Village Sip & Strolls in 2026
presented by
Thurs., March 5
Thurs., September 24
Thurs., November 19
Thurs., December 10
5 pm to 8 pm
throughout the Village
The Wauwatosa Village Sip & Strolls, presented by Double Boldt Real Estate, are legandary! Grab a friend and meander the historic Village, enjoying beverages, snacks, and in-store specials at your favorite businesses along the way. Free admission!
*Sorry, we do not accept vendors at our Sip & Stroll events.
OUR NEXT SIP & STROLL IS MARCH 5
Who's ready for sunny skies and warm weather? Spring Break is just around the corner, so let's bring a tropical vibe to this month's Village Sip & Stroll! Grab some friends for an evening of sipping, strolling, and shopping at the Village's distinctive boutiques and shops. Your favorite businesses will be offering FREE tropical- and beach-themed sips and bites all evening, plus there will be in-store specials and fun "think-spring" items will be featured.
PLUS, dress for the "spring break"/tropical theme and get extra treats and giveaways at some participating businesses!
Village Sip & Strolls are presented in 2026 by Double Boldt Real Estate—thank you to Double Boldt for making these Tosa events possible.
Free admission, no reservations needed. Additional event parking is available during this event ONLY at 7400 Harwood Avenue and 7405 Harwood Avenue. Click here for more parking information.
Participating businesses include:
• Double Boldt Real Estate will have free bite-size Spring Break-themed Cranky Al's donuts and free canvas totes at their tent in Root Common, plus enter to win a gift card to Shop Privy! Make it your first stop of the night so that you can use the tote for all your shopping that evening!
• Yo Mama will have $5 weightless cups and fruity/tropical flavors and toppings, for a limited time. PLUS everyone dressed on-theme will get a spin on their prize wheel.
• Tabal Chocolate will have $2 off any 3 bars, plus a new round of seasonal specialty bar flavors just launched.
• Skin Clique Tosa will give out samples of Colorescience Flex Tinted SPF and everyone who gets a sample will be entered to win a full size ($60 value)
• Shop Privy will be giving away a free pair of sunglasses with every $50 purchase and will have a specialty spring break cocktail to sample.
• The Flower Lady will have a raffle to win a $75 Mother's Day Bouquet, as well as a sale on select Easter decor, plus refreshments..
• Skin Factor will offer refreshing beverages, light snacks and a raffle for a Broad Band light and Hydrating Facial treatment. Plus $100 off Lip Filler; purchase a minimum 30 units of Dysport and get $50 off (make your next appointment and receive another $50 off that treatment); purchase 2 vials of Sculptra and receive 30 units of Dysport; purchase 3 vials of Sculptra and receive 1 vial free.
• The Village Cheese Shop will have Aperol Spritzes for $13 and Charcuterie On the Go for $13.
• Little Geese Shop will have mini Blue Hawaiian cocktails, and their swim and Disney collections will be available to shop for upcoming Spring Break getaways! Plus, with every purchase of $25 or more, play Plinko to win a prize. Anyone who dresses for the theme can automatically take a trip to the Plinko board (no purchase necessary)!
• Arté Wine and Painting Studio will have $5 Shamrock Shots, $8 Homemade Sangria at the studio or taken to-go, and a Gallery Sale set up with $19 paintings.
• The Flannel Fox will offer pink rosé sangria punch while you preview new spring offerings. Plus designated apparel 2 for $20 or $30, select bags for $10, and select jewelry for $5.
• Heat Haven Sauna Park in Hart Park will have free s'mores by the fire and hot toddy samples. Stop by to see what the Heat Haven experience is all about!
• Salamander will have light bites, wine samples, and informal modeling sessions of their new spring collections. With lines from Spain, Italy, and the USA, these collections will transport you to a beautiful coastal vacation!
• At Café Hollander, buy a Lowlands Brewing Collaborative bier and get your second one free.
• At Buckatabon, buy any draft beer and get your second one free.
• Lucky Joe's will have the following drink specials: $7 Old Fashioneds all night, $10 Spicy Pear Margarita, and $12 Chopin Vodka Pina Colada (garnished with a paper umbrella!)
• Mooi will serve lavender margaritas
• Anodyne Coffee will be open and offering their new seasonal coffee and tea menu, as well as 3 non-caffeinated specials only available during the Sip & Stroll. They will also be doing a spin-the-wheel for prizes!
• Leff's Lucky Town will offer a complimentary glass of wine or champagne and half-price appetizers with mention of the Sip & Stroll.
Check back frequently for more participating businesses!