Sip the Square

Nov 7 – Dec 31, 2026

New for the 2026 Holiday Season: A Beverage Tour!
Sip the Square | Coffee, Cocoa, Cocktail Tour in Downtown Baraboo

Santa with Hot Chocolate for Sip the Square
Santa with two people in holiday attire drinking holiday beverages at a bar in downtown Baraboo
Three holiday drinks lined up on a counter. Hot chocolate and coffee drinks with whipped cream and sprinkles

Sip the Square |  Coffee, Cocoa, & Cocktails

Be one of the first to experience Downtown Baraboo’s inaugural Sip the Square Beverage Tour. Visit seven participating coffee shops, lounges, and bars around the historic Courthouse Square, each serving an exclusive seasonal drink created just for the holidays.

Pick up your Sip the Square Passport at your first stop and collect stamps throughout the weekend or anytime during the holiday season. Complete every stop to earn your official Downtown Baraboo Sip the Square Badge of Honor.

Santa with Hot Cocoa

Whether you’re craving peppermint mochas, festive cocktails, hot cider, or cozy winter creations, there’s something new waiting at every stop as you shop your favorite Shops around the Courthouse Square.