Romantic Date Night Ideas Winter Edition Lake Country Family Fun Date Night Guide

8 Romantic Date Ideas in Lake Country – Winter Edition

Winter is here, New Year’s is over, and everyone’s turned into a hibernating bear. Sound about right? I do love to hunker down at home by the cozy fireplace, but there are so many fun opportunities to go out and enjoy the Wisconsin winter with your significant other. There’s even plenty to enjoy way before Valentine’s Day arrives. So if you are a Lake Country couple looking for ideas for romantic dates and even more specifically, date ideas for this cold weather season.  …Lake Country Family Fun to the rescue! We’ve put together a categorized, winter-specific, date list for you and your loved one.  So book that babysitter, make those plans and enjoy this month of love.

Art Date Night

Note: Reach out to individual businesses for hours, availability and pricing.  Lake Country Family Fun is not responsible for availability and pricing of these events. 

1. Try Painting & Art

Lake Country Comedy February 2024 Date Night

2. Attend Movies/Shows



3. Enjoy Beer & Wine Experiences

  • Raised Grain Brewery (website)
  • Delafield Brewhaus (website)
  • Spring City Wine House in Waukesha (website)
  • Mr. Brew’s Taphouse in Menomonee Falls (website)
  • Vino Ectera in Oconomowoc (website)
  • Three Cellars in Menomonee Falls (website)
  • The Hive Taproom East Troy (website)

4. Indulge in Finer Dining

  • I.d.- Make your next date-night a shared-plate night!  (website)
  • Belfre Kitchen Delafield (website)
  • Butler Inn Pewaukee (website)
  • Palmer’s Steakhouse Hartland (website)
  • Golden Mast Okauchee (website)
  • Zin in Delafield (website)
  • Kurt’s Steakhouse Delafield (website)
  • Artisan 179 Pewaukee (website)
  • Mr. B’s Bartalotta’s Brookfield (website)
  • The Union House Genesee Depot (website)
  • Asiana Pewaukee (website)
  • Ninja Habachi Sushi in Menomonee Falls (website)
  • Lagniappe Brasserie New Berlin (website)
  • Red Circle Inn Nashotah (website)
  • Zesti Hartland (website)
  • Melting Pot Brookfield (website)
  • Coopers Hawk in Brookfield (website)
  • David Alan’s SmokeHouse Mukwonago (website)
  • Bass Bay Brewhouse in Muskego (website)
  • Lago Su Bella in Oconomowoc (website)
  • Coco’s in Oconomowoc  (website)
  • Twisted Fire in Oconomowoc (website)


5. Try Some Active Fun


6. Get a Couples Massage/Spa Services

  • Woodhouse Day Spa in Mukwonago (website)
  • Spargo in Pewaukee (website)
  • Elegance Salon & Spa in New Berlin (website)
  • Absolute Necessities Day Spa in Menomonee Falls (website)


7. Stay-at-home Fun Ideas

  • Board Game Night or Card Games – Do you know how to play Cribbage? Ask me!
  • Buy a Make Your Own 6-pack from Total Wine and have an at-home beer tasting date
  • Make a fancy Dinner after kids go to bed 
  • Take a ‘ how well do you know each other’ quiz.
  • Get bakin’! Try this recipe: Mascarpone Chocolate Truffles (source)

Crave Brothers Mascarpone Chocolate Truffles Winter Date Night

    • About the Recipe

      What goes best with cheese?  Chocolate, of course!  Here is a recipe where the two heavenly tastes come together.  A Door County Fair Champion!


      • 8 ounces finest quality semisweet chocolate, chopped
      • 1/3 cup heavy cream
      • 1 tablespoons sugar
      • 2 ounces (1/4 cup) Crave Brothers Mascarpone, at room temperature
      • 1 tablespoon Grand Marnier or other favorite liqueur
      • 1 cup finely ground pecans or walnuts


      Place all ingredients except the nuts in a medium bowl. Set bowl on pan of simmering water; do not allow bowl to touch water. (Or place in top of double boiler.) Heat until melted, smooth and warm. Watch closely and stir often. Remove from heat, cover and refrigerate overnight.

      Working quickly, roll refrigerated mixture into smooth 1-inch balls. Place on parchment or waxed paper. Roll the truffle balls in the finely ground nuts. Refrigerate for up to one week. These truffles are very soft; they must be cold for shaping and rolling. Remove from refrigeration about 10 minutes before serving. Refrigerate any remaining truffles.

      Coating option: Melt 6 ounces best quality dark or semisweet chocolate in bowl over pan of simmering water. Roll the truffle balls in the chocolate to evenly coat. If desired, then roll in ground nuts.


Starbucks Coffee


8. Miscellaneous, but Amazing, Ideas:

  • Take a couples cooking class at the Petite Chef in Dousman.
  • Sleigh Ride in Oconomowoc Hoof Beats Express (when they get enough snow – call for reservation!)
  • The Ingleside Hotel Pewaukee has indoor/outdoor hot tub and water slides
  • Volunteer Together (Food Pantry Guide: a great place to start to find local places to help out.)
  • Visit Steven Paul Designs in Downtown Delafield for a one-of-kind, custom piece of jewelry from this beautiful, national award-winning studio.
  • Plan your new home adventure with Victory Homes
  • Visit one of Lake Country Family Fun’s local Coffee Shops for a date
  • Go out for some Mexican. Take advice from our reader favorites!
  • Attend a Friday Fish Fry.
  • Attend the Ice Castles. (If the weather allows) You can even rent a private igloo!
  • Dine in a Dome. Find 10 local dome options for dining here

Valentine Craft Open House Delafield Public Library Waukesha Public Library Pewaukee Public Library

Specific Events around Valentine’s Day 2024

Winter Date Night Guide
Pin This

Leave a Comment

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.