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

Discover the top 20 romantic getaways in Wisconsin, from cozy cabins to luxury resorts. Perfect for couples seeking romance & retreat in nature's beauty.

Tobi Miles
August 17, 2022
20 Best Romantic Getaways In Wisconsin (Hotels, Resorts, & Cabins)

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 Rating: 8.6

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 Rating: 7.3

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 Rating: 9.7

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

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 Rating: 9.3

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 Rating: 8.8

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

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 Rating: 8.6

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 Rating: 9.1

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

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 Rating: 9.4

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 Rating: 9.2

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 Rating: 9.0

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

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 Rating: 9.4

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 Rating: 9.1

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 Rating: 9.2

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

Expedia Rating: 4.9

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

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

Tobi Miles
Article updated:
March 28, 2024
A nomadic wordsmith savoring the world's flavors and penning stories that turn every journey into an epic.
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