Overview

Welcome to the first day of your Crater Lake bike tour! After a scenic two and half hour shuttle into Crater Lake National Park, you'll be welcomed with a delicious lunch provided by your guides. After a brief orientation, safety talk, and getting comfortably fit to your Trek bike, 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 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 incredible view after the next. After this stunning ride, you'll get to know one another better during a social hour, followed by dinner in the Crater Lake Lodge dining room before retiring to your room for a well-earned rest.
Please note: Due to ongoing construction on East Rim Drive, riding the entire loop around the Crater Lake Rim will not be possible for several years, hence the out and back route to Cloudcap. Also, while the location is unparalleled, the accommodations at Crater Lake Lodge are rustic and feature basic amenities.

Overview

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 Cascade 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 local's favorite Pole Pedal Paddle race route. Tonight, you'll toast with local brews or wine (included in the price of your trip) to a big day during dinner at Zydeco Kitchen & Cocktails, which serves southern-inspired dishes with an emphasis on locally-sourced ingredients.

Overview

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. Then it's a short ride to the town of Terrebonne where you'll enjoy lunch at local restaurant The Pump House before continuing your ride 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 Spa 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 Oregon bike tour. This evening, you are free to explore the restaurants in downtown Sisters for a dinner of your choice.

Overview

McKenzie Pass is a gateway between the dry and the wet sides of the Cascades, and it 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 features 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 for lunch at a shaded campground along Lost Creek. Afterwards you may choose to 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 will shuttle to Rainshadow Organics, where you will enjoy an authentic farm-to-table experience. Your visit begins with a private tour of the farm, during which you will learn about the regenerative and organic agricultural practices that makes food from Rainshadow so unique and delicious. Afterward, enjoy a social hour and multi-course meal of seasonal farm-fresh ingredients on the porch.

Overview

This morning offers an opportunity for a final ride to round out your Central Oregon cycling trip. 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.