Romantic Getaways - 18 min read

20 Best Romantic Getaways In Wisconsin (Hotels, Resorts, & Cabins)

Lauren Abbott

Lauren Abbott, Updated October 2, 2022

Wisconsin is a place where nature meets the modern world. The state is known for its waterparks, outdoor activities, festivals, and, of course, cheese. It’s also known to have plenty of locations perfect for a romantic getaway, whether you consider yourself the outdoors type or not.

It is home to more than 1,000 miles of gorgeous Great Lakes coastline on Lakes Superior and Michigan. Dense forest and charming countryside characterize much of the state. The driftless region in the southwest is full of stunning landscapes and phenomenal topography.

Small town charm and idyllic countryside make Wisconsin perfect for a romantic getaway with that special someone. Whether you prefer a quiet cabin in the woods or a glitzy resort with all the amenities, you can find it in Wisconsin. The best accommodation options for couples include the Delafield Hotel and Grand Geneva Resort and Spa. 

Wisconsin has some hidden gems across the state that are perfect for a romantic getaway. We pulled together some of the best accommodations the state has to offer. From full-service resort-style hotels to backwoods inns and lodges, find your perfect retreat for two on this list.

1. DoubleTree Pleasant Prairie Kenosha 

Credit: Hilton

Conveniently located near I-94 connecting Chicago to Milwaukee. This Hilton-owned and operated location has all the amenities of a five-star hotel.

A perfect staging location for couples looking to get out and see southeastern Wisconsin as part of their romantic getaway.

Mere miles from Lake Michigan this hotel is nearby to any number of activities. As a Hilton property be assured you’ll get the privacy and service you’re after, as well.

If you want to be able to explore your surroundings on your couples retreat, this DoubleTree by Hilton will serve you well. Straddling the state line, you can easily access Chicago as well as Milwaukee.

Address: 11800 108th Street, Pleasant Prairie, WI 53158
Phone Number: (262) 857-3377
Website: DoubleTree Pleasant Prairie Rating: 8.6

Ready to book your next romantic getaway at the DoubleTree Pleasant Prairie? Book Now

2. Grand Geneva Resort and Spa 

Credit: Grand Geneva Resort

The Grand Geneva Resort is located on a sprawling 1,300 acres of woodland on the coast of Lake Geneva. A nearby ski hill transforms into a summer adventure center when the weather warms up. Standard rooms, luxury suites, and individual villas are all available.

The resort offers plenty of seasonal packages. Check with their website before you book to see what’s available at the time of year you’re looking to travel. Spa and massage services are also available.

The Grand Geneva is known for its ski packages and winter fun. Ice skating, sledding, cross-country skiing, and snowshoeing are all also popular. If a winter romantic getaway is in the cards for you, it doesn’t get much better than the Grand Geneva Resort and Spa.

Address: 7036 Grand Geneva Way, Lake Geneva, WI 53147
Phone Number: (262) 248-8811
Website: Grand Geneva Resort Rating: 7.3

Ready to book your next romantic getaway at the Grand Geneva Resort? Book Now

Related Read: 15 Best Waterfalls In Wisconsin

3. The Delafield Hotel 

Credit: The Delafield Hotel / Facebook

Each room is unique in this modern, sophisticated boutique-style hotel. Blocks away from a river connecting two large lakes, the Delafield Hotel is perfectly located.

From here you can explore Milwaukee to the east, head west into the woodlands, or north for lakeshore fun. Many packages and add-ons are available, including a fun date-night package. Relaxing spa services are also available.

On-site dining includes a modern American kitchen called I.D. and great breakfast options at Blue Collar Coffee Co. Suites and standard rooms are available. Be sure to look through all the options since each room has its character.

Address: 415 Genesee Street, Delafield, WI 53018
Phone Number: (262) 646-1600
Website: Delafield Hotel Rating: 9.7

Ready to book your next romantic getaway at the Delafield Hotel? Book Now

4. Journey Inn 

Credit: Journey Inn, an eco-retreat / Facebook

Billed as an ‘eco-retreat’ the Journey Inn is truly one-of-a-kind. You’ll find the perfect Wisconsin romantic getaway secluded in the woods near Lake Pepin. Lodging options include a main bed and breakfast area and a separate cottage.

Immerse yourself in nature with your loved one. Book a visit to the EarthSky BodyMind center, a full-service nature-themed spa. Try your hand at energy therapy while gazing at the hills and prairies of the Wisconsin countryside.

Connect with each and with nature in the eco-retreat of Journey Inn. Many unique options are available to customize your romantic getaway, be sure to contact the Inn ahead of time to plan your perfect retreat.

Address: W3671 200th Avenue, Maiden Rock, WI 54750
Phone Number: (715) 448-2424
Website: Journey Inn

Ready to book your next romantic getaway at the Journey Inn? Book Now

Related Read: Top 40 Best Camping Spots in Wisconsin

5. Washington House Inn 

Credit: Washington House Inn

Beautifully appointed and tastefully decorated, this historic bed and breakfast is described as an oasis of relaxation. Each room at the inn is unique. Stone walls highlight the inn’s history and character.

The Washington House Inn is situated in a charming small town with a local winery and brewpub within walking distance. Enjoy a romantic stroll through town before settling down with a glass of wine in front of the fireplace.

Find quiet time together in Cedarburg. Take advantage of local ice skating, scenery, and a calming picturesque river backdrop on your romantic getaway.

During the summer, take in a round of golf or tour the winery. Be sure to try the excellent dining options in the area.

Address: W62 N573 Washington Ave., Cedarburg, WI 53012
Phone Number: (262) 375-3550
Website: Washington House Inn Rating: 9.3

Ready to book your next romantic getaway at the Washington House Inn? Book Now

6. Baileys Harbor Yacht Club Resort 

Credit: Baileys Harbor Yacht Club Resort

Bailey’s Harbor Yacht Club Resort is a nautically themed resort-style hotel. There are four types of rooms available, including suites. An indoor pool area makes this a great option any time of year.

Located along the shore of Lake Michigan, there are plenty of local sights to see. Take a boat tour to see the Bailey’s Harbor Lighthouse.

Hike the Toft Point trail and reconnect with nature. Or just take in a breathtaking sunset while enjoying drinks with your loved one at the resort.

With several dining options, you’ll find exquisite cuisine during your stay. Whether your romantic getaway should include the outdoors or not, you’ll find the perfect location at Baileys Harbor Yacht Club.

Address: 8151 Ridges Road Baileys Harbor, Door County, WI
Phone Number: (800) 927-2492
Website: Baileys Harbor Yacht Club Resort Rating: 8.8

Ready to book your next romantic getaway at the Baileys Harbor Yacht Club Resort? Book Now

7. Canoe Bay 

Credit: Canoe Bay / Facebook

Canoe Bay is the quintessential cottage getaway for couples. The campus is 300 beautiful acres of hardwood forest with wildlife and nature in all directions. There are extensive hiking and snowshoeing trails throughout the area.

After a day of exploring your surroundings take in the view on your private deck. Or enjoy a drink by your fireplace inside your private cabin.

Each cabin has a two-person whirlpool tub. Canoe Bay has a fully-staffed kitchen providing door-to-door service to each cabin with an incredible menu.

It’s hard to imagine lodging with more privacy and seclusion than the offerings at Canoe Bay. For a truly unique backwoods cabin experience designed for a romantic getaway, look no further than this one-of-a-kind cabin-meets-resort accommodation.

Address: W16065 Hogback Rd, Chetek, WI 54728
Phone Number: (715) 924-4594
Website: Canoe Bay

Ready to book your next romantic getaway at the Canoe Bay? Book Now

Related Read: 25 Best Hiking Trails in Wisconsin

8. Graduate Madison 

Credit: Graduate Hotels

The Graduate is perfectly situated for an urban getaway for two. Stroll through the University of Wisconsin campus before enjoying a phenomenal meal at one of the highly-rated restaurants nearby.

Pet friendly, the Graduate features a 24-hour fitness center and a summer camp-inspired rooftop bar. A lobby coffee bar, the Poindexter, features any number of sweet treats and delectable coffee drinks.

With a ‘mad-for-plaid’ décor throughout the building, the Graduate has a college town feel without the college town ruckus. If you’re looking for a good home base for your couple’s retreat to downtown Madison, look no further than the Graduate.

Address: 601 Langdon St, Madison, WI 53703
Phone Number: (608) 257-4391
Website: Graduate Madison Rating: 8.6

Ready to book your next romantic getaway at the Graduate Madison? Book Now

9. Pfister Hotel 

Credit: The Pfister Hotel (424 E Wisconsin Ave, Milwaukee) / Facebook

A boutique hotel in the heart of Milwaukee, the Pfister Hotel has been an iconic part of the Milwaukee skyline for many years. With plenty of history, the hotel has been described as a “palace for the people”.

The hotel showcases an expansive collection of Victorian art. The halls are adorned with some of the finest pieces of art the world has ever seen. The hotel also hosts an artist-in-residence, a long-standing program that elevates an artist by allowing them the freedom to create.

Several packages are offered to make your stay one-of-a-kind. A luxury all-inclusive package is perfect for a romantic getaway to downtown Milwaukee.

Evidence of the hotel’s rich history and art appreciation is everywhere. Book their package including tickets to the Milwaukee Museum of Art, right down the street.

Address: 424 East Wisconsin Ave, Milwaukee, WI 53202
Phone Number: (414) 273-8222
Website: Pfister Hotel Rating: 9.1

Ready to book your next romantic getaway at the Pfister Hotel? Book Now

10. Alpine Resort of Presque Isle 

Credit: Alpine Resort of Presque Isle Wisconsin / Facebook

This resort is the perfect spot for a winter romantic getaway for two. Nestled within the Ottawa National Forest, the Alpine Resort offers privacy and seclusion with the amenities of a resort.

Guests can choose from authentic log cabins or bed and breakfast style accommodations. Accommodation options range from 1 to 4 bedrooms in size. Couples seeking additional privacy may be interested in the larger cabins with increased space. 

The resort offers hot breakfast served fresh every morning. This amenity is included with most rooms. The owners are also located on-site and available to help plan daily activities beyond the hotel.

Nearby, find the Porcupine Mountain State Park and the Sylvania Wilderness Tract. Outdoor enthusiasts will discover everything they need at the Alpine Resort.

Swimming, boating, fishing, and hiking are all easily accessible from the campus. Nearby Northwoods towns offer extensive shopping and dining options. During the winter, couples can ski and take in the beautiful snow-covered landscape.

Address: 7151 Crab Lake Road, Presque Isle, WI 54557
Phone Number: (715) 686-2800
Website: Alpine Resort of Presque Isle

Ready to book your next romantic getaway at the Alpine Resort of Presque Isle? Book Now

Related Read: 20 BEST Restaurants in Madison, WI

11. Mansion Hill Inn 

Credit: Mansion Hill Inn

Located in Madison, the Wisconsin state capitol, the Mansion Hill Inn is surrounded by history and architecture. Luxury amenities and comfortable charm characterize everything in the hotel.

Guests can enjoy daily complimentary breakfast and refreshments during their stay. The hotel features Italian marble wood-burning fireplaces throughout the building. All guests receive complimentary passes to B-Cycle, the Madison city bike program.

Nightly turndown service includes complimentary fresh baked cookies. The unique on-site bar offers an incredible list of cocktails for a relaxing night cap before bed. 

The hotel is within walking distance of at least 5 fine dining restaurants. For luxury and classic charm in an urban setting, book your romantic getaway at the Mansion Hill Inn.

Address: 424 N Pinckney St, Madison, WI 53703
Phone Number: (608) 255-0172
Website: Mansion Hill Inn Rating: 9.4

Ready to book your next romantic getaway at the Mansion Hill Inn? Book Now

12. Country House Resort, Sister Bay 

Credit: Country House Resort / Facebook

An adult-only resort in Wisconsin’s idyllic Door County. The first and second-floor rooms include private whirlpools for two, in-room fireplaces, and balconies with a view of the water.

Specialty rooms include all of these amenities plus multi-jet two-person showers. Both standard rooms and suites are available, including a one-of-a-kind penthouse suite.

Casually elegant and quiet, the Country House Resort is surrounded by a picturesque outdoor landscape. Take a walk down the shoreline trail into Sister Bay, a nearby village.

Described as a “paradise for foodies” you can find endless opportunities for touring and tasting. Find nightlife, art galleries, and theater for more adventures beyond the hotel.

Address: 2468 Sunnyside Rd, Sister Bay, WI 54234
Phone Number: (920) 854-4551
Website: Country House Resort Rating: 9.2

Ready to book your next romantic getaway at the Country House Resort? Book Now

13. Old Rittenhouse Inn 

Credit: WBBA

Consisting of two Victorian homes and a cottage, the Old Rittenhouse Inn is a boutique bed and breakfast style lodge. The campus boasts two magical wedding venues and features architecture you absolutely must see.

The cozy lakefront accommodations include each guest’s meal, served in the main house. Each room has its character and many feature a breathtaking view of the lake. Be sure to look through each of the options to find the one that suits you best.

For a truly unique romantic getaway book the Rittenhouse Cottage. Have the entire cottage to yourself and enjoy some of the add-ons offered by the Inn.

Address: 301 Rittenhouse Avenue, Bayfield, WI 54814
Phone Number: (715) 779-5111
Website:  Old Rittenhouse Inn Rating: 9.0

Ready to book your next romantic getaway at the Old Rittenhouse Inn? Book Now

14. Whispering Pine Lodge and Resort 

Credit: Whispering Pine Lodge

The Whispering Pine Lodge
and Resort consists of several cabins in Wisconsin’s Northwoods region. This romantic location is truly the outdoor enthusiast’s dream come true.

Reconnect and rekindle the romance in the presence of unparalleled lake and country beauty. Three miles southwest of St. Germain, the Whispering Pine Lodge and Resort offers various cottages and cabins.

Each unit is equipped with all the modern amenities you need and comes with a 14-foot aluminum boat to explore on your own. Take in the sights and sounds of Pickering Lake. Escape into the woods or lounge on the lakeshore with a fishing pole in your hand.

Be sure to check out the local area during your stay as well. There are plenty of activities that can be found in St. Germain and beyond. Multiple lakes and parks can be found throughout the region for optimal outdoor adventures. 

Address: 8440 Pinewood Drive, Saint Germain, WI 54558
Phone Number: (715) 479-4828
Website: Whispering Pine Lodge and Resort

Ready to book your next romantic getaway at the Whispering Pine Lodge and Resort? Book Now

15. Honeybee Inn Bed and Breakfast

Credit: Honeybee Inn Bed & Breakfast / Facebook

The Honeybee Inn has four incredibly decorated and perfectly appointed romantic rooms. A large fireplace in the main common area provides the perfect backdrop to enjoy time with one another. 

The inn is a bed and breakfast featuring a rotating menu every day. Spa services are available on-site as well. These include sauna treatments and full body massages. 

Several add-ons are available to spruce up the romance during a stay at the Honeybee Inn. These range from a special romance package to bike rentals.

Two of the four available rooms have private fireplaces, so choose your accommodation carefully. The friendly staff is always available by phone call to discuss availability and assist with finding the perfect room for your stay. 

The nearby city of Horicon is known for its nature trails, bird watching, and wildlife. Some activities that may be of interest include birdwatching, hiking, and snowmobiling. Plan your trip ahead of time to take advantage of all the area has to offer. 

Address: 611 East Walnut Street, Horicon, WI 53032
Phone Number: (920) 485-4855
Website: Honeybee Inn Bed and Breakfast Rating: 9.4

Ready to book your next romantic getaway at the Honeybee Inn Bed and Breakfast? Book Now

16. The Holiday Music Motel 

Credit: The Holiday Music Motel / Facebook

The Holiday Music Motel is the world’s only fully operational motel with live music, a fully functional radio station, and collaborative songwriting retreats. If you’re looking for a quirky and fun romantic getaway, check out this truly unique lodging option.

Enjoy the surroundings and amenities of Door County in a rare and unequaled setting. Guests should keep in mind that the Holiday Music Motel is, in fact, a motel.

Although you won’t find many of the amenities and packages that you would find in a resort, there are plenty of interesting things to experience beyond the motel.

There are parks all around the property and no fewer than seven marinas serving the immediate area. With plenty to do in Sturgeon Bay and beyond, the Holiday Music Motel is an essential experience when traveling to Wisconsin.

Address: 30 N. 1st Ave. Sturgeon Bay, WI 54235
Phone Number: (920) 743-5571
Website: Holiday Music Motel Rating: 9.1

Ready to book your next romantic getaway at the Holiday Music Motel? Book Now

17. Iron Horse Hotel 

Credit: The Iron Horse Hotel / Facebook

The Iron Horse Hotel is described as independent and unapologetic. Originally built in 1907, this hotel was initially a manufacturing company. Industrial chic décor is found throughout the building.

This hotel has a definite rebel vibe to it. If you own a motorcycle, you’ll find yourself right at home at the Iron Horse. The hotel provides a unique lodging experience for bikers and bike enthusiasts, but not exclusively.

A library, backyard yoga, a classic bar, and incredible food all round out the experience. For a unique Milwaukee experience during your romantic getaway, check out the Iron Horse.

Be sure to ask about their special packages and spa services. These include couple’s massages and hot stone massages. Expecting mothers can enjoy dedicated prenatal spa services as well.

This makes the Iron Horse the perfect spot for anything from a babymoon to casual weekend retreat.

Address: 500 W Florida Street, Milwaukee, WI 53204
Phone Number: (414) 374-4766
Website: Iron Horse Hotel Rating: 9.2

Ready to book your next romantic getaway at the Iron Horse Hotel? Book Now

18. Thorp House Inn and Cottages 

Credit: Thorp House Inn & Cottages / Facebook

This location is another one-of-a-kind experience in storied Door County, Wisconsin. The Thorp House Inn is a bed and breakfast with six unique rooms or 1-2 bedroom cottage rentals.

While they are all cozy and secluded, some of the rooms include whirlpool tubs. The Thorp Inn offers several different special packages and add-ons for a more comfortable stay.

Couples looking for romance can choose from the romantic getaway package, the anniversary package, or one of their many other options for a customized trip. 

The Inn also hosts a series of progressive dinners through the winter months for an added experience while in Fish Creek. These dinners generally run from December through February, which should be kept in mind while booking. 

Address: 4135 Bluff Lane, Fish Creek, WI 54212
Phone Number: (920) 868-2444
Website: Thorp House Inn
Expedia Rating: 4.9

Ready to book your next romantic getaway at the Thorp House Inn? Book Now

19. Lazy Cloud Lodge

Credit: Lazy Cloud Lodge / Facebook

The Lazy Cloud is both a boutique hotel and a bed and breakfast. There are two locations to choose from, both with their charm and character. If you’re looking for country charm with luxury amenities, look no further.

Each suite comes with a whirlpool tub for two, a fireplace, and a complimentary bottle of wine to round off your romantic getaway. All suites also include private entrances and outdoor patio areas.

Lake Geneva has plenty of exciting activities available all year-round. Take a sunset ride on the lake on board a beautiful yacht.

Travel up into the clouds in a hot air balloon. Or if land activities are more your speed, take in the numerous shops and dining options nearby.

Special occasion and a la carte add-ons are available. Make sure to look at their website, as many of these are seasonal and rotate out. The hotel staff is always available for any questions and assistance in booking the best available packages. 

Address: W4033 State Road 50, Lake Geneva, WI 53147
Phone Number: (262) 275-3322
Website: Lazy Cloud Inn

Ready to book your next romantic getaway at the Lazy Cloud Lodge? Book Now

20. Door County Lighthouse

Credit: Door County

This company owns and operates a series of vacation rental homes in Door County, Wisconsin. Plan your trip down to the finest detail by booking a rental cottage, condo, or full-size home.

Each choice has a wood-burning fireplace to make your Wisconsin getaway perfect. They also offer discounts for extended stays longer than 5 days.

Egg Harbor is known for festivals and events, in addition to all that Door County has to offer. Ski, fish, play golf, hike, bike, or just take in the sights in some of the most beautiful scenery imaginable. 

Door County is also hosting several races and marathons during the warmer months. To plan your Door County romantic getaway with specials and activities included in advance, check out the lodging through Door County Lighthouse.

Address: Egg Harbor, Wisconsin (WI) 54209
Phone Number: (920) 868-9088
Website: Door County Lighthouse Inn

Ready to book your next romantic getaway at the Door County Lighthouse Inn? Book Now

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