Valentine’s Weekend Guide for Southeastern Wisconsin

(Jefferson, Kenosha, Milwaukee, Ozaukee, Racine, Walworth, Washington, and Waukesha Counties)

Whether you're celebrating with a special dinner, a fun-filled event, or a unique experience, Southeastern Wisconsin offers plenty of ways to make Valentine's Day unforgettable.

Jefferson County

Dining

📍 Stable Rock Winery & Distillery – 123 W. Milwaukee St., Jefferson | Feb. 14
A cozy riverside winery featuring house-made wines, craft spirits, and small plates.

📍 Edgewater Supper Club – W5625 West Beach Rd., Jefferson | Feb. 14
A classic Wisconsin supper club offering steak, seafood, and a relaxed dining atmosphere.

📍 Heron’s Landing – 200 W. Milwaukee St., Jefferson | Feb. 14
Lakeside dining with fresh seafood, steaks, and an extensive wine selection.

Kenosha County

Dining

📍 Waterfront Warehouse – 3322 Sheridan Rd., Kenosha
A waterfront restaurant serving craft burgers, fresh seafood, and specialty cocktails in a stylish, industrial-chic setting.

📍 The Apis Hotel & Restaurant – 614 56th St., Kenosha
A farm-to-table restaurant featuring locally sourced ingredients, craft cocktails, and a sophisticated dining experience.

Events

📍 Single & Here to Mingle Valentine’s Day Party – Kenosha Brewing Co. | Feb. 14
A fun, laid-back Valentine’s party designed for singles to meet and connect.

📍 Galentine’s Day Event at Public Craft Brewing – 628 58th St., Kenosha | Feb. 13
A special celebration for friends featuring craft beer, games, and DIY activities.

📍 Kenosha Public Library Valentine's Event – 7979 38th Ave., Kenosha | Feb. 13
A family-friendly Valentine’s event with crafts and activities for all ages.

Milwaukee County

Dining

📍 Dream Dance Steakhouse (Potawatomi Casino Hotel) – 1721 W. Canal St., Milwaukee | Feb. 14-15
An elegant steakhouse featuring premium cuts, fresh seafood, and a Valentine’s-exclusive menu.

📍 Bacchus – 925 E. Wells St., Milwaukee | Feb. 14-15
A high-end dining experience with chef-driven cuisine and a world-class wine list.

📍 Harbor House – 550 N. Harbor Dr., Milwaukee | Feb. 14-15
A romantic seafood restaurant with stunning views of Lake Michigan.

📍 Mason Street Grill – 425 E. Mason St., Milwaukee | Feb. 14-15
A classic steakhouse with a special four-course Valentine’s menu and champagne toast.

Events

📍 Casablanca: Film with Orchestra – Bradley Symphony Center, Milwaukee | Feb. 14-16
Watch the classic romantic film Casablanca accompanied by a live orchestra performing its score.

📍 Eagle Park Brewing Valentine’s Dog Party – 823 E. Hamilton St., Milwaukee | Feb. 16
A Valentine’s celebration for dog lovers featuring free pup cups, adoptable dogs, and drink specials.

📍 Ice Skating at Red Arrow Park – Milwaukee | Ongoing
A charming outdoor ice skating experience in downtown Milwaukee.

Ozaukee County

Dining

📍 Sunshine Winery – W63N631 Washington Ave., Cedarburg
A boutique winery offering a selection of specialty wines, wine slushies, and tastings in a cozy, romantic atmosphere. A great place to toast to love this Valentine’s Day.

📍 Flannery’s at Fire Ridge – 2241 County Hwy W, Grafton
A refined dining experience featuring fresh seafood, premium steaks, and a warm, inviting atmosphere at the Fire Ridge Golf Club.

📍 Mr. B’s – A Bartolotta Steakhouse – 11120 N. Cedarburg Rd., Mequon
An upscale steakhouse specializing in prime cuts, expertly crafted sides, and an extensive wine selection, perfect for a sophisticated Valentine’s date.

Events

📍 Hula Hut Tiki Pop-Up – W62N559 Washington Ave., Cedarburg | Feb. 11-16
A tropical-themed pop-up event featuring island-inspired cocktails, small plates, and lively décor to transport you to paradise—just in time for Valentine’s Day.

📍 Cedarburg Winterfest – Downtown Cedarburg | Feb. 15-16
A lively winter festival featuring stunning ice sculptures, barrel races, a parade, and festive activities throughout downtown Cedarburg.

Racine County

Dining

📍 The Summit Restaurant – 6825 Washington Ave., Racine
A fine dining establishment offering gourmet entrées, premium steaks, and a romantic ambiance perfect for Valentine’s Day.

📍 Hobnob Restaurant – 277 Sheridan Rd., Racine
A historic supper club featuring waterfront views, prime rib, and an intimate atmosphere.

📍 The Waterfront on Brown’s Lake – 31100 Weiler Rd., Burlington
A charming lakeside restaurant offering seafood, steaks, and craft cocktails.

📍 Napoli Restaurant & Pizzeria – 132 N. Pine St., Burlington
A cozy Italian eatery known for its handmade pasta, authentic Neapolitan pizza, and warm atmosphere.

Walworth County

Dining

📍 The Grandview Restaurant at the Geneva Inn – Lake Geneva | Feb. 14-16
Fine dining with breathtaking views of Geneva Lake and a special Valentine's menu.

📍 1878 on the Lake – Lake Geneva | Feb. 14-16
An upscale lakeside restaurant with seafood, hand-cut steaks, and a romantic setting.

📍 The Lookout Bar & Eatery at Lake Lawn Resort – Lake Geneva | Feb. 14-16
A casual yet refined restaurant featuring locally inspired dishes, cocktails, and beautiful lakefront views.

Events

📍 Annual Valentine’s Zipline & Dine – N3232 County Rd H, Lake Geneva | Feb. 15
A romantic ziplining adventure followed by an elegant four-course meal.

Washington County

Dining

📍 The Norbert – 115 S. Main St., West Bend
A cozy, chef-driven farm-to-table restaurant offering a rotating seasonal menu with locally sourced ingredients, craft cocktails, and a rustic-chic atmosphere.

📍 Café Hollander – 5900 W. Mequon Rd., Mequon
A European-style grand café featuring an extensive selection of Belgian beers, brunch favorites, and cozy dining options, perfect for a relaxed yet romantic Valentine’s experience.

📍 Stilt House – W62N630 Washington Ave., Cedarburg
A charming bistro-style restaurant offering gourmet small plates, an exceptional wine and craft beer selection, and a warm, intimate dining atmosphere perfect for a Valentine’s date night.

Events

📍 Riverwalk Candle Company Valentine’s Event – 258 N. Main St., West Bend | Feb. 14
A hands-on candle-making workshop where couples and friends can create their own scented candles with a Valentine’s theme.

Waukesha County

Dining

📍 The Melting Pot – 19850 W. Bluemound Rd., Brookfield | Feb. 13-15
A romantic fondue experience featuring a four-course Valentine’s meal with cheese fondue, fresh seafood, and decadent chocolate fondue.

📍 Fisk Avenue DIY Studio – 840 N Grand Ave, Waukesha | Feb. 14
A creative Valentine’s event where couples can craft a woodworking project together while enjoying a takeout meal from People's Park.

📍 Waukesha Elks Lodge Fish Fry – 2301 Springdale Rd, Waukesha | Feb. 14
A classic Wisconsin fish fry, available for dine-in or carry-out.

📍 Michael’s Italian Restaurant – 1400 S Grand Ave, Waukesha
A cozy Italian spot serving homemade pasta, seafood, and an extensive wine list.

📍 Cooper’s Hawk Winery & Restaurant – 15 S. Moorland Rd., Brookfield
A modern dining experience with handcrafted wines and a special Valentine’s menu.

📍 The Union House – S42W31320 WI-83, Genesee Depot
Fine dining featuring aged steaks, fresh seafood, and expertly paired wines.

Events

📍 Waukesha Winter Farmers Market – 219 Main St., Waukesha | Feb. 15, 9 AM - 1 PM
A winter market featuring fresh produce, baked goods, and local artisans.

📍 Guinness & Chocolate ft. The Drowsy Lads – 1532 N. Wauwatosa Ave., Wauwatosa | Feb. 14
A night of live Irish folk music paired with Guinness and artisan chocolates.

A Home is Where the Heart Is ❤️🏡

Valentine’s Day is about finding the perfect match—whether it's the right restaurant, event, or even a new home! Just like in love, finding a home is all about discovering a place where you feel truly happy and excited for the future.

At The Hupke Team RE/MAX Service First, we’re passionate about helping you find a home you’ll fall in love with. In 2024, we helped 121 families close on their dream homes, totaling over $38 million in sales. With over 25 years of combined experience, we know what it takes to match buyers with homes that truly fit their needs.

Happy Valentine’s Day from The Hupke Team! 💕🏠

Please Note:

Some events or restaurants may require reservations or advance registration. Please reach out to the specific establishment for further details.