15 Best Romantic (Weekend) Getaways in Wisconsin

Written by Jan Meeuwesen
Updated on
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Wisconsin is off the beaten path for most, but that’s what makes it so romantic. This secluded state in the Northern Midwest of the United State is full of surprises when it comes to getaways for couples.

Whether you’re a native of the area or just passing through, Wisconsin is here to offer you and your significant other a weekend of love, romance, and intimacy.

Check out or list of the best romantic (weekend) getaways in Wisconsin:

1. Washington House Inn

Washington House InnSource: Washington House Inn
Washington House Inn

Seep into pure relaxation and historic charm when you and your loved one stay at the Washington House Inn in Cedarburg, Wisconsin. Built in 1886, this bed and breakfast offers elegance and romance for any weekend away.

Wake up to the delicious smell of the breakfast buffet, where you’ll find dishes such as Wisconsin Cheddar Egg Strata and fresh-baked scones. Once you’re refueled for the day, head out to the beautiful woodlands and trails along the Milwaukee River for breathtaking hiking and biking.

Or if you’d prefer, sample specialty wines at the Cedar Creek Winery and craft beers at the Silver Creek Brewing Company. The town of Cedarburg itself also boasts many boutique shops, galleries, and restaurants just waiting to be explored.

Website: https://www.washingtonhouseinn.com/

2. Pfister Hotel

Pfister HotelSource: tripadvisor
Pfister Hotel

Escape into sophistication when you and your loved one visit the Psfister Hotel in downtown Milwaukee. At this AAA Four Diamond Midwest destination, you will delight in the lavishly designed guest rooms that combine old world charm and contemporary luxury.

Explore Milwaukee’s rich culture, from the art museums to the historic theaters, right outside your doorstep. Or if you’re looking for some more down time, treat yourself at the Pfister Well Spa. This pampering spa is home to the original Turkish Baths that were built over a century ago.

Website: http://www.thepfisterhotel.com/

3. Country House Resort in Sister Bay

Country House Resort - Penthouse SuiteSource: countryhouseresort
Country House Resort – Penthouse Suite

This “casually elegant” resort is not pretentious by any means. Nestled among 27 secluded acres of a private shoreline, the Country House Resort provides guests with all the tools they need to unplug and unwind.

With sweeping views of beautiful shoreline and lighthouses, this little oasis provides you with the best way to enjoy it all: with private water view balconies. And inside your room, you’ll find two-person whirlpools, fireplaces, and plush robes.

Website: https://countryhouseresort.com/

4. Canoe Bay

Canoe BaySource: canoebay
Canoe Bay

Slice off your own piece of majestic beauty at Canoe Bay. This heavenly retreat along the Chetek Lake will ease your mind and wipe away all your stress. And the best part about this gem? No children allowed.

No matter what you’re looking for during your sweet escape, Canoe Bay has it for you. In the summer, couples can head out for a day of adventure on the lake, canoeing, kayaking, and fishing. Or if you want to stay more low-key, indulge in the Jacuzzi tub in your gest room, and book an in-room massage from the resort to tune out the rest of the world.

Website: http://www.canoebay.com/

5.  The Alpine Resort of Presque Isle

The Alpine ResortSource: alpine-resort
The Alpine Resort

Tucked away into the Ottawa National Forest, the Alpine Resort gives couples the feeling that they’re the only two people for miles. Here, you can hide away in your own private cabin, spread out along the breathtaking shoreline of Presque Isle.

When you come to the Alpine, all you have to think about is getting up in the morning. Once you’ve made it there, a bountiful breakfast of eggs, cinnamon rolls, bacon, and more awaits you. Outside your cabin, there’s hundreds of miles of biking and hiking trails, golf courses, and fresh open air to clear your head.

When you and your significant other come to the Alpine, you’ll feel more rejuvenated with each passing moment.

Website: http://www.alpine-resort.com/

6. Honeybee Inn Bed & Breakfast

Honeybee Inn Bed & BreakfastSource: honeybeeinn
Honeybee Inn Bed & Breakfast

This enchanting B&B in Southern Wisconsin is sure to center you and rekindle the flame in your relationship. Country charm wafts through the Honeybee Inn, with the intimate feel of having only four guest rooms and innkeepers who are dedicated to their guests’ comfort.

To crank up the romance in your getaway to the Honeybee, indulge in one of their specialty packages. With the “Romance” Package, you and your loved one will be greeted with long stemmed roses in your room, a box of fine gourmet chocolates, and a bottle of wine.

With the “Birds and Bees” Package, couples will enjoy a boat tour along the famous Horicon Marsh State Wildlife Area, along with an elegant dinner for two at a local restaurant, and chocolate covered strawberries.

Website: http://honeybeeinn.com/

7. Iron Horse Hotel

Iron Horse HotelSource: theironhorsehotel
Iron Horse Hotel

While the Iron Horse has been around for over 100 years as a warehouse, it has only recently been converted into much sought-after hotel that it is today. This AAA Four-Diamond luxury establishment serves visitors of Milwaukee with an all-star experience.

When you stay at the Iron Horse, there’s no reason to ever leave the premises because all the activity comes to you. Every weekday evening, the hotel hosts “Local Motives,” a live music series with local Wisconsin-made beers, spirits, and appetizers. And then every Friday, the Iron Horse puts on the Friday Fish Fry, an homage to Milwaukee tradition.

And the Iron Horse is no place to separate you from your pets. For an additional fee, the hotel will welcome your dog of any size with his/her own water dish and treats and a doggy in-room dining menu.

Website: http://www.theironhorsehotel.com/

8. Cliffside Cabin – Muscoda

Cliffside Cabin – MuscodaSource: rentcliffsidecabin
Cliffside Cabin – Muscoda

As the name suggests, this Wisconsin gem is built on a cliff overlooking the gorgeous Kickapoo River Valley. With 250 acres of quiet woodlands, the Cliffside Cabin will undoubtedly give you the serenity you need to reconnect with your loved one.

Enjoy the rustic nature of staying in a log cabin in the woods, but with the finishing touches of a wrap-around porch, floor-to-ceiling windows, and modern amenities.

During the day, grab your special someone and head to the nearby Kickapoo Indian Caverns, and peer inside the Eagle Cave, the region’s largest onyx cave.

Website: http://www.rentcliffsidecabin.com/

9. Graduate Madison

Graduate MadisonSource: graduatemadison
Graduate Madison

For alumni of the University of Wisconsin, this chic hotel near campus promises all the glory of college life, with luxurious comfort you didn’t have the first time around. Swing back into nostalgia and relive all the excitement, this time with your loved one.

Stroll along the historic Langdon Street, dotted with bustling shops, just outside the Graduate’s doors. Take in the impeccable views of Wisconsin’s capital from the hotel’s very own rooftop bar and restaurant. And relax in your adult hotel room, full of college spirit and style.

Website: http://graduatemadison.com/

10. Mansion Hill Inn – Madison

Mansion Hill Inn – MadisonSource: mansionhillinn
Mansion Hill Inn – Madison

Combine history with sophistication during your next romantic getaway to Madison, Wisconsin. For over 160 years, the Mansion Hill is has been hosting glamorous travelers.

All rooms at the Mansion Hill are grand and luxurious. Soak under the rain water showers and in the whirlpool tubs in your guest room. Savor the rich flavors of complimentary European-style continental breakfast in the mornings.

Explore Wisconsin’s capital city by day, and return to a home-away-from-home at night, where everything is taken care of for you.

Website: http://www.mansionhillinn.com/

11. House on the Rock Resort in Spring Green

House on the Rock ResortSource: southwestwi
House on the Rock Resort

For lovers of golf or relaxation in general, the House on the Rock Resort is a perfect getaway spot. The 27 holes of championship golf alone attract visitors from all over the Midwest. Once you add in exceptional spa services, exquisite dining options, and spacious suites, this resort becomes a haven for love birds looking for some R&R.

This Zen oasis features calming accommodations with whimsical and exotic exhibits and displays throughout. These exhibits include none other than the world’s largest carousel as well as a 200-foot sea creature, longer than the Statue of Liberty is tall.

Check out the House on the Rock Resort for a getaway that mixes relaxation with fun.

Website: https://www.thehouseontherock.com/HOTR_Lodging_Resort.htm

12.  Whispering Pine Lodge and Resort

Whispering Pine LodgeSource: whisperingpinelodge
Whispering Pine Lodge

For couples looking for solitude and intimacy, there’s no better place than the Whispering Pine Lodge in the secluded North Woods of Wisconsin.

Here, you and your loved one can upgrade the romance of a typical lodge to having your own cabin on the lake all to yourselves. All cabins come fully furnished and lead directly out onto the lakeside beaches and docks.

During the warmer months, guests can take advantage of swimming, kayaking, boating, fishing, water skiing, and tubing out on the lake. During the winter, you can go cross-country skiing, showshoeing, snowmobiling, ice fishing, or simply cozy up with your sweetheart next to the fire in your cabin.

Website: http://www.whisperingpinelodge.com/

13. Baileys Harbor Yacht Club Resort

Baileys Harbor Yacht Club ResortSource: bhycr
Baileys Harbor Yacht Club Resort

The Baileys Harbor Yacht Club allows you and your loved one to soak up the peace and quiet of Mother Nature without having so sacrifice quality of life.

This waterfront resort is located just one mile from town in a tranquil location on the beach. With an indoor and outdoor pool, guests have an array of bodies of water to choose from. And then with a hot tub, sauna, gas grills, and bike trails, you’ll never run out of ways to enjoy your time away.

Website: http://www.bhycr.com/

14. Journey Inn

Journey InnSource: journeyinn
Journey Inn

The name of this retreat epitomizes its purpose. Here, you are going on a personal journey to regain a calm, steady mind and a rejuvenated soul. The Journey Inn provides guests with an eco-friendly environment in a natural setting to restore and renew the self.

The owners of the Journey Inn are a massage therapist and a psychologist who together had the dream of opening a healing center committed to a body-mind orientation.

When you arrive, you and your loved one will be greeted with a center made from organic materials that utilizes solar energy. You can choose any body/mind services available, such as massage therapy, energy therapy, yoga, soaking in a Japanese meditative tub, and more.

Website: http://www.journeyinn.net/

15. Door County Lighthouse Inn

Door County Lighthouse InnSource: dclighthouseinn
Door County Lighthouse Inn

Unfortunately, this is the last season to enjoy the Door Country Lighthouse Inn, as the owners are retiring after 15 years of hosting guests from all walks of life.

While you can still make it, pop into this charming lighthouse styled B&B surrounded by 300 miles of beautiful shoreline and 10 historic lighthouses. Within walking distance to shops, restaurants, and the marina, the Door County Lighthouse Inn has captured the perfect location for a romantic weekend away with your loved one.

Website: http://www.dclighthouseinn.com/



15 Best Romantic (Weekend) Getaways in Wisconsin:

  • Washington House Inn
  • Pfister Hotel
  • Country House Resort in Sister Bay
  • Canoe Bay
  • 5.  The Alpine Resort of Presque Isle
  • Honeybee Inn Bed & Breakfast
  • Iron Horse Hotel
  • Cliffside Cabin – Muscoda
  • Graduate Madison
  • Mansion Hill Inn – Madison
  • House on the Rock Resort in Spring Green
  • 12.  Whispering Pine Lodge and Resort
  • Baileys Harbor Yacht Club Resort
  • Journey Inn
  • Door County Lighthouse Inn