Five Fun and Romantic Fall Getaways in Wisconsin

With a beautiful fall backdrop, and just enough chill in the air to cozy up closer, fall is a great time for romance. Whether you’re popping the question or reigniting the flame, Wisconsin’s romantic destinations will help set the mood. Here are our five picks for lovely getaways to make the most of the season:

La Crosse

Take your sweetheart to the Sweet Shop, a classic 1920s candy store and ice cream parlor, and share a sundae in one of the little blue booths. Next, score scenic views of the Mississippi Valley, the city, and the fall colors at Grandad Bluff. Impress your date with dinner at the Waterfront Restaurant & Tavern, with its piano bar and more Mississippi views. Then settle in at the Charmant or the historic Bentley-Wheeler Bed & Breakfast, and look forward to a bountiful breakfast basket in the morning.


Hold hands under the stars at the Kovac Planetarium, the largest mechanical globe planetarium in the world, then take a stroll along the boardwalks through Almon Park, where the wetland trail leads to a vista of Buck Lake. Take in more lake views – this time of Town Line Lake – over dinner at the Fireside Supper Club. Then treat yourself and your beloved to a stay at the beautiful Queen Anne-style Cranberry Hill Bed & Breakfast.

Sheboygan & Sheboygan Falls

Be awed by the drama of Lake Michigan with a walk together along the Lakefront Promenade.

Try Trattoria Stefano for a locally sourced, authentic Italian dinner before taking in a show at the Stefanie H. Weill Center for the Performing Arts, a beautifully restored 1928 theater. End your special day at one of the Rochester Inn’s luxurious two-story suites.


Start your day together with a visit to the beautiful and serene Congdon Gardens, then head to the Staller Estate Winery for wine tasting and vineyard views. Check in to the Lake Lawn Resort & Calladora Spa, where, among the many attractive amenities, you can enjoy fine “American Heartland Cuisine” at the Frontier Restaurant.

Stevens Point

Woo your date in the wonderful woods of Stevens Point Sculpture Park, where a trail leads through 20 acres of diverse art installations. Spoil yourselves with a trip to the Wellness Spa before dinner at a-soshel. Afterwards, absorb the unique ambience of A Victorian Swan on Water, a Travel Green Wisconsin-certified B&B.

If your idea of a romance is more rustic, check out our recommendations for romantic cabins in Wisconsin