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Cross Country USA: Portland to Portland Bike Tour

The Bucket List Trip from Portland, Oregon to Portland, Maine

Tour Duration

48D / 47N

Trip Style

Cross Country

Activity Level


Hotel Level



Trek Domane SL 7

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Starting from

$26,999.00 per person

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The goal: ambitious. The training: intense. The opportunity: unrivaled. This is your ultimate bucket-list bike tour.

We are excited to offer our epic Cross Country USA trip from Portland to Portland again this year! If you're ready for the cross country bike trip of a lifetime, prepare to join Trek Travel on a bicycle tour that stretches from the Pacific to the Atlantic, across the northern tier of this beautiful country. As we bike across America, you'll ride 3,800 miles across 15 states over the course of 43 riding days—all from the saddle of a top-of-the-line Trek Domane bicycle, the use of which is included in your trip price. The average distance is 88 miles per day with the longest ride being 126 miles. You'll have 15 days at 100 miles or more, including multiple back to back centuries, and four rest days. Although the challenge and dedication to training is substantial, your Trek Travel guides will be with you every pedal stroke of the way, offering encouragement, mechanical and logistical support, camaraderie, and our renowned Trek Travel guest service. Our signature attention to detail and exhaustive planning and provisioning will leave you free to focus on riding. You'll accomplish more physically in 48 days than most people do in a lifetime!

Trip Wows
  • Ride through the Columbia River Gorge past panoramic viewpoints and breathtaking sights like Multnomah Falls

  • Follow in the footsteps of Lewis and Clark, two of the world’s greatest explorers, as you travel the country like pioneers

  • Pedal past the eroded buttes, pinnacles, and spires of South Dakota’s Badlands National Park

  • Catch a glimpse of Amish country in action as you make your way through the country roads and small towns of the Midwest

  • Revel in the spectacular scenery as you climb through New York’s Adirondack Mountains, Vermont’s Green Mountains, and New Hampshire’s White Mountains

Group of people standing on the beach celebrating

Final day in Portland, Maine

Check this iconic trip off your Bucket List

Join us for the true adventure of a lifetime as you ride past some of the countries most iconic landmarks and historical sights. See the United States like never before as you pedal from the Pacific to the Atlantic.

What Guests are Saying
Four cyclists dipping their bikes in the Atlantic Ocean signifying their accomplishment of having ridden across the US

Trip was phenomenal, it was truly a ride of a lifetime and Trek Travel's attention to detail and the incredible staff are top notch. Would recommend this trip to all who have a desire to be taken care of in all areas, guides, equipment, safety, and organization. Truly a great opportunity to fulfill your dream of a lifetime, to ride cross country. THANK YOU TREK TRAVEL.

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Mike, Trek Travel Guest

Group of people standing together smiling upwards at the camera with a chalk outline of the US on the ground beneath them

Trek Travel did an outstanding job each and every day for 7-weeks to make my lifelong dream of cycling across America come true. I could not have accomplished this big, audacious goal without Trek.

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Dave, Trek Travel Guest

Three cyclists smiling and leaning on bike rack in front of Trek Travel van

Thank you a million times for helping me make a lifetime dream come true! You all were awesome in every way.

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Sybil, Trek Travel Guest

Open road view of Badlands National Park

Great Ride

Badlands National Park

The awe-inspiring view changes with every turn as you pedal through the colorful spires and buttes of Badlands National Park.

Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability

Rider Information

The Cannery Pier hotel view from the ocean
King bed room at Cannery Pier Hotel
Cannery Pier hotel workout room
Historic photos of cannery in hallway of Cannery Pier Hotel
Cannery Pier hotel guest room bathroom
Astoria, Oregon
Cannery Pier Hotel

Built on the site of the former Union Fish Cannery, the Cannery Pier Hotel is located 600 feet into the Columbia River. From this unique and enviable position, it offers guests unparalleled views of a real working river, as well as views out to Cape Disappointment Lighthouse and the impressive Astoria–Megler Bridge. Each room has a private balcony and a fireplace, hardwood floors, and luxurious amenities. Take advantage of the authentic Finnish sauna before embarking upon the first ride of your long cross country journey. Please note that only the first, last, and rest day hotels are shown here. 


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King room at Doubletree Hotel
Exterior view of Doubletree in Missoula on the bank of the Clark Fork River with a mountain in the background
Fireplace with white mantle and couch in lobby of Doubletree hotel
Outdoor swimming pool at Doubletree Missoula on a sunny day
Arial image of the DoubleTree hotel in Missoula Montana that sits along a body of water
Missoula , Montana
DoubleTree Hotel Missoula – Edgewater

The Doubletree Edgewater is located in the heart of the college town of Missoula, on the banks of the Clark Fork River. The campus of the University of Montana is only three blocks away and the restaurants and main attractions of downtown are within walking distance. You may decide to take advantage of the world-class fly fishing right out the door, or maybe just kick back and take in the stunning views of Mount Sentinel and watch the river flow past.


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Exterior photo of Hotel Alex Johnson
Historic lobby of Hotel Alex Johnson with chandelier and Native American art
King room at Hotel Alex Johnson
Vertex rooftop patio and bar at dusk with fire pits blazing
Hotel Alex Johnson guest room
Rapid City, South Dakota
Hotel Alex Johnson

Enjoy the authentic Native American decor at this historic hotel in the heart of downtown Rapid City. The guest rooms have been recently renovated, although we understand some may still be haunted. Spend your rest day visiting Mt. Rushmore, Crazy Horse Memorial, or the wild west town of Deadwood. Please note: On our second trip, on September 20th and 21st, you will stay at the Holiday Inn Rushmore Plaza instead of Hotel Alex Johnson.


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Hotel Indigo front entrance in Madison, WI
Hotel Indigo lobby in Madison, WI
Hotel Indigo hotel room in Madison, WI
Hotel indigo wall of paint cans
Two double beds in a bright hotel room
Hotel lobby with retro styling and record player
Madison, Wisconsin
Hotel Indigo Madison Downtown

Hotel Indigo Madison Downtown is a contemporary hotel situated just a short stroll from the downtown Capital Square. It is housed in the landmark Mautz Paint Company building where modern meets historic with creatively crafted murals throughout the space that showcase the authentic style of the original architecture. The well-appointed guest rooms feature nostalgic touches with modern amenities. Enjoy the convenience of an onsite restaurant as well as being a short walk away from countless local gems!


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Hotel room with double bed and armchair.
Indoor pool at Hilton Garden Inn Corning
Outdoor patio with a lit fire table at Hilton Garden Inn Corning
External view of Hilton Garden Inn Corning
Breakfast room at Hilton Garden Inn Corning
Corning, New York
Hilton Garden Inn Corning Downtown

The Hilton Garden Inn offers the perfect blend of comfort and convenience. Enjoy the heated indoor pool and use the fitness center for a recovery session. It is located next door to the famous Corning Museum of Glass and across the river from the city’s downtown Gaffer District where you’ll find the historic Market Street filled with restaurants and boutiques.


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Hotel room at the Press Hotel
Bathroom with granite countertops and soaking tub
Old fashioned typewriters arranged in spiral pattern on wall as artwork
Beautifully arranged seafood entree with peas, greens and a flower on a dark red plate
View from the rooftop of the hotel overlooking historic building with bell tower in Portland
Portland, Maine
Press Hotel

The Press Hotel is a boutique luxury hotel in Portland’s famed Old Port District and is part of the Autograph Collection by Marriott, which features unique properties selected for their rich character and imaginative details. Constructed in 1923, the brick and stone building was the former home of the state’s largest newspaper, the Portland Press Herald. Many of the architectural details and artifacts have been preserved during its transformation into this stunning boutique hotel. Enjoy the array of artwork throughout the hotel and your beautifully appointed guest room with its oversized windows, marble-tiled bathrooms, luxury linens, vintage desks, and modern conveniences.


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Bikes & Gear
Ride the Best Bikes in the Industry
New in 2023 Domane SL 7 Road
Trek Domane SL 7

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane SL 7 Gen 4 is the best on the road. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes, road-smoothing IsoSpeed technology, and electronic shifting. This new bike is lighter than ever before, and carbon wheels are standard on every Domane SL 7 bike.

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Two cyclist and one rider

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Certified Guides

Additional Gear
  • Trek Travel Santini cycling jersey to keep
  • Custom Cross Country Trek Travel Santini kit
  • Trek Travel water bottles to keep
  • Cinch sack day bag to keep
  • *Bontrager saddle
  • *Bontrager helmet
  • Bontrager front and rear Flare R lights
  • Garmin Edge 1030 GPS computer with pre-loaded routes
  • Garmin Varia radar tail light
  • *Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals
  • A flat pack containing a tube, levers, and a CO2 cartridge with inflator
  • *For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.
A collage of cycling gear guests will use on a Trek Travel Classic Bike Tour.

Trip Inclusions

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

  • Routes: When planning this tour, we avoid interstates and busy roads as much as possible, however, due to the nature of this trip there are a few days where you will have stretches on the interstate and on busier than ideal roads.
  • Cell Service: There are a few days where cell service is lacking on the route and at the hotel. Your guides will be equipped with walkie talkies and a satellite communication device to enable them to communicate and provide effective support even when cell service is lacking.
  • Accommodations: You will stay in a blend of high-end hotels, resorts, rustic lodges, national chains, and roadside motels. The first and last nights of the trip and most rest days are spent in high-end, full-service hotels. Along the way, many hotels are national chains such as Best Western and Holiday Inn due to their consistent quality and service. We also pass through some areas where accommodations are limited and we stay in some basic roadside motels. Every effort has been made to secure the best lodging available, but in some rural parts of the country, our options are limited and may not meet the quality criteria of every guest.
  • Alternate Hotels and Room Sharing: If the trip is near capacity, there are approximately five nights where the group will be split between two hotels. Guests will be placed in the alternate hotel based on booking order, starting with the last to book. In addition, some guests may have to share a room or bathroom once or twice during the trip, even if you book a single supplement.
  • Dining: Most evenings, you will dine at the best restaurant available near the hotel—from simple, hearty dinners to decadent nouvelle cuisine. In an effort to provide an efficient meal and maximize recovery time, we sometimes opt for a buffet or have pizza, pasta or other fare delivered to a hotel conference room. We also strive to provide an early, hearty breakfast, but options and quality varies from town to town. As such, your guides will supplement breakfast at certain hotels.
  • Energy Products: Trek Travel will have a range of energy products and electrolyte tablets on hand for whenever you need a boost. If you require a specific brand of energy product, we recommend bringing an adequate supply for your personal needs as there will be little opportunity to restock on this trip. For lunches, most days your guides set up “feed zones” at designated spots along the route. These are quick lunch stops providing sandwich fixings, light salads, fresh fruits, sweet and savory snacks, energy products, and beverages—designed to enable riders to maintain momentum. On occasion, you’ll dine at a perfectly situated cafe along the route.
  • Training: Trek Travel provides our guests with a basic training plan, developed by Vision Quest Training, to help you prepare for this trip. Vision Quest also offers customized training plans specifically tailored to you – taking into account your equipment, terrain, goals, and fitness level. They offer a free consultation to help you determine whether the basic training plan or a customized version is right for you.

Before and After Your Trip


The weather across the country will be extremely varied. You can expect all conditions including rain, snow, fog, wind, sun, heat, and cold, in both humid and arid climates. Extreme weather conditions may exist in certain parts of the country. Your guides will monitor the safety of riding in such conditions and will delay or cancel rides if they deem the conditions to be too dangerous. Bring adequate layers and riding gear for riding in any and all conditions throughout our Cross Country bike tour. View our Packing List

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.


Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage We strongly encourage Travel Protection for complete coverage.

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us.
Learn more about our Travel Protection

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Discover trip, we recommend $2400-$2880 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow. But you can show your thanks for an exceptional experience.

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

Guaranteed Trips

Our trips are guaranteed to run once we have one confirmed booking on the trip. Click here to view our full guarantee policy.

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

Limited Availability

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more.

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.


If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.


Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.


These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.


On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.

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