Date Night Ideas In & Around Whitewater

Is there anything better than gettin’ cozy with your love? If mid-winter has caused a bit of cabin fever and you’re ready to take your S.O. on a date night that doesn’t involve snow pants, Discover Whitewater’s got your back. These 7 activities promise lots of fun and all the warmth!

Date Night For Sweethearts with a Sweet Tooth

Want a no-frills date?

It's never too cold for ice cream! Take yourselves out to sleek pizza joint, Rosa’s, or 1950s-inspired burger joint, Brain Freeze. Get different flavors and share. Or mix your cone or dish up with two flavors each and get the best of all the worlds.

Date Night for the Romantics

Into the classic dinner & a show?

Dine at Fanatico and catch a show at Fort Atkinson's Fireside Theater. Then end with a nightcap at Bingg's. Book a whirlpool suite at Hamilton House B&B for the ultimate night of romance.

Date Night for Outdoor Lovers

Love to sweat on your dates?

Grab your date and head to Bald Bluff Scenic Overlook, one of the highest points in Jefferson County. Learn some of the history of the land on your 1/2-mile climb and then soak in the beautiful sights of the Kettle Moraine and Whitewater's countryside.

Date Night for Wine Lovers

Lookin' to clink glasses?

Spend a blissful evening out under the stars cozied up in Timber Hill Winery’s Garden Dome. 90 minutes of your love, wine, and scrumptious charcuterie. Or cozy up at Staller Estate Winery and indulge in a 5 course wine pairing meal.

For the Less-is-More Date Night

Want to keep it low key?

Devour a slice or two of pizza outside on Main Street at pizza-by-the-slice restaurant, La Piazza Pizzeria, and then catch a movie at Whitewater Cinemas. Date night on a weeknight? Go Tuesday and you’ll get $5 tickets! Date night for under $20/person for the win!

Date Night for Live Music Lovers

If live music and sippin' wine is your thing...

Head to Stable Rock Winery & Distillery or Whiney's Wine & Beer Haus. They are your go-to places. There’s just something lovely about snuggling up with your love to some good tunes.

Date Night for Sweethearts Who Love Lazy Sundays

Enjoy laid-back Sunday dates?

Head out to a chill bar for Bloody Mary’s, your favorite pub eats, and whatever game happens to be on the TV!

Area offerings:

  • Super Loaded Bloodies - Tavern on Rock
  • Express Bloody Mary - Rock Bottom Express
  • 59er Bloody Mary’s - 59er Bar & Grill
  • Loaded Bloody Mary’s - Rick’s Eastside Pub & Grill
  • Sunday Bloody - 841 Brewhouse


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