Your Next Adventure
Your Next Adventure
Crater Lake & Scenic Bikeways Bike Tour
DURATION
6 Day(s)
DAILY BIKING
16 to 67 Miles
TRIP DIFFICULTY
3-Intermediate
REVIEWS
STARTING FROM
$3395
SINGLES ADD FROM
$900
Trip Overview
Riding through Central Oregon is often described as riding through a postcard. The Oregon Crater Lake and Scenic Bikeways bike tour will take you on a continuous path through a variety of appealing postcards.
This trip includes routes along three of Oregon’s Scenic Bikeways. Nominated by locals and selected by Oregon State Parks, the Scenic Bikeways highlight the absolute best bike rides in Oregon, all of which showcase the state’s scenery, history, and local communities. You ride these amazing bikeways: Sisters to Smith Rock, McKenzie Pass, and Twin Bridges Scenic Bikeway.
For the last two days of the tour, you visit Crater Lake National Park. Enjoy the bucket list ride around the rim of Crater Lake, one of the top unforgettable bike rides in the country — with rooms at the famous Crater Lake Lodge.
DAY 1 - Arrival Day
Distance: 37 miles | Terrain: Intermediate | Ponderosa Lodge
The trip begins with a welcome meeting at 8:30 a.m. in Bend, an easy shuttle ride from the Redmond Airport (RDM). Bring your luggage and be ride-ready. After brief introductions, you hop into the van and shuttle to Smith Rock State Park, where you have an Orientation Meeting, get fitted on your bike, and begin your Central Oregon adventure. Explore Smith Rock a bit on foot or two wheels. Watch rock climbers from all over the world as they cling to Smith Rock’s striking walls and colorful volcanic formations. On today’s Scenic Bikeway, you follow the Deschutes River, passing through forests, agricultural areas, and high desert country. You end your day in Sisters. The community is named after the Three Sisters peaks — Faith, Hope, and Charity. More than 10,000 ft in elevation, the peaks, are part of the Cascade volcanic arc and are the third-, fourth- and fifth-highest in the state. Dinner is at a local restaurant.
The trip begins with a welcome meeting at 8:30 a.m. in Bend, an easy shuttle ride from the Redmond Airport (RDM). Bring your luggage and be ride-ready. After brief introductions, you hop into the van and shuttle to Smith Rock State Park, where you have an Orientation Meeting, get fitted on your bike, and begin your Central Oregon adventure. Explore Smith Rock a bit on foot or two wheels. Watch rock climbers from all over the world as they cling to Smith Rock’s striking walls and colorful volcanic formations. On today’s Scenic Bikeway, you follow the Deschutes River, passing through forests, agricultural areas, and high desert country. You end your day in Sisters. The community is named after the Three Sisters peaks — Faith, Hope, and Charity. More than 10,000 ft in elevation, the peaks, are part of the Cascade volcanic arc and are the third-, fourth- and fifth-highest in the state. Dinner is at a local restaurant.
DAY 2 - Fantastic Views and Prominent Peaks
Distance: 27 or 39 miles | Terrain: Intermediate to Advanced | Ponderosa Lodge
Today’s postcard showcases images of out-of-this-world moonscapes created by a 2,000 year-old lava flow. The McKenzie Pass Scenic Bikeway follows an 1870s wagon toll road. For those of you wanting the challenge of a 2,400 ft climb up McKenzie Pass, you’ll relish the pine-filled air as you pedal up the mountain. For those of you wanting a more relaxing ride, shuttle to the top of the pass and enjoy the seemingly never-ending descent. At the 5,325 ft summit, the Dee Wright Observatory offers fantastic 360-degree views and highlights the nearby prominent peaks of the Cascade Mountains. On your 20-mile-long descent, stop at the Proxy Falls Trailhead and enjoy a leisurely 1.6 mile-long hike to two of the most photographed waterfalls in all of Oregon. At the far end of the Bikeway, soak in the Belknap Hot Springs before boarding the shuttle back to Sisters. There may also be time to schedule a relaxing session at the Shibui Spa. Dinner is together tonight at a restaurant in Sisters.
Today’s postcard showcases images of out-of-this-world moonscapes created by a 2,000 year-old lava flow. The McKenzie Pass Scenic Bikeway follows an 1870s wagon toll road. For those of you wanting the challenge of a 2,400 ft climb up McKenzie Pass, you’ll relish the pine-filled air as you pedal up the mountain. For those of you wanting a more relaxing ride, shuttle to the top of the pass and enjoy the seemingly never-ending descent. At the 5,325 ft summit, the Dee Wright Observatory offers fantastic 360-degree views and highlights the nearby prominent peaks of the Cascade Mountains. On your 20-mile-long descent, stop at the Proxy Falls Trailhead and enjoy a leisurely 1.6 mile-long hike to two of the most photographed waterfalls in all of Oregon. At the far end of the Bikeway, soak in the Belknap Hot Springs before boarding the shuttle back to Sisters. There may also be time to schedule a relaxing session at the Shibui Spa. Dinner is together tonight at a restaurant in Sisters.
DAY 3 - Twin Bridges Scenic Bikeway
Distance: 23, 32 or 38 miles | Terrain: Easier or Intermediate | McMenamins Old St Francis School, Bend
Today’s postcard views are inspired by the Twin Bridges Scenic Bikeway. You begin and end your cycling in Bend. At the beginning of the ride, stop at the Bend Whitewater Park and watch surfers ride the wave in the Deschutes River. Further along the route, pass through high deserts, pastures of hay, hobby farms, and wildlife areas. All the while, you’ll have spectacular views of the snow-capped Cascade Mountains. Enjoy a true Pacific Northwest-style lunch from one of the many food carts in the charming town of Tumalo. Dinner is on your own tonight. If you wish, spend the evening hours around our lodgings at one of the famous McMenamin properties — Old St. Francis is a rehabilitated parochial school turned into a funky lodge, brewpub, soaking pool, and more!
Today’s postcard views are inspired by the Twin Bridges Scenic Bikeway. You begin and end your cycling in Bend. At the beginning of the ride, stop at the Bend Whitewater Park and watch surfers ride the wave in the Deschutes River. Further along the route, pass through high deserts, pastures of hay, hobby farms, and wildlife areas. All the while, you’ll have spectacular views of the snow-capped Cascade Mountains. Enjoy a true Pacific Northwest-style lunch from one of the many food carts in the charming town of Tumalo. Dinner is on your own tonight. If you wish, spend the evening hours around our lodgings at one of the famous McMenamin properties — Old St. Francis is a rehabilitated parochial school turned into a funky lodge, brewpub, soaking pool, and more!
DAY 4 - Cascade Lakes Scenic Byway
Distance: 18 or 37 miles | Terrain: Easier or Intermediate | Crater Lake Lodge
Today your postcard views are chockfull of lakes and mountains along the Cascade Lakes Scenic Byway. The highway, which was originally paved with red volcanic cinders in the 1950s, was once called Century Drive because it was a 100-mile round trip between Bend and Elk Lake. If you wish, you can pedal up to the volcanic Mt. Bachelor (no worries, it’s been more than 8,000 years since the volcano last erupted). Alternatively, ride in the van to the top of Mt. Bachelor and enjoy the lovely descent. Along the route, stop for views of Sparks, Devils, Elk, and Lava Lakes. We’ll enjoy a group lunch at Lava Lakes before hopping in the shuttle to Crater Lake National Park. You spend the next two nights at the historic Crater Lake Lodge, which overlooks the lake’s pristine blue waters nearly 1,000 ft below. Dinner tonight is at the Crater Lake Lodge Dining Room.
Today your postcard views are chockfull of lakes and mountains along the Cascade Lakes Scenic Byway. The highway, which was originally paved with red volcanic cinders in the 1950s, was once called Century Drive because it was a 100-mile round trip between Bend and Elk Lake. If you wish, you can pedal up to the volcanic Mt. Bachelor (no worries, it’s been more than 8,000 years since the volcano last erupted). Alternatively, ride in the van to the top of Mt. Bachelor and enjoy the lovely descent. Along the route, stop for views of Sparks, Devils, Elk, and Lava Lakes. We’ll enjoy a group lunch at Lava Lakes before hopping in the shuttle to Crater Lake National Park. You spend the next two nights at the historic Crater Lake Lodge, which overlooks the lake’s pristine blue waters nearly 1,000 ft below. Dinner tonight is at the Crater Lake Lodge Dining Room.
DAY 5 - Drool-worthy Crater Lake
Distance: 16, 24, or 35 miles | Terrain: Intermediate to Advanced | Crater Lake Lodge
The backdrop for today’s postcard is the drool-worthy Crater Lake — one of the deepest clearest, and bluest lakes in the world. Stop at the many pullouts to admire its pristine waters and the enchanting Wizard Island, a 763-foot cinder cone in the middle of the lake. You might even need to pinch yourself and ask: Am I in a dream? From every angle, Crater Lake is surrounded by volcanic peaks, verdant forests, and fertile valleys. It’s ABSOLUTE BLISS! As the ride around the lake’s rim is challenging, there are plenty of shuttle options to customize the ride to your desired perfection. Dinner tonight is at the Crater Lake Lodge Dining Room.
The backdrop for today’s postcard is the drool-worthy Crater Lake — one of the deepest clearest, and bluest lakes in the world. Stop at the many pullouts to admire its pristine waters and the enchanting Wizard Island, a 763-foot cinder cone in the middle of the lake. You might even need to pinch yourself and ask: Am I in a dream? From every angle, Crater Lake is surrounded by volcanic peaks, verdant forests, and fertile valleys. It’s ABSOLUTE BLISS! As the ride around the lake’s rim is challenging, there are plenty of shuttle options to customize the ride to your desired perfection. Dinner tonight is at the Crater Lake Lodge Dining Room.
DAY 6 - Departure Day
Optional Hike
Wake up this morning and savor the breathtaking views with a cup of coffee on the back deck of the lodge. Or perhaps rise a bit earlier and hike the nearby Garfield Peak or Discovery Point Trails. Either way, you relish in the postcard memories you’ve made in Central Oregon. Mid-morning we provide a shuttle back to our starting point in Bend, where we say our goodbyes.
Wake up this morning and savor the breathtaking views with a cup of coffee on the back deck of the lodge. Or perhaps rise a bit earlier and hike the nearby Garfield Peak or Discovery Point Trails. Either way, you relish in the postcard memories you’ve made in Central Oregon. Mid-morning we provide a shuttle back to our starting point in Bend, where we say our goodbyes.
DAY 1 - Arrival Day
Distance: 37 miles | Terrain: Intermediate | Ponderosa Lodge
The trip begins with a welcome meeting at 8:30 a.m. in Bend, an easy shuttle ride from the Redmond Airport (RDM). Bring your luggage and be ride-ready. After brief introductions, you hop into the van and shuttle to Smith Rock State Park, where you have an Orientation Meeting, get fitted on your bike, and begin your Central Oregon adventure. Explore Smith Rock a bit on foot or two wheels. Watch rock climbers from all over the world as they cling to Smith Rock’s striking walls and colorful volcanic formations. On today’s Scenic Bikeway, you follow the Deschutes River, passing through forests, agricultural areas, and high desert country. You end your day in Sisters. The community is named after the Three Sisters peaks — Faith, Hope, and Charity. More than 10,000 ft in elevation, the peaks, are part of the Cascade volcanic arc and are the third-, fourth- and fifth-highest in the state. Dinner is at a local restaurant.
The trip begins with a welcome meeting at 8:30 a.m. in Bend, an easy shuttle ride from the Redmond Airport (RDM). Bring your luggage and be ride-ready. After brief introductions, you hop into the van and shuttle to Smith Rock State Park, where you have an Orientation Meeting, get fitted on your bike, and begin your Central Oregon adventure. Explore Smith Rock a bit on foot or two wheels. Watch rock climbers from all over the world as they cling to Smith Rock’s striking walls and colorful volcanic formations. On today’s Scenic Bikeway, you follow the Deschutes River, passing through forests, agricultural areas, and high desert country. You end your day in Sisters. The community is named after the Three Sisters peaks — Faith, Hope, and Charity. More than 10,000 ft in elevation, the peaks, are part of the Cascade volcanic arc and are the third-, fourth- and fifth-highest in the state. Dinner is at a local restaurant.
DAY 2 - Fantastic Views and Prominent Peaks
Distance: 27 or 39 miles | Terrain: Intermediate to Advanced | Ponderosa Lodge
Today’s postcard showcases images of out-of-this-world moonscapes created by a 2,000 year-old lava flow. The McKenzie Pass Scenic Bikeway follows an 1870s wagon toll road. For those of you wanting the challenge of a 2,400 ft climb up McKenzie Pass, you’ll relish the pine-filled air as you pedal up the mountain. For those of you wanting a more relaxing ride, shuttle to the top of the pass and enjoy the seemingly never-ending descent. At the 5,325 ft summit, the Dee Wright Observatory offers fantastic 360-degree views and highlights the nearby prominent peaks of the Cascade Mountains. On your 20-mile-long descent, stop at the Proxy Falls Trailhead and enjoy a leisurely 1.6 mile-long hike to two of the most photographed waterfalls in all of Oregon. At the far end of the Bikeway, soak in the Belknap Hot Springs before boarding the shuttle back to Sisters. There may also be time to schedule a relaxing session at the Shibui Spa. Dinner is together tonight at a restaurant in Sisters.
Today’s postcard showcases images of out-of-this-world moonscapes created by a 2,000 year-old lava flow. The McKenzie Pass Scenic Bikeway follows an 1870s wagon toll road. For those of you wanting the challenge of a 2,400 ft climb up McKenzie Pass, you’ll relish the pine-filled air as you pedal up the mountain. For those of you wanting a more relaxing ride, shuttle to the top of the pass and enjoy the seemingly never-ending descent. At the 5,325 ft summit, the Dee Wright Observatory offers fantastic 360-degree views and highlights the nearby prominent peaks of the Cascade Mountains. On your 20-mile-long descent, stop at the Proxy Falls Trailhead and enjoy a leisurely 1.6 mile-long hike to two of the most photographed waterfalls in all of Oregon. At the far end of the Bikeway, soak in the Belknap Hot Springs before boarding the shuttle back to Sisters. There may also be time to schedule a relaxing session at the Shibui Spa. Dinner is together tonight at a restaurant in Sisters.
DAY 3 - Twin Bridges Scenic Bikeway
Distance: 23, 32 or 38 miles | Terrain: Easier or Intermediate | McMenamins Old St Francis School, Bend
Today’s postcard views are inspired by the Twin Bridges Scenic Bikeway. You begin and end your cycling in Bend. At the beginning of the ride, stop at the Bend Whitewater Park and watch surfers ride the wave in the Deschutes River. Further along the route, pass through high deserts, pastures of hay, hobby farms, and wildlife areas. All the while, you’ll have spectacular views of the snow-capped Cascade Mountains. Enjoy a true Pacific Northwest-style lunch from one of the many food carts in the charming town of Tumalo. Dinner is on your own tonight. If you wish, spend the evening hours around our lodgings at one of the famous McMenamin properties — Old St. Francis is a rehabilitated parochial school turned into a funky lodge, brewpub, soaking pool, and more!
Today’s postcard views are inspired by the Twin Bridges Scenic Bikeway. You begin and end your cycling in Bend. At the beginning of the ride, stop at the Bend Whitewater Park and watch surfers ride the wave in the Deschutes River. Further along the route, pass through high deserts, pastures of hay, hobby farms, and wildlife areas. All the while, you’ll have spectacular views of the snow-capped Cascade Mountains. Enjoy a true Pacific Northwest-style lunch from one of the many food carts in the charming town of Tumalo. Dinner is on your own tonight. If you wish, spend the evening hours around our lodgings at one of the famous McMenamin properties — Old St. Francis is a rehabilitated parochial school turned into a funky lodge, brewpub, soaking pool, and more!
DAY 4 - Cascade Lakes Scenic Byway
Distance: 18 or 37 miles | Terrain: Easier or Intermediate | Crater Lake Lodge
Today your postcard views are chockfull of lakes and mountains along the Cascade Lakes Scenic Byway. The highway, which was originally paved with red volcanic cinders in the 1950s, was once called Century Drive because it was a 100-mile round trip between Bend and Elk Lake. If you wish, you can pedal up to the volcanic Mt. Bachelor (no worries, it’s been more than 8,000 years since the volcano last erupted). Alternatively, ride in the van to the top of Mt. Bachelor and enjoy the lovely descent. Along the route, stop for views of Sparks, Devils, Elk, and Lava Lakes. We’ll enjoy a group lunch at Lava Lakes before hopping in the shuttle to Crater Lake National Park. You spend the next two nights at the historic Crater Lake Lodge, which overlooks the lake’s pristine blue waters nearly 1,000 ft below. Dinner tonight is at the Crater Lake Lodge Dining Room.
Today your postcard views are chockfull of lakes and mountains along the Cascade Lakes Scenic Byway. The highway, which was originally paved with red volcanic cinders in the 1950s, was once called Century Drive because it was a 100-mile round trip between Bend and Elk Lake. If you wish, you can pedal up to the volcanic Mt. Bachelor (no worries, it’s been more than 8,000 years since the volcano last erupted). Alternatively, ride in the van to the top of Mt. Bachelor and enjoy the lovely descent. Along the route, stop for views of Sparks, Devils, Elk, and Lava Lakes. We’ll enjoy a group lunch at Lava Lakes before hopping in the shuttle to Crater Lake National Park. You spend the next two nights at the historic Crater Lake Lodge, which overlooks the lake’s pristine blue waters nearly 1,000 ft below. Dinner tonight is at the Crater Lake Lodge Dining Room.
DAY 5 - Drool-worthy Crater Lake
Distance: 16, 24, or 35 miles | Terrain: Intermediate to Advanced | Crater Lake Lodge
The backdrop for today’s postcard is the drool-worthy Crater Lake — one of the deepest clearest, and bluest lakes in the world. Stop at the many pullouts to admire its pristine waters and the enchanting Wizard Island, a 763-foot cinder cone in the middle of the lake. You might even need to pinch yourself and ask: Am I in a dream? From every angle, Crater Lake is surrounded by volcanic peaks, verdant forests, and fertile valleys. It’s ABSOLUTE BLISS! As the ride around the lake’s rim is challenging, there are plenty of shuttle options to customize the ride to your desired perfection. Dinner tonight is at the Crater Lake Lodge Dining Room.
The backdrop for today’s postcard is the drool-worthy Crater Lake — one of the deepest clearest, and bluest lakes in the world. Stop at the many pullouts to admire its pristine waters and the enchanting Wizard Island, a 763-foot cinder cone in the middle of the lake. You might even need to pinch yourself and ask: Am I in a dream? From every angle, Crater Lake is surrounded by volcanic peaks, verdant forests, and fertile valleys. It’s ABSOLUTE BLISS! As the ride around the lake’s rim is challenging, there are plenty of shuttle options to customize the ride to your desired perfection. Dinner tonight is at the Crater Lake Lodge Dining Room.
DAY 6 - Departure Day
Optional Hike
Wake up this morning and savor the breathtaking views with a cup of coffee on the back deck of the lodge. Or perhaps rise a bit earlier and hike the nearby Garfield Peak or Discovery Point Trails. Either way, you relish in the postcard memories you’ve made in Central Oregon. Mid-morning we provide a shuttle back to our starting point in Bend, where we say our goodbyes.
Wake up this morning and savor the breathtaking views with a cup of coffee on the back deck of the lodge. Or perhaps rise a bit earlier and hike the nearby Garfield Peak or Discovery Point Trails. Either way, you relish in the postcard memories you’ve made in Central Oregon. Mid-morning we provide a shuttle back to our starting point in Bend, where we say our goodbyes.
Map
Dates & Pricing
Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.
What’s Included
All daily shuttles to the trails, 5 nights’ lodging, 5 breakfasts, 4 dinners (you are on your own for one dinner in Bend), 2 boxed lunches and 1 restaurant lunch, leaders, van support, route directions, a bicycle and a helmet. Airfare is not included.
Dates & Pricing
Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.
What’s Included
All daily shuttles to the trails, 5 nights’ lodging, 5 breakfasts, 4 dinners (you are on your own for one dinner in Bend), 2 boxed lunches and 1 restaurant lunch, leaders, van support, route directions, a bicycle and a helmet. Airfare is not included.
Inns
Where you stay along the way.
Best Western Ponderosa Lodge
The Ponderosa Lodge in Central Oregon has a great location to access local attractions, and the great outdoors is at your doorstep. Enjoy the spacious rooms and outdoor spa.
Old St. Francis School Hotel
The Old St. Francis School, conveniently located in downtown Bend, was transformed from a 1936 Catholic schoolhouse to a hotel complete with classrooms-turned-lodging rooms, a pub, brewery, a movie theater, private meeting/event space, live music bookings, and a fantastic soaking pool that beckons day travelers, shoppers, hikers, skiers and outdoor adventurers alike.
Crater Lake Lodge
Relax and enjoy the spectacular view of the lake from this rustic lodge in the national park.
Inns
Where you stay along the way.
Best Western Ponderosa Lodge
The Ponderosa Lodge in Central Oregon has a great location to access local attractions, and the great outdoors is at your doorstep. Enjoy the spacious rooms and outdoor spa.
Old St. Francis School Hotel
The Old St. Francis School, conveniently located in downtown Bend, was transformed from a 1936 Catholic schoolhouse to a hotel complete with classrooms-turned-lodging rooms, a pub, brewery, a movie theater, private meeting/event space, live music bookings, and a fantastic soaking pool that beckons day travelers, shoppers, hikers, skiers and outdoor adventurers alike.
Crater Lake Lodge
Relax and enjoy the spectacular view of the lake from this rustic lodge in the national park.
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