HOLIDAY WINE WALK

Friday, Nov 20, 2026 6pm to 9pm

Calling all Santas!

Whether you’re dressed as Classic Santa, Beach Santa, Mrs. Claus, Cowboy Santa, or your own creative version of the big guy, you’re invited to one of Downtown Baraboo’s favorite holiday traditions.

Wisconsin’s Original Wine Walk returns with over twenty participating locations throughout Downtown Baraboo. Sample specially selected wines & pairings while shopping Downtown Baraboo’s beautifully decorated boutiques, specialty stores, galleries, restaurants, and businesses filled with unique gifts for everyone on your Christmas list.

Tickets are SOLD OUT for this event. Please note that this event requires tickets to attend.

Interested in Future Wine Walks?

Downtown Baraboo hosts a spring and a winter wine walk every year. Follow us on social media or check back here on our website to always be in the know on when the next wine walk will happen.

In case you’d like to get a feel for our spring wine walks, see the images below from previous wine walk events.

Downtown Baraboo Spring Wine Walk
Downtown Baraboo Spring Wine Walk
Downtown Baraboo Spring Wine Walk
Downtown Baraboo Spring Wine Walk
Downtown Baraboo Spring Wine Walk
Downtown Baraboo Spring Wine Walk

PLAN AN OVERNIGHT STAY

Enjoy the wine walk and stay for the weekend! Baraboo offers a variety of lodging options for every style and budget. Click on a photo below to learn more about each lodging option. Baraboo has everything from cabins to historic bed & breakfasts to modern hotel facilities.

Ringling Mansion in Baraboo, WI where the Ringling Brothers grew up. Shows a large yellow mansion and metal elephants
Ringling House Bed & Breakfast
A view of Fireside Cabins in Baraboo, WI with cozy cabins and a hammock to lay in.
Fireside Cabins
Sunset at Skillet Creek Campground showing a pond for swimming and a cabin for rent
Skillet Creek Campground
A view of Wildwood Inn in Baraboo, WI with pink and blue doors and a red motel.
Willowood Inn
Pinehaven Country Inn
Fairfield Inn & Suites