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Romantic Getaways in Wisconsin

June 2025
SMTWTFS
June 2025
SMTWTFS

If you’re looking for a cozy invitation to get romantic with your sweetheart this winter, look no further than one of our exceptional Bed and Breakfasts in Wisconsin. Our Inns, all licensed, inspected, and insured, are located all over the state and offer some of the best destinations for romantic getaways in Wisconsin. There are four seasons of breathtaking beauty across Wisconsin to enjoy, but winter’s stark beauty seems to pair perfectly with romantic getaways. 

With the focus being all about unwinding and reconnecting, winter sets the perfect stage for a bit of romance – and the wintry wonderland outside your windows only makes it more inviting. Whether you’re sipping warm drinks or a glass of wine by the fire, taking a romantic walk through Wisconsin’s winter wonderland, or enjoying a snow-laden adventure somewhere unique, there’s no shortage of fun and romantic things to do in Wisconsin this winter. However you spend your days, the cozy, inviting warmth of a Wisconsin Bed and Breakfast will surely cap it off perfectly. 

Winter brings a sense of intimacy to your romantic getaways in Wisconsin that’s hard to compare. The quiet charm of our towns take center stage, and the the slower pace of the season is all about enjoying the finer moments in life. Whether that means a romantic dinner for two or a touch of pampered indulgence, we’d love to be your partner in romance this winter. Whether you’re looking for a private getaway with modern amenities or a classic stay in a historic inn, you’ll find accommodations that elevate your romantic getaways in Wisconsin. Our Inns are a curated collection of locally-owned gems and represent some of the best places to stay in the Midwest.

Our Innkeepers are a dedicated group of professionals who go the extra mile with personalized touches to make your romantic getaways in Wisconsin as memorable as they can be. If you’re looking for a cozy Inn and a romantic winter retreat, it’s time to book a stay at one of our exceptional Bed and Breakfasts in Wisconsin. 

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Winter walks in the woods during romantic getaways in Wisconsin

The 8 Best Towns for Romantic Getaways in Wisconsin

Wisconsinites embrace winter just as they do every other season – with a lively spirit and a fun sense of adventure. Winter, however, also provides Wisconsin couples – not to mention couples from all over the Midwest – a remarkable opportunity to get out and enjoy a bit of romance. Whether you’re seeking a romantic getaway filled with intimate accommodations, romantic dinners, or scenic winter landscapes, you’ll find a getaway destination packed with everything you’re looking for.

From charming small towns to scenic lakeside retreats, the state offers countless destinations with just the right mix of relaxation and romance. There’s an abundance of things to do in Wisconsin in the winter and plenty of cozy spaces to enjoy in between. If you want to experience some of the romantic getaways in Wisconsin, we’ve listed some of our favorite destinations below. 

Best Towns for Romantic Getaways in Wisconsin

  1. Head to scenic Door County, and it won’t take you long to see why it’s one of the best spots for romantic getaways in Wisconsin. There are a lot of charming small towns to explore up there, including Sturgeon Bay, Egg Harbor, Fish Creek, and Ephraim. These towns are known for their scenic waterfronts and charming streets, with unbeatable opportunities for adventure. It’s perfect for romantic couple’s getaways in Wisconsin. 
  2. Another excellent place for romantic getaways in Wisconsin is the lakeside community of Bayfield. With its close proximity to the Apostle Islands, Bayfield offers plenty of winter fun and cozy, intimate evenings. 
  3. One of the most romantic and popular getaway towns in Wisconsin is Cedarburg. Located just outside of Milwaukee, Cedarburg offers a small-town feel with quaint streets, great shopping, wonderful wine tasting, and nearby Inns for cozy and romantic weekends away. 
  4. Though it’s a big city, Madison is a remarkable place to enjoy romantic getaways in Wisconsin. The state capital combines the charm of a small town with the amenities of a city, offering upscale dining, boutique hotels, and cultural attractions that will keep you and your sweetheart having one fun adventure after the next. 
  5. If you love winter sports and fantastic art museums, don’t miss the ruggedly charming town of Wausau, another of our favorite romantic getaways in Wisconsin. There, you’ll find excellent skiing at Granite Peak, not to mention other great opportunities for quiet winter sports, plus some genuinely exceptional dining and shopping downtown. Wausau is also home to the acclaimed Leigh Yawkey Woodson Art Museum.  
  6. Whisk your sweetheart off for a lovely romantic getaway in the town of Spring Green. The area, known for its artistic vibe and stunning landscapes, offers a welcome mix of culture and relaxation. It’s home to fantastic attractions like House on the Rock, Frank Lloyd Wright’s Taliesin, and so much more!
  7. Lake Geneva is a Wisconsin favorite for winter getaways. Lake Geneva is famous for its luxurious resorts, picturesque lake views, and spa experiences that set the stage for romantic getaways in Wisconsin.
  8. Mineral Point is a charming historic town full of charm. With art galleries, cozy cafés, and unique inns, the town creates a perfect backdrop for a romantic escape.
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Two women enjoying wine by the fire during romantic getaways in Wisconsin

The Best Bed and Breakfasts in Wisconsin

Winter is an undeniably beautiful season in which to enjoy romantic getaways in Wisconsin. Whether you’re beating the holiday rush for a bit of shopping, escaping the fast pace of the season, or looking to relax and unwind when it’s over, there’s a lot to love about winters in Wisconsin. That’s especially true when your getaway is centered at one of the many Bed and Breakfasts in Wisconsin. When it comes to finding the ultimate romantic places to stay in the Midwest, whether in Wisconsin or any other state, you are hard-pressed to find any accommodations better than those in the Midwest Association of Independent Inns. 

The properties associated with the Midwest Association of Independent Inns are some of the best bed and breakfasts in Wisconsin. Our associated Inns are not only licensed, inspected, and insured, unlike many Airbnb or vacation rental properties, but they offer a distinctive blend of charm, hospitality, and attention to detail. Each location provides an intimate, personalized experience that elevates your stay, whether you’re looking for a packed adventure or a quiet romantic getaway in Wisconsin.

There are many things that set our Bed and Breakfasts in Wisconsin apart from traditional hotels and vacation rentals. It starts with our Innkeeper’s commitment to the guest experience, comfort, and a warm welcome. Our Innkeepers focus their guest experience on creating memorable experiences and strive to offer a warm ambiance and thoughtful amenities as the backdrop to your romantic getaways in Wisconsin. Unlike traditional hotels, you won’t be surrounded by large and sometimes noisy crowds, busy common areas, and inattentive staff. Rather, you’ll have an inviting space, whether it’s to sip a glass of wine by the fire or play a game of cards in the common areas. 

While the hospitality is second to none, our curated collection of Wisconsin Bed and Breakfasts is unique and diverse. Each property and experience is unique and reflective of the very best of the Midwest. From charming historic inns to elegant boutique hotels, these properties provide just the right blend of privacy and hospitality for a special winter retreat. Don’t miss the chance to experience winter getaways at some of the top destinations across the Midwest this winter. Book a stay at one of our signature Bed and Breakfasts in Wisconsin today! 

Lodging Properties near topics in our blog

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3rd Street Lofts

  • 615 N 3rd Street
    Wausau, Wisconsin 54403
  • (262) 639-5500
  • Email Us
Welcome to 3rd Street Lofts – located in the heart of downtown Wausau. Step out the door and explore the best shops, restaurants, theaters, museums, microbreweries, and distilleries Wausau offers.
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The Foxglove Inn

  • 344 North 3rd Avenue
    Sturgeon Bay, Wisconsin 54235
  • 920-746-9192
  • Email Us
Built in 1877, the Foxglove Inn is a charming, luxurious grand Victorian home where guest receive homemade chef-inspired breakfasts delivered to your door, walking distance to downtown Sturgeon Bay.
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The Speckled Hen Inn

  • 5525 Portage Road
    Madison, Wisconsin 53704
  • 608-244-9368
  • Email Us
The Speckled Hen Inn is a farm-stay B&B and features uniquely different Guest Rooms, offering private baths with whirlpool jetted tubs and fireplaces. Close to everything yet feels miles away!
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White Lace Inn

  • 16 North 5th Avenue
    Sturgeon Bay, Wisconsin 54235
  • 920-743-1105
  • Email Us
The White Lace Inn has 18 inviting guest rooms in four turn-of-the-century neighboring homes furnished in antiques, queen or king size Victorian beds, oversize whirlpools & fireplaces.
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The Buckingham Inn

  • 1615 Summit Avenue
    Madison, Wisconsin 53726
  • 608-819-8029
  • Email Us
Dedicated to service and style near the UW-Madison campus, The Buckingham Inn features luxury guest suites and seasonal fresh breakfasts. Experience award-winning lodging in an award-winning city.
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Brisbane House

  • 7050 Reimann Road
    Arena, Wisconsin 53503
  • 608-576-6696
  • Email Us
Celebrate friends, family, and your story. Beautifully restored for you to fully experience. A rare treat, the charming Brisbane House is on the State and National Registers of Historic Places.
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Silver Star Bed and Breakfast Inn

  • 3852 Limmex Hill Road
    Spring Green, Wisconsin 53588
  • 608-935-7297
  • Email Us
Near Spring Green, we are a secluded 10 room log inn on 70 rural acres in the Driftless area of Wisconsin. We provide personal B&B service, with hotel quality beds, hearty breakfasts & fresh cookies.
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Old Rittenhouse Inn

  • 301 Rittenhouse Avenue
    Bayfield, Wisconsin 54814
  • 715-779-5111
  • Email Us
Lodging & Dining in two Queen Anne Victorians and a private cottage. Lake Superior views, fireplaces, private baths, whirlpools. Romantic Getaways, Dinner Concerts, and Weddings. Celebrating 50 years.
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Stewart Inn

  • 521 Grant Street
    Wausau, Wisconsin 54403
  • 262-639-5500
  • Email Us
Rated a top 10 small stay property in the US (’21, ’22 & ’23), the Stewart Inn is an Arts & Crafts masterpiece offering luxury guest rooms, steam showers, 3 course breakfast & nightly wine reception.
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Hidden Serenity B&B Getaway & Spa

  • 1876 Shalom Drive
    West Bend, Wisconsin 53090
  • 262-623-0148
  • Email Us
Indulge in our all-inclusive spa, complete with jetted tub, steam room and sauna set in a romantic ambiance enveloped by 40 acres of lush forest. Get a massage, play pickle ball or hike our trails.
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Owl Ridge Cabin

  • 163554 Owl Ridge Road
    Wausau, Wisconsin 54403
  • 262-639-5500
  • Email Us
As the premiere vacation cabin in WI, Owl Ridge Cabin offers contemporary architecture with panoramic scenic views, a spa bathroom, gourmet kitchen & complete privacy. 10 minutes from downtown Wausau.
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Garden Gate Bed & Breakfast

  • 434 North 3rd Avenue
    Sturgeon Bay, Wisconsin 54235
  • 920-217-3093
  • Email Us
A premier Victorian bed and breakfast, the Garden Gate welcomes you with its friendly hospitality and elegant breakfast located in Beautiful Door County, Wisconsin.
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Scofield House B&B

  • 908 Michigan Street
    Sturgeon Bay, Wisconsin 54235
  • 920-743-7727
  • Email Us
Victorian elegance and modern amenities within walking distance to shops and restaurants in downtown Sturgeon Bay! Enjoy a full breakfast and explore Door County.
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Valley Springs Farm Bed & Breakfast

  • E4681 County Road S
    Reedsburg, Wisconsin 53959
  • 608-495-1096
  • Email Us
Valley Springs Farm Bed and Breakfast is located in rural Reedsburg, just minutes from the 400 Bike Trail, Award Winning Cheese Factories, Amish Artisans and the Wisconsin Dells.
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Hotel Ruby Marie

  • 524 East Wilson Street
    Madison, Wisconsin 53703
  • 608-327-7829
  • Email Us
A renovated Victorian railroad inn in the heart of Madison, the Hotel Ruby Marie offers time-tested hospitality as well as convenient access to the modern life of Wisconsin’s capital city.
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The Best of the Midwest!

The Midwest Association of Independent Inns was formed to help the discerning traveler find the best Bed and Breakfasts, Inns and Boutique Hotels. Our member properties are located throughout the Midwest with plans to welcome properties from all 13 Midwest states.

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