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2025 WCCC MADISON Weekend
About this event
Join us for 2025 WCCC Madison Weekend
Friday, August 1st - Sunday, August 3rd
WCCC Madison Weekend is our traditional summer get-away and we can't wait! We have 3 great rides planned over 3 days! And we will once again have both short and long route options on Friday and Saturday.
Our host hotel will be the Holiday Inn Express again. Everyone truly enjoyed the hotel last year. They are offering a great nightly rate for WCCC: $139 per night, (same as last year). And if you bring one or more dogs, it's only $25 flat for the two days! Be sure to book your room while they last but this offer goes away on July 18th. You have up until 24 hours prior to check-in to cancel your reservation so book now if you're fairly sure you're going. You will find the link to book your hotel room below under Hotel Information.
Please register for the event here on the website even if you're tentative so you receive email updates.
Update as of 7/14: The routes for Friday and Saturday have been posted below. These are drafts but will be finalized over the weekend of 7/19-20 when Jeff and Mark will drive the routes and add final details. Please wait until Monday, July 28th before you download the routes to your device.
Friday, August 1st
Most will depart Chicago around 8:30 am for the drive to the Madison area, leaving approximately 3 hours for travel but best to check Google Maps for travel time to the starting location.
Our weekend together begins at 11:30 am in the town of Oregon, WI where we will meet up for lunch at:
Firefly Coffeehouse
114 N. Main St.
Oregon, WI
53575
Parking is available on the street and in a public lot just north of the coffeehouse.
After lunch, there will be time to unload your bike and get dressed for our first ride of the weekend. We expect to start the ride between 12:45 and 1 p.m.
The short route is 29.3 miles with 725 feet of climbing: check it out here on ridewithgps.com.
The long route is 39.3 with 1,501 feet of climbing: check it out here on ridewithgps.com.
After the ride, we will head to the hotel to check in and relax a bit before dinner. We will meet in the lobby at 6:00 p.m. and take the hotel shuttle at 6:15 pm to dinner at:
Everly
2701 Monroe St
Madison, WI 53711
After dinner we will walk down lively Monroe St to the Chocolate Shoppe Ice Cream, an old-fashioned, family-owned store serving up more than 100 flavors of ice cream:
Chocolate Shoppe Ice Cream - Monroe St
2531 Monroe St
Madison, WI 53711
After ice cream, we will return to the hotel or if you prefer, you can enjoy the Madison nightlife.
There are a lot of options for nightlife: we can go downtown for a walk to Menona Terrace and views of Lake Menona and the Capitol is very nice, lit up at night. Or a walk down State St, a pedestrian mall at the base of the Wisconsin State Capitol is also very nice. There is also one gay bar in the area, Woofs, that is very welcoming to all. So no shortage of things to do on a Saturday night in Madison.
Saturday, August 2nd
Today is our big ride of the weekend - the long ride will be a 72 mile loop and the short ride about 38 miles, so you have plenty of time to explore Madison.
A free continental breakfast is available at the hotel starting at 7 a.m. We will begin to assemble at 8 a.m. in the parking lot at the back of the hotel -- the door by the elevators. A pump will be available to top off the air in your tires before we head out at 8:30 a.m.
The short route will be 38.3 miles with 1,678 feet of climbing: check out the route here on ridewithgps.com.
The short ride finishes at the hotel in time for lunch on your own, with the afternoon free for exploration. There is also an optional stop on the route for late breakfast or brunch at Riley's Tavern, a local favorite which offers a full breakfast menu. After lunch you have the rest of the afternoon free for sightseeing in town. Check out the area around the Capital Building including the State Street Pedestrian Mall and the many museums and attractions in the area.
The long route will be 72.3 miles with 3,965 feet of climbing: check it out here on ridewithgps.com. This is a challenging and beautiful ride that features a climb to the top of Blue Mounds, the highest peak in southwest Wisconsin. We start the ride on flat roads until we get out of town where we will be greeted by gently rolling hills through beautiful dairy country on our way into hill country. Lunch will be at mile 46 in Mt Horeb at The Grumpy Troll.
Dinner: We will meet in the hotel lobby at 7:00 p.m. and car pool at 7:15 p.m. to tonight's dinner spot:
Buck and Honey's - Monona
800 W. Broadway, #300
Monona, WI 53713
After dinner, we will return to the hotel or if you prefer, you can enjoy the nightlife.
Sunday, August 3rd
This morning we are going to "switch gears" -- pun intended. Before breakfast, be sure to request late check-out to extend check-out to 1 pm. After breakfast, we will assemble in the parking lot at 8:15 a.m. to take a group photo and head out on our last ride here.
We will return to the hotel around 11:30 a.m. to shower, finish packing and check out. For those interested in one last meal together for brunch/lunch before heading back to Chicago, we will meet at 12:30 p.m. at:
Great Dane Brew Pub - Doty St
123 E Doty St.
Madison, WI 53703
The restaurant is about a 5 minute drive from the hotel.
We hope you return home with great memories of the 2025 WCCC Madison Weekend!
Hotel Information
Holiday Inn Express - Madison Central
610 N. John Nolen Drive
Madison, WI 53713
608-709-5050
This hotel is on the east side of town, just a short 5 minutes to Downtown Madison by car or 10 minutes by bike situated on Lake Monona, right on the Capital City Trail.
The hotel has offered us a discounted rate of $139 per night for a double queen or king room if you book by July 18th as long as rooms are available. In addition, the hotel welcomes pets for a flat $25 for the entire weekend, regardless of the number of dogs.
You can also extend your stay either before or after the event at the discounted rate by calling or emailing Amy Swenson, Group Sales at the Holiday Inn Express. You can reach her at 608-709-5050 or amy.swenson@glmghotels.com.
Book early and save -- use the following link to book directly at the discounted rate:
Book your Madison hotel room here
The last day to reserve a room at the discounted rate is Friday, July 18th.
Local Bike Shop Information
If you need a bike shop in Madison or just want to check out some new bike gear, we recommend Machinery Row, about 2.7 miles north of the hotel:
Machinery Row Bicycles
601 Williamson St.
Madison, WI 53703
Hours: Fri 10-7 pm, Sat 10-6 pm and Sun 10-5 pm
Last Minute Details
Please bring a good bike lock for times when we stop for lunch.
The rides on Friday and Saturday are challenging and a good base of miles will help you enjoy it more.
Make sure your bike is in good mechanical condition and you bring tools and spare tubes in case of a flat.
We assume all registered riders will be participating in dinner on Friday and Saturday. If you are not joining us for dinner on Friday or Saturday or if you are bringing a guest, please let Jeff or Mark know so we can adjust the reservation accordingly with the restaurant.
For more details, please contact Jeff at 847-971-4124 or Mark at 847-445-0534.
Event Contact(s)
Jefferson Rogers
Mark Cotovsky
Registration Info
Registration has closed - Event is past
MADISON Weekend is subsidized by the WCCC. This is a member-only event but you can easily join WCCC for $25 per year.
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