
6

Today's Ride:

Three Creeks Lake Return
Approximately 29 miles with 2900 feet of climbing

Today's Activity:

Departure

Description:

This morning offers an opportunity for a final ride up to a vista overlooking the Three Sisters and Mt. Jefferson. Venturing through the ranchlands of the high desert, today’s 29 miles offer the chance to take one more deep breath of Central Oregon air before moving on to your next adventure. Alternatively, have a long sleep-in and take a walk through downtown Sisters to explore its many unique shops, galleries and cafes before check-out.

Included Meals:

Breakfast


Dates & Pricing

The earlier you book, the greater the rewards

We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book, your price and date are guaranteed.

2018


Jul
1st - 6th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Jul
8th - 13th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Jul
15th - 20th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Jul
22nd - 27th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Jul
29th -
Aug
3rd
/ 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Aug
5th - 10th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Aug
12th - 17th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Aug
19th - 24th / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *
Aug
26th - 31st / 6 days / 5 nights
$3099 / Person, $750 / Single Occupancy
Guaranteed *

What is Single Occupancy?

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself.

Hotels

Crater Lake Lodge on Trek Travel's Oregon bike tours

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.
Oxford Hotel on Trek Travel's Oregon bike tours

The Oxford Hotel

Bend, Oregon

Trip Advisor Traveler's Choice hotel winner Bend's "eco-chic" boutique hotel is the pinnacle of luxury and sustainability. Fusing Northwest-inspired, modern design, world-class service and earth-friendly practices and products, the Oxford is a perfect match for the active and cosmopolitan vibe that is Bend, Oregon. Located in the heart of downtown, shopping, dining, galleries and a variety of activities are just a few steps or a cruiser ride away (provided with your stay). Amenities like the sauna and steam room, spa, full-service bar and restaurant make it the perfect home for your time in Bend.
or-fivepine

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, nightly wine and beer reception, brew pub and an extensive trail network for hiking right out the back door.

What's Included

We Include More

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. See more

  • Gratuities for all scheduled special events, restaurants, hotels, local guides and transportation during your trip.
  • Private tours
  • Entrance fees to all group events/activities
  • All luggage transfers
  • All transportation during the trip, including private coaches
  • 5 nights of accommodation
  • In every region we travel, we uncover the area’s best, and most delightful accommodations. On our Crater Lake & the Oregon Cascades trip, you will stay at three hotels, offering a range of lodging from rustic to luxurious. The historic Crater Lake National Park Lodge serves as a simple base camp for Crater Lake exploration; an upscale urban boutique hotel offers luxurious comfort in the heart of the downtown Bend action; and private Craftsman cottages provide a cozy retreat amid the pines in Sisters.
  • Daily breakfast, 4 lunches, 3 social hours, 4 dinners, and all snacks and drinks for each day
  • On our Crater Lake & the Oregon Cascades trip, you are invited to indulge in a wide range of delicious seasonal local flavors. With so many tasty specialties —from wild salmon, mushrooms, gourmet cheeses, berries and some of the world’s best Pinots and microbrews—there is something new each day on the picnic table and at the bistro. The cuisine at Zydeco in downtown Bend features specialties of the Northwest served with a southern twist, and Chops Bistro serves "upscale ranch" dishes with a strong commitment to fresh and local food. While dinners are gourmet, attire is casual and relaxed—just like the locals!
  • The knowledge, support, and camaraderie of experienced guides
  • Daily route support
  • Paper route guides also available upon request
  • Comprehensive trip literature
  • The use of a Trek Domane SL 7 carbon road bike with Shimano Di2 electronic shifting, or Trek 7.6 FX Hybrid bicycle
  • Trek Electric Assist XM700+ also available in a limited quantity
  • The use of GPS cycling computer
  • The use of Bontrager bike helmets and other gear and equipment to make your ride comfortable
  • Trek Travel water bottles
  • Coupon valued up to $500 off a new Trek Bicycle. Contact us for details.
  • Trek Travel Bontrager RL jersey and cycling socks

Thank your Guides, by tipping

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.
  • Gratuities for your Trek Travel Guides may be given at your discretion in response to their professionalism and leadership. Industry standard is for each individual guest to tip the guide team 7.5-10% of the trip price.

FAQs

Trip Changes

Our itineraries are an approximation of our trips. Trek Travel strives to offer each and 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.

  • Rider Type | 3
  • Average Daily Mileage | 35
  • Terrain | Hilly
  • Average Daily Elevation | 2,600 ft.

On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Crater Lake & the Oregon Cascades 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. The terrain is varied with rolling hills, some sustained climbing (up to 16 miles) at relatively high elevation (up to 7700 feet above sea level) on moderate grades (up to 9 percent).

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 Bend. Rain is fairly infrequent, but it's always good to be prepared for the occasional thunderstorm just in case.

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. See Included In The Trip Price for more information. Some non-riding options on this trip are:

  • Hike in Crater Lake National Park
  • Whitewater Raft on the Deschutes River
  • Golf in and around Bend and Sisters
  • Shop in Bend and Sisters
  • Visit spas in Bend and Sisters
  • Rock Climb at Smith Rock State Park

If you’re going we’re going on almost all our trips. Trips with 1 guest booked are guaranteed to run. Select trips like Cross Country, Race and Special Edition trips require a minimum number of guests to run and are not guaranteed until that number is reached. Contact your Trip Consultant for more details.

In the event that a departure has low enrollment, we will notify guests at 60-90 days before departure to give the option to select a different date with more guests booked. Please do not reserve airfare before confirming your Trek Travel trip.

When a trip is booked, a guest confirmation letter is immediately sent out. One week prior to the trip start you will receive an email containing a trip start meeting location reminder and any last minute information that you will need to know before your trip. Once you arrive at your destination Trek Travel staff will brief you on the day-to-day plan for the trip and provide you with daily route guides and a detailed map allowing you to ride with complete confidence and independence.

Please review our packing list page for more details.

We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you will find our timeline. If you ever have a question, just give us a call, 866 464 8735. Read our cancellation policy.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don't necessarily pertain to a specific trip.

Meeting & Departing

How to get there

We suggest that you arrive at least one day prior to the trip start, 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, and United/United Express. Once you have arrived in Redmond there are several options for getting to your pre-trip accommodations. If you choose to stay at The Oxford Hotel in Bend, where you will meet your guides on the first day of your trip, the hotel offers a shuttle service for $40 each way from the airport to the hotel. Please call the hotel to schedule this service. Alternatively, you may call a taxi from the airport upon arrival for your transportation to Bend, which is located about 30 minutes south of the Redmond Airport. If you need a place to leave your personal vehicle for the week, there is a parking deck behind The Oxford Hotel and the daily rate is $5 per day.

The Oxford Hotel | Bend, Oregon

Your Trek Travel guides will meet you at The Oxford Hotel (10 NW Minnesota Ave, Bend) at 8:00 AM on the first day of the trip. A 2 hour private shuttle will take you to your first destination deep in the Cascades-- Crater Lake National Park. After a gourmet signature Northwest picnic prepared by your guides, you will get a personal bike fitting to ensure a smooth and comfortable ride. Afterward your guides will present an overview of the day’s 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.

The Redmond Airport (RDM) or The Oxford Hotel | Redmond or Bend, Oregon

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 Bend to retrieve your personal vehicle or extend your stay in the area, your guides can drop you off at The Oxford Hotel following the airport drop. It is about 30 minutes from the Redmond Airport to downtown Bend.

Before & After: Bend, Oregon

The city of Bend is well-known as a mecca for lovers of all things outdoors. The vibrant downtown and Old Mill District are also great spots for eclectic dining experiences, people-watching, shopping, and local beer-tasting. With so many things to do you may just want to stay here! You can explore one of Central Oregon's rivers, fed by crystal-clear mountain snow, in a canoe or kayak. Into Golf? Central Oregon has been rated as one of the top 50 golf destinations in the world! Don't forget about the fishing, hiking and mountain biking opportunities too. We recommend the following accommodations for your pre and post-trip hotel:

The Oxford Hotel

Bend's "eco-chic" boutique hotel is the pinnacle of luxury and sustainability. Fusing Northwest-inspired, modern design, world-class service and earth-friendly practices and products, the Oxford is a perfect match for the active and cosmopolitan vibe that is Bend, Oregon. Located in the heart of downtown, shopping, dining, galleries and a variety of activities are just a few steps or a cruiser ride away (provided with your stay). Amenities like the sauna, spa, full-service bar and restaurant make it the perfect home for your time in Bend. The Oxford is also the pickup location on the first day of your Trek Travel vacation.

10 NW Minnesota Ave | 541 382 8436 | www.theoxfordhotelbend.com | ~$400

McMenamins Old St. Francis School

Unique and eclectic, The Old St. Francis School located in the center of downtown Bend, has undergone a transformation from 1936 Catholic schoolhouse to lively destination hotel complete with classrooms-turned-lodging rooms, a pub, brewery and bakery, a movie theater, private meeting and event space and a great soaking pool.

700 N.W. Bond Street | 541 382 5174 | www.mcmenamins.com/421-old-st-francis-school-home | ~$150

Hilton Garden Inn

The Hilton Garden Inn Bend hotel is set in the Old Mill District of Bend, near numerous restaurants, bars and shops, and just minutes from downtown Bend. Guest rooms and suites at the Hilton Garden Inn Bend feature rustic style and modern amenities, for the perfect blend of old and new. A great place to rest your tired body after a full day in Bend.

425 SW Bluff Drive | 541 617 6111 | www.hiltongardeninn3.hilton.com | ~$200


* Hotels listed above are local properties we love. We do not have special rates available.

Experience It

Similar Trips

Trek Travel Difference

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the all-new, ultra smooth Trek Domane SL 7, to the new Trek Electric-Assist XM700+ and the comfortable Trek 7.6 FX Hybrid, to our numerous upgrade options, you deserve the best ride on your vacation.

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.