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14 Most Romantic Getaways in Wisconsin

As a native Midwesterner, I often took weekend trips in Wisconsin to spend time outdoors in nature and explore the unique towns. I also found that there are lots of great areas throughout the state for romantic getaways if you are looking to plan something special for your partner.

A perfect couple’s trip starts with a lovely place to stay, so here are some hotel and resort ideas for romantic getaways in Wisconsin.

Charmant Hotel, La Crosse Charmant Hotel
Credit: Charmant Hotel by Charmant Hotel

Charmant Hotel, La Crosse

The Charmant Hotel is a uniquely beautiful couple’s retreat that dates back to 1898 and was originally built as a candy factory. Today, it has an open-concept restaurant, bar, rooftop deck, and café. The rooms and suites are elegantly designed and come in eight types. Some rooms have private balconies, views of the Mississippi River, sitting areas, and bathtubs. There are live events scheduled at the hotel, including musical performances with free admission, outdoor concerts, and happy hour in the lobby bar. To celebrate your love, arrange for an enhancement add-on, such as breakfast in bed.

Key Amenities:

  • Rooms with balconies and river views

  • Live musical performances and happy hour specials

  • Romantic breakfast-in-bed offer  

Baker's Sunset Bay Resort, Wisconsin Dells Baker's Sunset Bay Resort
Credit: Baker's Sunset Bay Resort by sunsetbayresort.com

Baker's Sunset Bay Resort, Wisconsin Dells

Couples’ trips are fun in the Wisconsin Dells, especially when you stay at Baker’s Sunset Bay Resort. The resort is on the shores of Lake Delton and on the quiet side of the Dells. You can use the double kayak with your sweetheart on the lake, soak in the hot tub, soothe sore muscles in the dry sauna, and swim in the indoor and outdoor pools. Condos are available to rent in addition to standard rooms, and some accommodations are pet-friendly.

Key Amenities:

The Abbey Resort, Fontana-On-Geneva-Lake The Abbey Resort, Fontana-On-Geneva Lake
Credit: The Abbey Resort, Fontana-On-Geneva Lake by The Abbey Resort

The Abbey Resort, Fontana-On-Geneva-Lake

The Abbey Resort is a full-service resort on 90 acres of lakeside property. It is home to a 35,000-square-foot spa, indoor and outdoor pools, and live music performances. You and your partner can book spa treatments, such as couples’ massages, right at the resort. In total, there are cozy guest rooms with patios and balconies. But if you would like a bit more space to relax, book one of the suites or villas. Choose the waterfront dining restaurant for a romantic treat, and sip original craft cocktails to experience the authentic flavors of Wisconsin. Spa and romance packages are available.

Key Amenities:

  • Suites and villas for more relaxation space

  • Couples’ massages at the spa

  • Romance packages with champagne and truffles

Justin Trails Resort, Sparta Justin Trails Resort
Credit: Justin Trails Resort by Justin Trails Resort

Justin Trails Resort, Sparta

The Justin Trails Resort offers luxury cabins in Wisconsin that are picturesque and romantic. Cabins for rent here have gas fireplaces, whirlpool bathtubs, and handcrafted log beds. They are located on a 200-acre property with beautiful areas to hike and enjoy the scenery. There are charming suites and glamping cabins that allow dogs, so you don’t have to leave your furry friend behind. This is a popular venue for barn weddings and is designed for couples seeking both peacefulness and adventure.

Key Amenities:

  • Dog-friendly glamping cabins and suites

  • Barn wedding venue available

  • Disc golf course and hiking trails

The Edgewater, Madison The Edgewater Madison
Credit: The Edgewater Madison by The Edgewater Madison

The Edgewater, Madison

For your romantic trip to Madison, plan to stay in this historic boutique hotel. The Edgewater is located in downtown Madison and has a full-service spa and spacious rooms with luxury hotel services. You’ll be at the water’s edge of Lake Mendota and be in a AAA Four Diamond property. Spa packages are available to treat yourselves to a little pampering, and there are special events like concerts and holiday happenings scheduled here. Due to the hotel’s waterfront location, you can take advantage of complimentary boat ride nights and pop-up pier parties.

Key Amenities:

  • Waterfront location with boat rides and pier parties

  • Spa with package deals available

  • Multiple restaurants and private dining available

Hotel Metro, Milwaukee Hotel Metro, Autograph Collection (Milwaukee)
Credit: Hotel Metro, Autograph Collection (Milwaukee) by Hotel Metro, Autograph Collection

Hotel Metro, Milwaukee

One of the best hotels in Milwaukee, The Hotel Metro is a boutique hotel downtown that is eclectic and romantic for couples. It offers beautiful city views and has an in-house restaurant serving European-style cuisine. Your stay here can include an oversized guestroom with special perks like a welcome bottle of champagne and complimentary parking. Head up to Milwaukee’s only rooftop tiki bar at the hotel, or relax by the fireplace in your suite on a chilly night.

Key Amenities:

  • Select suites with fireplaces

  • Milwaukee’s only rooftop tiki bar

  • On-site restaurant with modern European fare

Mansion Hill Inn, Madison Mansion Hill Inn
Credit: Mansion Hill Inn by Mansion Hill Inn

Mansion Hill Inn, Madison

Madison is a popular romantic getaway spot for couples, and this boutique is wonderfully romantic and sophisticated. There are just 10 rooms at this boutique hotel, which has been hosting guests for over 160 years. To celebrate something special, book one of the suites. Your stay includes a complimentary European-style continental breakfast, nightly turndown service with fresh cookies, complimentary bikes, and wood-burning fireplaces. There is a bar on-site serving beer, wine, and signature cocktails.

Key Amenities:

  • Italian marble, wood-burning fireplaces

  • Complimentary breakfasts and bar on-site

  • Free use of bikes

Grand Geneva Resort & Spa, Lake Geneva Grand Geneva Resort & Spa
Credit: Grand Geneva Resort & Spa by Grand Geneva Resort & Spa

Grand Geneva Resort & Spa, Lake Geneva

The Grand Geneva Resort & Spa is a romantic getaway that feels a million miles away from everyday life. It offers a spa and opportunities to golf, hike, bike, and ski. The resort is just an hour north of Chicago and among rolling hills and natural landscapes. The guest rooms and suites feature curated artwork and scenic views in a woodland setting. There are multiple restaurants and cafes on-site, while the spa offers packages and fitness classes are available.

Key Amenities:

  • Weekly resort activities

  • Multiple bars and restaurants

  • Spa with a couple’s retreat package

Sundara Inn & Spa, Wisconsin Dells Sundara Inn & Spa
Credit: Sundara Inn & Spa by Sundara Inn & Spa

Sundara Inn & Spa, Wisconsin Dells

One of the best places to plan a spa getaway for your romantic trip is the Sundara Inn & Spa. This is a Wisconsin Dells destination that offers seasonal spa treatments and a wellness passport system that includes overnight stays, spa credits, and members-only benefits. While staying here, couples can enjoy 26 treatment rooms at the spa and stay in Vanya accommodations in the woods, spa-like suites, spacious villas, or accommodations among the tall pines and peaceful views. Other benefits of staying here are the swim-up bar at the pool, nourishing cuisine, tranquil meditation spaces, championship golf course, fitness studio, and chauffeur service.

Key Amenities:

  • Spa with seasonal treatments and a passport system

  • Woodland-inspired accommodation in nature

  • Pool with swim-up bar and golf course

Anaway Place, Richland Center Anaway Place
Credit: Anaway Place by Anaway Place

Anaway Place, Richland Center

On a romantic getaway to Anaway Place, you and your partner will stay on over 80 acres of land in the Driftless region of southwest Wisconsin and feel at peace in nature. The retreat offers opportunities to wander through the woods and soak up views of the surrounding hills. There is an on-site store to stock up on groceries, drinks, and local artisan goods. Read descriptions of the cabins on the Anaway Place website to choose the one that sounds best to you. For example, the Glass House offers an elevated glamping experience, and the Meadow House has 360-degree views of the woods and prairie.

Key Amenities:

  • Nature cabins filled with serene, natural light

  • On-site store for food and drinks

  • Picnic area in a field to watch the sunset

The Osthoff Resort, Elkhart Lake The Osthoff Resort
Credit: The Osthoff Resort by The Osthoff Resort

The Osthoff Resort, Elkhart Lake

Here’s a AAA Four Diamond resort on the shore of Elkhart Lake for a tranquil getaway with your sweetheart. It is a spa retreat where you can rejuvenate yourselves and take a proactive approach to wellness. Dining at the resort features numerous experiences in a relaxed and comfortable atmosphere. You can enjoy live music, such as dueling pianos, at the resort while staying in one of the one-, two-, or three-bedroom suites. There are seasonal and romance packages available, including a couple’s package that includes dinner for two, breakfast for two, and spa treatments.

Key Amenities:

  • Lakeside resort location

  • On-site spa

  • Live music performances

  • Romantic packages with food and spa credit

Delton Grand Resort and Spa, Wisconsin Dells Right along the shores of beautiful Lake Delton
Credit: Right along the shores of beautiful Lake Delton by deltongrandresort.com

Delton Grand Resort and Spa, Wisconsin Dells

To plan something special for the one you love, you can also book accommodation at the Delton Grand Resort and Spa. This top-rated Wisconsin Dells resort has won numerous awards and is ideal for all types of travelers. There are luxury villas here and many amenities, including beaches, piers, boat slips, indoor and outdoor pools, lakefront fire pits, and an on-site spa in a lakefront building. This is the only waterfront spa in the Dells.

Key Amenities:

  • Vacation home-style condos

  • The only waterfront spa in the Dells

  • Pools, beaches, and a whirlpool

Brewhouse Inn & Suites, Milwaukee Brewhouse Inn & Suites
Credit: Brewhouse Inn & Suites by Brewhouse Inn & Suites

Brewhouse Inn & Suites, Milwaukee

Couples who love a good pint of beer will enjoy staying at the Brewhouse Inn & Suites in Milwaukee. This historic hotel is in the former Pabst Blue Brewery and offers studios to two-bedroom suites for guests. The suites have their own kitchens and everything you need to cook meals. The Brewhouse Inn serves complimentary buffet breakfasts daily. There is a gastropub at the hotel with daily specials. For a romantic stay, book the date night package with champagne, chocolate, and a luxurious bath amenity.

Key Amenities:

  • Suites with kitchens

  • Buffet breakfast and gastropub

  • Date night package with champagne and chocolates

Canoe Bay, Chetek Canoe Bay
Credit: Canoe Bay by Canoe Bay

Canoe Bay, Chetek

Canoe Bay is a romantic getaway that is restful and restorative for couples. It is an adults-only resort in the Wisconsin Northwoods and offers outdoor adventures, such as kayaking, fishing, and swimming on the private, glacially carved lake. Canoe Bay offers private cottages built for two and has overnight accommodations on a 300-acre country estate. There is a trail system that you can explore together with your hiking boots or snowshoes. Then you can come back to your cedarwood accommodation and relax by the fire or in the whirlpool tub, Finnish sauna, or steam shower.

Key Amenities:

  • Unique cabins built for two adults

  • Private whirlpool tubs

  • Prix fixe menu for in-room dinners

Travel Deals

Arthouse Hotel New York | 25% Off

$230+

The Standard London w/ Zodiac Retreat

$200+

One-Way & R/T Business Class Sale | Up To 77% Off

$1209+

Alohilani Resort Waikiki Beach Honolulu

$200+

Carillon Miami Wellness Resort | 15% Off

$275+

Park Lane Hotel New York | 4th Night Free

$325+

Hilton Rose Hall All-Inclusive Resort | Jamaica

$169+ pp/pn

Hotel Nikko San Francisco w/ Breakfast Buffet

$200+

The Dupont Circle Hotel Washington DC

$275+