There’s no better place for this special biking event than Madison, Wisconsin – the cycling gem of the upper Midwest. This is so much bigger than a bike ride. You’ll have the opportunity to enjoy Madison and southern Wisconsin’s heartland roads before and after the Trek 100 ride event. At the event you’ll enjoy a variety of routes to suit every rider level, world famous rest stops, and a post-ride party you won’t want to miss. Your trip price includes your Trek 100 registration fee. Madison is not only ideal for cycling, it is also a hub for foodies with a wide selection of restaurants committed to local, farm-to-table menus. This is a special edition self-guided trip with everything, from lifestyle accommodations to great food and beer to, of course, outstanding cycling in the hills surrounding this cosmopolitan Midwest mecca.
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Join a few thousand friends at the annual Trek 100 ride at the global headquarters of Trek Bicycle
Soak up world-class hospitality along the route at Trek 100 with some of the best themed support stops, and community support along the way
Enjoy fantastic routes through pastoral landscapes and quaint villages and along the shores of Lake Mendota and Lake Monona
Experience Madison's unforgettable farm-to-table scene featuring traditional cheese curds, brats, craft brews, and artisanal cheeses
Visit Olbrich Botanical Gardens, winner of the national Garden of Excellence Award, featuring 16 acres of outdoor specialty gardens
Bigger than a bike ride
The Trek 100
What began as a humble charity bike ride to raise funds for childhood cancer and related blood disorder research has grown into something much bigger. Since 1990, this event has raised over $22 million for the MACC Fund—and this is your chance to join in at Trek's global headquarters to ride, celebrate, and support a cause that truly matters.
Experience Trek 100 world famous rest stops. We don’t mean to toot our own horn — but between the chocolate fountains, wood-fired pizza, bread pudding, and barbecue, the rest stops may be the best part of the ride.
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A very well-conceived trip with fun routes, excellent food, and interesting side tours. We felt Trek was fully behind us whilst enjoying the freedom of self-guidance. And the Trek bikes inspired confidence!
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Our self-guided bike tour was a once-in-a-lifetime experience that we intend to make a once-a-year experience!
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Great Ride
Ride through Wisconsin's heartland on quiet country roads in support of a great cause.
Book early for the best price
Guaranteed
Join Waitlist
Private
Limited Availability
Where to Arrive
Airport:
Dane County Regional Airport (MSN)
Pick-up location:
Hotel Indigo, Madison
Pick-up time:
11:00 AM
Where to Depart
Airport:
Dane County Regional Airport (MSN)
Drop-off location:
Hotel Indigo, Madison
Drop-off time:
11:00 AM
Additional Arrival Information
We recommend flying into Dane County Regional Airport (MSN) in Madison. Hotel Indigo offers a free shuttle to/from the airport from 7 am to 10 pm. Just call the front desk +1-608-256-0061 a week in advance and give them your flight details, and the driver will be there to pick you up! The drive takes 15-20 minutes. If arriving outside of those hours, you can use Uber, Lyft or a taxi.
Alternatively, you can fly into Milwaukee Mitchell International Airport (MKE). Milwaukee International Airport is an easy drive (85 miles) to Madison. You may rent a car or book a shuttle with GO Riteway (1-800-236-5450) to get to Madison. Please call for shuttle pricing and booking options.
If you are driving, you can park at the hotel for $18/night or find nearby street parking for free.
Your Trek Travel host will meet you at Hotel Indigo (901 E Washington Ave, Madison, WI 53703) at 11:00 AM on the first day of the trip. Here you will be fitted to your Trek bike ensuring you will be comfortable for the week. After a safety talk and reviewing the details of the routes, you will be free to head out on your first ride.
If you will be late for the pick-up or are going to miss it altogether, please inform your Trek Travel host by calling 608-453-3685. If you cannot reach them, please call the Trek Travel Office (866-464-8735), and leave a message with your expected arrival time and contact details.
Additional Departure Information
Your Trek Travel host will meet you at 11:00 AM at the Hotel Indigo to collect your bike and equipment. Check out is at 11:00 AM. From here you may choose to extend your stay in the area or secure your transportation back to the Madison or Milwaukee airport.
Spin on the Capital City Trail and through the Arboretum
Overview
Welcome to the cultural capital of Wisconsin! Madison is in a class by itself as it is home to the University of Wisconsin and the State Capital, as well as being considered a cycling capital of the United States. Your host will meet you at the modern yet historic Hotel Indigo at 11:00 AM for a bike fit and trip overview. You'll then head off for a warm-up spin on the local favorite Capital City State Trail. Take your time and enjoy the ride! You will work your way toward Fitchburg and return by meandering through the Arboretum, known to locals as "The Arb." You'll see why this tree-lined roller coaster is one of the most popular cycling routes in and out of town. Enjoy a post-ride lunch prior to checking into your hotel. Celebrate your first evening in Madison by selecting from our long list of excellent farm-to-table, locally sourced restaurant menus in town.
Hotel
Hotel Indigo
Highlight of the Day
Capital City Trail
Experience firsthand what makes Madison a platinum-rated cycling destination as you ride the bike trails in and around town.
Ride Options
Ride Option1
TODAY'S RIDE:
Madison to Fitchburg Loop - Approximately 20 mi | 31 km and 721 ft | 220 m
Experience the iconic ride to Paoli and beyond
Overview
Rise this morning to a delicious Hotel Indigo breakfast. This new hotel features creative murals throughout the space that showcase the authentic style of the original historic architecture. The well-appointed guest rooms and suites include nostalgic touches with modern amenities to help you feel refreshed and inspired. Once you've fueled up, hop on your bike and head south through quintessential Midwest scenery on another popular route amongst local cyclists. Today is your day to prepare your legs for the epic Trek 100 ride event tomorrow! Our route follows undulating roads with mild uphill climbs — just enough to get your heart pumping on your way to Belleville. Avid riders can extend the loop farther south to see the Swiss village of New Glarus, with its chalets and European charm and the world-famous New Glarus Brewery, home to the one-and-only Spotted Cow farmhouse ale. Regardless of the route you choose, on your way back towards Madison, you'll pass through the artist’s enclave of Paoli, a popular meeting point for cyclists. Here you can grab a coffee and a snack from one of the eclectic cafes and visit the art galleries and antiques shops before you pedal the final 15 miles back to Madison. Enjoy a stroll around Capitol Square this evening on your way to dinner. Be sure to eat hearty so that your legs are ready for tomorrow’s epic ride.
Hotel
Hotel Indigo
Meals included
Breakfast
Highlight of the Day
Belleville Loop
Enjoy a serene day of pedaling on Wisconsin's quiet country roads.
Ride Options
Ride Option1
TODAY'S RIDE:
Madison to Belleville Loop - Approximately 52 mi | 84 km and 1,874 ft | 571 m
Ride Option2
SHORT OPTION:
Madison to Paoli Loop - Approximately 33 mi | 53 km and 1,000 ft | 305 m
Ride Option3
AVID OPTION:
Madison to New Glaris Loop - Approximately 66 mi | 106 km and 2,377 ft | 725 m
Ride the Trek 100 and enjoy a post ride party at Trek headquarters
Overview
The day has arrived! The Trek 100 began as a humble charity ride to raise funds for childhood cancer research. But over the years, it’s grown into something so much bigger. Today you head to Trek’s global headquarters in Waterloo, to support a great cause and enjoy a beautiful ride with a few thousand like-minded friends. The ride includes several route options, all on beautiful country roads, and staggered start times to make sure no one misses the after-party. Enjoy breakfast on the road today as you take an early 30-minute shuttle to Waterloo. You'll have four route options to choose from today, including those listed below as well as a 19-mile option. After enjoying an awesome ride through Wisconsin’s heartland, you’ll return to an after-party like none other. Enjoy lunch and relax with a beer, and then catch your shuttle back to Hotel Indigo to relax and unwind. Tonight is your last evening in Madison — we recommend a stroll up to The Old Fashioned for a quintessential Wisconsin meal. Be sure to try the cheese curds and double-brat burger to cap off your last night with a delicious twist on a local classic.
Hotel
Hotel Indigo
Meals included
Breakfast | Lunch
Highlight of the Day
The Trek 100
Enjoy themed rest stops, including Trek Travel’s award-winning stop, complete with live music, amazing snacks, and a few surprises along the way.
Ride Options
Ride Option1
TODAY'S RIDE:
Trek 100 - Medium Route - Approximately 62.2 mi | 108 km and 2,256 ft | 687 m
Ride Option2
SHORT RIDE:
Trek 100 - Short Route - Approximately 37 mi | 60 km and 1,349 ft | 411 m
Ride Option3
AVID RIDE:
Trek 100 Century Ride - Approximately 100 mi | 161 km and 3,734 ft | 1,138 m
Take a farewell spin along Lake Monona
Overview
There's no better way to shake out your legs and spend your last morning in Madison than with a recovery spin along the bike paths that encircle Lake Monona. Following your ride, enjoy a satisfying Hotel Indigo breakfast before your pack your bags and head to the airport for your next adventure or for your journey home.
Meals included
Breakfast
Ride Options
Ride Option1
TODAY'S RIDE:
Madison to Monona Loop - Approximately 15 mi | 24 km and 459 ft | 139 m
There are a variety of non-riding options on this trip for riders who want to take the afternoon off or travel companions who want to spend little or no time in the saddle. Non-riders are welcome on a Self-Guided trip if they are staying in the same room with a riding guest. Non-riders will be offered a $500 discount from the trip price. Please contact a trip consultant for details and to book a non-riding companion. Some of these options may need to be scheduled before your trip—please contact one of our Trip Consultants for more information. Except as specified in the itinerary, expenses and transportation to these activities are not included in the trip price. Some non-riding options on this trip are:
On a self-guided tour you need to feel comfortable changing a flat, as this is a common event when cycling. All self-guided trips include Ride With GPS, an app which is like having a personal guide in your pocket! You'll get turn-by-turn directions and navigation along with local recommendations. In the rare case of a bicycle breakdown or mechanical issue beyond a simple repair, your Ride With GPS app will have your full itinerary with detailed contact information with emergency phone numbers to call for assistance. Learn more about our Self-Guided Bike Tours.
Hotel Indigo Madison sits just steps from downtown’s Capital Square, housed in the historic Mautz Paint Company building. Creative murals throughout the space highlight the building’s original character, blending modern design with historic charm. Well-appointed rooms feature nostalgic details alongside contemporary amenities. Dine on-site or explore the nearby restaurants, shops, and local attractions within easy walking distance.
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. Its carbon frame with road-smoothing IsoSpeed, responsive disc brakes, and Shimano Di2 electronic shifting deliver incredible comfort without sacrificing performance. Standard carbon wheels make this bike lighter and faster than ever.
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Fun from the first pedal stroke, the Trek Verve+ 3 helps you go farther with ease. Its low-step frame and upright riding position keep you comfortable, while the Bosch motor provides a natural boost up to 15 or 20 mph (region specific). Shimano hydraulic disc brakes deliver smooth, controlled stopping, so every hill and every mile feels relaxed and enjoyable.
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Your Day. You Decide.
Our self-guided vacations are designed to fit all types of travel styles. Whether you like to spend your time relaxing or on a non-stop adventure, you get to decide what your day looks like. Choose your mileage, itinerary, and experience level and leave the rest to us!
Your Trip Need to Knows:
Madison, WI
With plenty of outdoor activities and one of the strongest local food scenes in the country, this beautiful city is the perfect Midwestern retreat. Discover for yourself the largest producer-only farmers market in the U.S. or head to the Memorial Union for a local brew on the lakeside terrace. You will be enchanted by the cultural offerings and thriving nightlife that this university town brings to the forefront. We recommend the following accommodations for your pre- and post-trip hotel:
Where to Stay
Hotel Indigo Madison Downtown
Hotel Indigo Madison Downtown is walking distance from Madison’s downtown Capitol Square. Modern meets historic in the hotel’s interior with creatively crafted murals throughout the space that showcase the authentic style of the original architecture. The boutique hotel offers modern amenities in its fresh and funky guest rooms. Please note: You will be staying here during your trip. www.ihg.com
Mansion Hill Inn
Renowned for its signature blend of intuitive hospitality and warmly sophisticated design, the Trek-owned Mansion Hill Inn has a prime location off the Capitol square and steps from Lake Mendota. For 160 years, the Mansion Hill Inn has been host to travelers from around the world and is today a chance to experience a glimmer of that past. The 10-room luxury boutique hotel also features decades of photography showcasing the Trek Bicycle heritage. Every room is at once luxurious and supremely comfortable, seamlessly blending timeless design with modern amenities. www.mansionhillinn.com
The Edgewater
Nestled on the shores of Lake Mendota and walking distance to Capitol Square, The Edgewater is an urban resort steps away from Madison's vibrant downtown scene. Enjoy the hotel's many spa services and three on-site dining options. Grab a local brew from the hotel's waterfront pub or enjoy fine dining and regionally sourced cuisine at the Statehouse restaurant. www.theedgewater.com
Madison, along with the rest of southern Wisconsin, is characterized by variable weather patterns and a large seasonal temperature variance. Average temperatures in June range from 55-80ºF (13-27ºC). High temperatures can be accompanied by high humidity levels. Please check the forecast in the days prior to your departure, always be prepared to dress in layers, and bring your rain gear, as rain is always a possibility in this region.
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, 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 letter 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 before you go. Once you arrive at your destination, your Trek Travel host will brief you on the day-to-day plan for the trip and give you an overview on the daily route information and detailed maps within the Ride with GPS app. The turn-by-turn directions allow you to ride with complete confidence and independence.
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
Your Self-Guided trip price is per person based on two guests sharing a room. If you are a solo traveler or if you want to stay in your own private room while traveling with other people, you will have a Single Supplement Fee added to your trip price at the time of booking.
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 Self-Guided FAQs
Want to learn more about our trips? Watch our recorded Guide-Led Virtual Events—just visit our Trek Travel Youtube Channel and search for your trip.
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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.
This trip is currently sold out, but you may be added to the waitlist in the case of 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.
If a date is marked as Private, it is reserved for a private group.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
Trek Travel offers three hotel levels to match your style. Luxury hotels provide elegant, thoughtful touches with exceptional hospitality. Explorer hotels blend modern amenities with local charm in unique settings. Comfort hotels are casual and conveniently located near Trek Travel activities.
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).
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).
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).
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).
Explore beautiful destinations with a curated blend of guided activities, local cuisine, handpicked accommodations, and itineraries to suit every traveler, from laid-back adventures to luxurious escapes.
Venture off the beaten path to unforgettable places, with fully-supported routes that combine gravel and paved roads in classic Trek Travel style.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
See the pros in action at the biggest cycling events of the year.
Step into adventure with carefully designed routes, unparalleled hospitality, and deep-routed local connections.
Train like the pros in some of their favorite riding destinations.
Enjoy a bike tour on your schedule with just your chosen travel companions.
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
