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Large group of cyclists at the start line at the Trek 100
Wisconsin farmland on Madison Self Guided Bike Tour
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Three cyclists in Wisconsin
Experience Madison Self Guided Bike Tour
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Wisconsin dairy cows on a Madison Self Guided Bike Tour
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Madison, Wisconsin state Capitol building
Trek-100-Group-Recap-20-1600X670 Large group of cyclists at the start line at the Trek 100 Wisconsin farmland on Madison Self Guided Bike Tour Trek-100-Recap-3X-1600X670 Three cyclists in Wisconsin Experience Madison Self Guided Bike Tour Trek-100-Recap-50X-1600X670 Wisconsin dairy cows on a Madison Self Guided Bike Tour Trek Headquarters_1600x670 Madison, Wisconsin state Capitol building

Trek 100 Experience & Madison Self-Guided Bike Tour

Bigger than a Bike Ride

This is your open invitation to join Trek Travel at Trek Bicycle’s global headquarters for a beautiful ride with a few thousand friends. And there’s no better place for this ride than Madison, Wisconsin – the cycling gem of the upper Midwest. You’ll have the opportunity to enjoy Madison and southern Wisconsin’s heartland roads before and after the Trek 100 ride event. On the day of the Trek 100 we’ve got you covered with private shuttles to and from the ride, not to mention special event arrangements including VIP bike parking, post-ride showers at Trek Bicycle headquarters, and a celebrity rider meet and greet. 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 premium accommodations to great food and wine to, of course, outstanding cycling in the hills surrounding this cosmopolitan Midwest mecca. Book your trip with confidence »
Learn if a self-guided trip is right for you »
Learn more about the Trek 100 »
Trek 100 Experience & Madison Self-Guided Bike Tour
From:
$2499 Per Person
Duration:
4 Days & 3 Nights
Rider Level: ?
3 / 4 - Active / Avid Non-riders Welcome
Trip Style: ?
Self-Guided
Hotel Level: ?
Explorer
Reviews:
Bikes Available:
From $2499 per person View All Details
Trip Wows
Join a few thousand friends at the annual Trek 100 ride at the global headquarters of Trek Bicycle
Soak up the VIP treatment at the Trek 100 including special bike parking, post-ride showers at Trek Bicycle headquarters, and a celebrity rider meet and greet
In the days leading up to – and after – the Trek 100, enjoy fantastic routes through pastoral landscapes and views 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
People getting food at the rest stops at Trek 100
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.
-Ambre, Trek Travel Outside Sales

Dates & Prices

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.
Guaranteed 
to run
?
Sold Out/
Waitlist
?
Private/
Reserved
?
Limited 
Availability
?

Single Occupancy from: +$499
?
Jun 6 – Jun 9 
Guaranteed
$2499 / Person, Double Occupancy Book this date
Don't see your ideal travel date? 
Call us at (866) 464-8735 for custom date availability
Looking for a one of a kind, once in a lifetime experience?
Look no further. Choose your trip date, get your group together and we will do the rest. Private trip pricing is as follows:

  • 10+ Guests Price as advertised*
  • 8-9 Guests +$750 per person to trip price*
  • 6-7 Guests +$1,500 per person to trip price*
  • 4-5 Guests +$2,000 per person to trip price*
  • 2-3 Guests +$3,000 per person to trip price*
  • 1 Guest        Call us for pricing*


Traveling with a small group? Consider semi-private trips.
For groups of up to six people, semi-private trips offer unique flexibility within a larger Trek Travel guided trip. Learn more »

*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Private pricing is not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Looking for a date that you don’t see?
Look no further. Simply tell us your preferred travel dates and we’ll work together to deliver the same great trip on your custom schedule.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom dates are not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Want to customize this trip?
We've got you covered. We’ll work with you to build your perfect vacation from scratch, including your choice of riding, accommodations and dining options. With the help of our trip designers and travel experts, the world is available like never before.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom trips are not available on Ride Camp, Race, Special Edition or Cross Country style trips.

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 Capitol, 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.

Today's Ride:

Madison to Fitchburg Loop
Approximately 20 mi | 31 km and 721 ft | 220 m

Hotel:

Hotel Indigo

Included Meals:

None

Rise this morning to a delicious Hotel Indigo breakfast. This brand-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 one of the most popular routes 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 the small Swiss town 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.

Today's Ride:

Madison to Belleville Loop
Approximately 52 mi | 84 km and 1,874 ft | 571 m

Short Option:

Madison to Paoli Loop
Approximately 33 mi | 53 km and 1,000 ft | 305 m

Avid Option:

Madison to New Glarus Loop
Approximately 66 mi | 106 km and 2,377 ft | 725 m

Hotel:

Hotel Indigo

Included Meals:

Breakfast

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 four totally new route options on beautiful Wisconsin backroads, with staggered start times to make sure no one misses the after-party. Enjoy breakfast on the road today as you take a 30-minute shuttle to Waterloo. At the Trek 100 ride, you’ll enjoy special upgrades including VIP bike parking, post-race showers at Trek Bicycle headquarters, and celebrity rider meet and greet. After enjoying an awesome ride through Wisconsin’s heartland, you’ll return to an after-party like none other. Spend as long as you like relaxing 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 capitol square where you can visit local favorite The Old Fashioned. 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.

Today's Ride:

Trek 100 - Medium Route
Approximately 62.2 mi | 108 km and 2,256 ft | 687 m

Short Option:

Trek 100 - Short Route
Approximately 37 mi | 60 km and 1,349 ft | 411 m

Avid Option:

Trek 100 Century Ride
Approximately 100 mi | 161 km and 3,734 ft | 1,138 m

Hotel:

Hotel Indigo

Included Meals:

Breakfast | Lunch

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.

Today's Ride:

Madison to Monona Loop
Approximately 15 mi | 24 km and 459 ft | 139 m

Included Meals:

Breakfast

Hotels

hotel image

Hotel Indigo Madison Downtown

Madison, Wisconsin

Explorer Accommodation | 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!

What's Included

For us, the details matter most

Every moment of a Trek Travel self-guided bike trip has more than you could have ever dreamed. More experiences. 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.

bike

Trek Domane SL 7

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane is the best way to enjoy the ride. Trek Bikes has launched the all-new Trek Domane and now you can ride it on our trips. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes and electronic shifting. This new bike is lighter than ever before, and carbon wheels come standard on every bike. The road-smoothing IsoSpeed technology lets you ride as long as you want with less fatigue. The bike you ride on a biking vacation matters. That is why we provide the newest and best bikes in the business. Learn More

WHAT'S INCLUDED

  • Registration for any length ride at the Trek 100 event on Saturday, June 8 and MACC Fund donation
  • Special arrangements at the Trek 100 ride including VIP bike parking, post-race showers at Trek Bicycle headquarters, and celebrity rider meet and greet
  • Transportation to and from Waterloo on Day 3 for the Trek 100
  • Three nights of accommodation at a handpicked hotel
  • Daily breakfast
  • Lunch at the Trek 100 on Day 3
  • Recommendations for other lunches and dinner each evening
  • Trek Domane disc road bike
  • Up to three daily route options on riding days
  • Trek Travel water bottles to keep
  • Each bike is equipped with a Garmin GPS computer, a flat pack containing one tube, two tire levers, CO2 cartridge with inflator, and a patch kit (the flat pack is only large enough for these items so if additional gear is needed, please plan to bring your own bar bag or small backpack for daily rides)
  • A mini frame pump, front and rear lights
  • Bontrager helmet (optional if you do not bring your own)
  • Bontrager saddle (we suggest you bring your own for the most comfortable fit)
  • Shimano clipless pedals or flat pedals (optional if you do not bring your own)
  • A bike lock, all necessary chargers and a floor pump
  • Bike fit on the first day to help you find your optimal riding position, with recreational or avid set-up along with saddle preference
  • Ride With GPS Experience on your phone to get all the information you need on your self-guided adventure

GEAR

  • Trek Domane disc road bike, please contact Trek Travel if you would like to book an E-bike for this departure
  • Garmin GPS computer with mount
  • Trek Travel water bottles to keep
  • Shimano clipless road pedals, Shimano clipless mountain pedals, or flat pedals (optional if you do not bring your own)
  • Bontrager helmet (optional if you do not bring your own)
  • Bontrager men's and women's specific saddles
  • Bontrager front and rear Flare R lights
  • Each bike is equipped with a flat pack containing one tube, two tire levers, CO2 cartridge with inflator, and a patch kit (the flat pack is only large enough for these items so if additional gear is needed, please plan to bring your own bar bag or small backpack for daily rides)
  • A mini frame pump
  • A bike lock, all necessary chargers, and a floor pump
  • Coupon valued up to $500 off a new Trek Bicycle. Your coupon will be delivered via email prior to your trip.
  • For the most comfortable ride, you may choose to bring your own pedals, saddle, and helmet on the trip. Your Trek Travel host will install your gear on the first day during your bike fit.

WHAT'S NOT INCLUDED

For self-guided trips you are welcome to thank your host with a gratuity based on your level of service.
  • Airfare and transportation to and from the trip meeting/departing locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • While we provide daily breakfast, the other meals are not included. On self-guided trips, Trek Travel provides restaurant recommendations and invites you to explore the local cuisine at your leisure.

More Information

Rider Level: 3 - Active?

AVERAGE DAILY MILEAGE:
57 kilometers / 36 miles
TOTAL MILES:
286 kilometers / 178 miles
AVERAGE DAILY ELEVATION:
961 meters / 3,154 feet
TOTAL ELEVATION:
4,806 meters / 15,770 feet
TERRAIN: UNDULATING
Wisconsin's many miles of trails and varied terrain make it an ideal place for bicycling. Wisconsin consistently ranks as one of America's best places to bike. Rides over the course of your trip will range from urban bike trails to journeys out across quiet southern Wisconsin farm roads. Madison is fairly flat in nature whereas some of the terrain outside of the city is rolling. Short mellow climbs and descents are characteristic of the riding landscape in this part of the state. See day by day itinerary for specific daily ride distance and elevation options.
NON-RIDING ACTIVITIES:
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. 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:
  • Explore the many shops, galleries, and restaurants in downtown Madison
  • Visit the Madison Museum of Contemporary Art
  • Tour the Cedar Grove Cheese factory to taste a wide range of delicious cheese and learn about the cheese-making process firsthand from the experts
  • Tour Frank Lloyd Wright's famous Taliesin Estate
  • Explore Olbrich Botanical Gardens's 16-acre outdoor botanical garden and 10,000-square-foot conservatory

See itinerary for specific daily ride distances and elevation options. On all of our vacations, Trek Travel seeks to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Our itineraries are an approximation of our trips. Trek Travel strives to offer 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 Trek Travel's local experts to improve the trip experience.

Averages and totals are calculated from our "Today’s Ride" options.

Travel Details

How to Get There

FLY INTO:
Dane County Regional Airport (MSN)
MEETING TIME:
11:00 AM
MEETING LOCATION:
Hotel Indigo, Madison

Say Farewell

FLY OUT OF:
Dane County Regional Airport (MSN)
DEPARTING TIME:
11:00 AM
DEPARTING LOCATION:
Hotel Indigo, Madison

Arriving

We recommend flying into Dane County Regional Airport (MSN) in Madison which is approximately six miles from your hotel. American, Delta, Frontier, Sun Country, and United Airlines serve MSN. From just outside the baggage claim, you can take a taxi to the meeting location. Taxi rides from the airport to your hotel will cost approximately $20.

Alternatively, you can fly into Milwaukee Mitchell International Airport (MKE). Milwaukee International Airport is an easy drive (85 miles) to Madison. Milwaukee Mitchell International Airport is a hub for most major rental car companies. You may also book a shuttle from MKE to Hotel Indigo with GO Riteway (1-800-236-5450). Please call for shuttle pricing and booking options.

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, saddle up to begin the day's ride.

If you will be late for the pick-up or are going to miss it altogether, please inform your host. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call Trek Bicycle Madison West (608-833-8735), and leave a message with your expected arrival time and contact details.

View our pre hotel recommendations

Leaving

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 Dane County Regional Airport or Milwaukee. Do not book flights departing before 1:30 PM.

View our post hotel recommendations

Planning For Your Trip

Packing and Weather

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 54 to 79 degrees. 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. Packing List

Before and After Your Trip

before

Before & After: 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:

Customer Reviews

Why Trek Travel

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the ultra-smooth Trek Domane SL 7 to the Trek Electric-Assist Verve+, you deserve the best ride on your vacation. Plus, we offer a range upgrade options to take you the extra mile.

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.

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