Looking for a romantic escape with lakeside views and a cozy, peaceful vibe? I’ve found some of the most magical getaways in Wisconsin that are perfect for two. Whether you’re sipping wine by the water or exploring charming small towns, I think you’ll fall in love with these spots—just like I did.

Highlights:

  • Door County – I’ve watched some of the most beautiful sunsets here. With its quiet beaches, cute villages, and local wineries, you’ll feel like you’ve escaped into your own little world.
  • Lake Geneva – If you’re into elegant stays and spa days, this is my go-to. I love walking the lakefront path and relaxing at one of the historic resorts—you’ll feel totally pampered.
  • Bayfield & the Apostle Islands – This one’s for couples who want nature and solitude. I kayaked along sea caves, strolled quiet beaches, and felt like we had the place to ourselves.
  • Mineral Point – For art lovers and old-soul romantics, this small town is a hidden gem. I stayed at a charming B&B and spent the day browsing galleries and antique shops—it was the perfect slow weekend.
  • Madison – I love how this college town mixes lake views with great food. You can stay downtown, enjoy cozy cafés, and walk along the waterfront trails—it’s just the right blend of energy and relaxation.

Best Romantic Weekend Getaways in Wisconsin:

Grand Geneva Resort and Spa

Grand Geneva Resort and Spa

Grand Geneva Resort and Spa - Enjoy luxurious spa treatments and explore scenic outdoor activities.                                    

Milwaukee - Saint Kate - The Arts Hotel

Saint Kate

Milwaukee - Saint Kate - The Arts Hotel - Admire unique art exhibits and savor a creative atmosphere.                                    

Bayfield - Old Rittenhouse Inn

Old Rittenhouse Inn

Bayfield - Old Rittenhouse Inn - Experience historic charm and savor gourmet dining with lake views.                                    

The Delafield Hotel

The Delafield Hotel

The Delafield Hotel - Enjoy boutique elegance and explore nearby shops and restaurants.                                    

Sturgeon Bay - The Holiday Music Motel - 2 hours 25 min from Milwaukee, WI

The Holiday Music Motel

Sturgeon Bay - The Holiday Music Motel - 2 hours 25 min from Milwaukee, WI - Enjoy retro vibes and explore Door County’s charming sights.                                    

Fish Creek - Thorp House Inn and Cottages - 3 hours from Milwaukee, WI

Thorp House Inn and Cottages

Fish Creek - Thorp House Inn and Cottages - 3 hours from Milwaukee, WI - Relax in cozy cottages and explore Door County’s natural beauty.                                    

Geneva Inn on the Lake, WI

Geneva Inn on the Lake

Geneva Inn on the Lake, WI - Admire lakefront views and enjoy a romantic retreat.                                    

Cedarburg - Washington House Inn - 30 minute Weekend Getaway from Milwaukee, WI

Washington House Inn

Cedarburg - Washington House Inn - 30 minute Weekend Getaway from Milwaukee, WI - Experience historic charm and explore quaint local shops.                                    

Delavan - Lake Lawn Resort

Lake Lawn Resort

Delavan - Lake Lawn Resort - Enjoy lakeside fun and unwind with family-friendly activities.                                    

Lake Geneva - Lazy Cloud Inn - 55 minutes from Milwaukee

Lazy Cloud Inn

Lake Geneva - Lazy Cloud Inn - 55 minutes from Milwaukee - Relax in cozy suites and savor a romantic weekend.                                    

Frequently Asked Questions:

  • What types of accommodations are available in Wisconsin?
    • Wisconsin is home to many beautiful hotels, inns, and lodges where you can spend your weekend relaxing with a view.
  • What activities can visitors enjoy in Wisconsin?
    • Go on romantic walks around a lake, indulge in spa treatments, and taste delicious cuisine.
  • What makes Wisconsin’s day trip towns special?
    • Our list includes an array of options in some of Wisconsin’s prettiest day trip towns, featuring romantic amenities such as a fireplace in your room, beautiful gardens, and historic architecture.
  • What are the top destinations to visit in Wisconsin?

Driving Distances from Milwaukee

From Milwaukee To Driving Time
Pembine3 hours
Delafield30 minutes
Bayfield6 hours
Osceola5 hours
Sturgeon Bay2 hours 25 minutes
Fish Creek3 hours
Sparta2 hours 45 minutes
Cedarburg30 minutes
DeForest1 hour 20 min
Lake Geneva55 minutes
West Bend45 minutes
Verona1 hour 30 min
La Crosse3 hours 10 minutes
Mazomanie1 hour 45 minutes
Cambridge1 hour
Delavan50 minutes
Hales Corners20 minutes
Shullsburg2 hours and 25 minutes

Map:


In Summary...

(and if you want to revisit my photo journey)