10 Romantic Getaways in Wisconsin for the Ultimate Retreat

by Brittany Varano
Updated March 20, 2023

best romantic getaways wisconsin
Photo: Kimpton Journeyman Hotel

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You’ll fall head over heels these incredibly romantic destinations scattered across Wisconsin.

When the itch to get away hits, why not do so with the person you love? Whether celebrating a special occasion or soaking up some time away together, a couple’s retreat can be just the ticket to some much-needed R&R.

Thankfully, Wisconsin is home to many incredible destinations that are sure to excite. For luxury seekers, historic AAA Diamond-rated hotels stand ready to cater to your every need. And beer lovers can wake up in Milwaukee’s historic Pabst brewery turned inn. If something more lowkey is your style, romantic glamping sites, beautiful lake escapes, and oh-so-charming small towns are also on the docket, offering a perfect retreat for every couple.

So pour yourself a glass of locally made wine (or beer), grab a fresh cheese platter, and find your match made in heaven with one of these romantic Wisconsin getaways.

Related Read: 10 Best Hikes in Wisconsin for Hitting the Trail Any Time of Year

1. Helvetia Hideaway

wisconsin romantic getaway cottage
Photo: VRBO

Why you should stay: A lakefront home in the countryside not far from Wausau.

  • Nearest town: Iola
  • Sleeps: 6
  • Minimum stay: 5 nights
  • Rates start from: $200/night

Nothing says romantic getaway in Wisconsin than the Helvetia Hideaway, a quaint farmhouse along the shores of a private lake. This countryside home oozes vintage charm yet features upscale amenities that promise relaxation. You can curl up with your loved one next to the fireplace in the living room or enjoy the soothing warmth of the outdoor hot tub.

This peaceful vacation rental is on a sprawling 20 acres with a classic red barn. Walking trails line the yard allowing for leisurely strolls, and a stretch of private lakeshore offers a jumping-off point for lake fun. Kayaks are provided for those feeling a bit adventurous.

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Follow ‘em: HelvetiaHideaway_Farmhouse

2. The Northern Glamping Camp

romantic glamping getaway wisconsin
Photo: Hipcamp

Why you should stay: A pet-friendly glamping tent nestled in Wisconsin’s great Up North near popular outdoor attractions.

  • Location: Crivitz
  • Sleeps: 8
  • Minimum stay: 2 nights
  • Rates start from: $67/night

At The Northern Glamping Camp, tent-style cabins provide a nature-focused way to disconnect. Combining the joys of classic camping with the comforts of a hotel stay, each tent is furnished with a plush mattress, a seating area, and a sink. Clean bathroom facilities can be found a short walk from the cabins.

Beautiful destinations like Governor Thompson State Park and the Peshtigo River State Forest are right at your fingertips, where you can hike or go for a ride along the area’s ATV trails. When hunger strikes after a day of adventure (or relaxation), be sure to stop in at the Wheel Inn, a popular restaurant and bar owned by your hosts.

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Related Read: 10 Beautiful Scenic Drives in Wisconsin to Take This Year

3. Sanctuary at Little Sand

wisconsin romantic getaway outdoors
Photo: Hipcamp

Why you should stay: A cozy canvas tent offering peace and quiet a short drive from Lake Superior’s Little Sand Bay.

  • Nearest town: Bayfield
  • Sleeps: 4
  • Minimum stay: 2 nights
  • Rates start from: $95/night

Escape to the Sanctuary at Little Sand, a well-appointed glamping tent near Bayfield, Wisconsin’s gateway to the incredible natural wonder of the Apostle Islands National Lakeshore. Although a simple tent, the hosts have gone above and beyond to outfit it with comfortable touches, including a real bed and a lovely seating area on the front porch.

The tent doesn’t have plumbing, but fresh drinking water is provided as well as a complimentary bundle of firewood. Romantic string lights set the scene, illuminating the tent in the evenings as you sit next to the blazing fire. This site is nestled so deep into the Northwoods that you’ll be treated to excellent star gazing on clear nights.

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Related Read: 11 Unique Places to Stay in Wisconsin for an Unforgettable Getaway

4. The Brewhouse Inn and Suites

brewhouse romantic getaway wisconsin
Photo: Brewhouse Inn & Suites

Why you should stay: A historic brewery turned boutique hotel in downtown Milwaukee’s vibrant Brewery District.

  • Location: Milwaukee
  • Sleeps: 2-6
  • Minimum stay: 1night
  • Rates start from: $239/night

The Brewhouse Inn and Suites may be housed in the old Pabst brewery, but this AAA Triple Diamond hotel is far from outdated. Rather, original elements of this historic building have been preserved and artfully married with modern convenience. From the cream-colored brick that’s given Milwaukee the nickname “Cream City” to the large copper brewing kettles that still stand today, you can witness the hotel’s past as a brewery everywhere you look.

The hotel features spacious and upscale suites with fully stocked kitchenettes. A complimentary continental buffet breakfast is served daily and available to all guests. For an extra dose of romance, there are stay packages available, one of which delivers a bottle of bubbly and gourmet chocolates on arrival.

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Follow ‘em: BrewhouseInn

5. The Charmant

romantic getaway charmant wisconsin
Photo: The Charmant

Why you should stay: A boutique brick hotel with views of the Mississippi River in downtown La Crosse.

  • Location: La Crosse
  • Sleeps: 2-4
  • Minimum stay: 1 night
  • Rates start from: $179/night

Housed in an old candy factory that dates back to 1898, The Charmant is a AAA Four Diamond hotel with a fitness center and spa. While you have a few options for the type of room, every unit is superbly outfitted with a rain shower, mini-bar, and complimentary C.O. Bigelow toiletries. Upgrade options include a private balcony or bathtub, adding a touch of glamor to your stay.

In keeping with its origins, the hotel’s Sweets Bar serves gourmet chocolates to satisfy any sweet tooth, and at check-in, guests are treated to a small chocolate welcome gift. The hotel also features an onsite French restaurant where you can enjoy an intimate meal together before indulging in a nightcap up on the rooftop terrace.

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Follow ‘em: @TheCharmantlc

6. The Pfister

wisconsin romantic getaway pfister
Photo: The Pfister

Why you should stay: A luxury hotel known for its ornate lobby and Romanesque Revival architecture with all-inclusive packages.

  • Location: Milwaukee
  • Sleeps: 2-4
  • Minimum stay: 1 night
  • Rates start from: $169/night

Elegant elements and attention to detail make The Pfister one of Wisconsin’s best romantic getaways. Upon entering the hotel, you’ll immediately feel transported to the Gilded Age thanks to the ornate and exquisitely designed lobby. The Pfister’s historic splendor can also be observed through its marble accents, original hardwood, and impressive Victorian art collection.

The hotel’s WELL Spa + Salon allows couples to indulge in various body treatments and a couple’s massage. Sip refreshing libations from the Blu Bar and Lounge while taking in the city views from the 23rd floor. The Pfister is one of the best locations to stay in Milwaukee, within walking distance of the famous Milwaukee Art Museum and scenic shores of Lake Michigan.

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Follow ‘em: ThePfisterHotel

7. Canoe Bay

wisconsin romatic getaway canoe bay
Photo: Canoe Bay

Why you should stay: An adults-only lodge with private, romantic villas on a spring-fed lake.

  • Location: Chetek
  • Sleeps: 2-4
  • Minimum stay: 1 night
  • Rates start from: $325/night

Catering specifically to couples, Canoe Bay is an outdoor resort that ensures all guests enjoy a restorative and romantic experience. As the only Relais Chateaux member in Wisconsin, Canoe Bay is part of a prestigious collection of hotels recognized for its luxury. All booking options are private cottages or tiny homes featuring delightful amenities like a whirlpool tub, fireplace, and deck.

On the weekends, you won’t have to lift a finger as all locally-sourced dinners are cooked fresh and delivered right to your cottage. The hotel grounds sit on a sweeping 300 acres of forest 30 minutes north of Chippewa Falls, promising utmost tranquility during your stay. When the itch to be active hits, there are also kayaks and paddleboards available for guests to use in the summer.

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Follow ‘em: @CanoeBayRelaisChateaux

8. Hidden Serenity Bed & Breakfast

romantic getaway b and b wisconsin
Photo: Hidden Serenity B&B

Why you should stay: An intimate B&B with upscale amenities and a mini spa.

  • Location: West Bend
  • Sleeps: 2
  • Minimum stay: 1 night
  • Rates start from: $184/night

The Hidden Serenity Bed & Breakfast is an unassuming and quaint romantic getaway. Away from the state’s biggest cities but not so far to be inconvenient, guests are free to roam and enjoy the wooded 24-acre property. Wisconsin’s newest state park, Lizard Mound State Park, is right around the corner and protects Native American burial mounds in the shape of local wildlife.

Back at the B&B, you’ll be sure to appreciate the luxurious touches that include the likes of fireplaces and jetted tubs. The onsite spa offers a variety of treatments, most notably the 60-minutes couple’s massage. Every morning a fresh breakfast is served, featuring French press coffees, fruit juices, and gourmet specialties.

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Related Read: 9 Luxury Cabins in Wisconsin Where Nature Meets Splendor

9. Kimpton Journeyman Hotel

wisconsin romantic getaways kimpton
Photo: Kimpton Journeyman Hotel

Why you should stay: A sophisticated four-star hotel with a rooftop bar in Milwaukee’s Historic Third Ward.

  • Location: Milwaukee
  • Sleeps: 2-4
  • Minimum stay: 1 night
  • Rates start from: $312/night

The Kimpton Journeyman Hotel is the definition of modern style. This contemporary hotel is a member of IHG Hotels and Resorts and features an ornate bar and restaurant. Guests will find a yoga mat in every room and can take advantage of the hotel’s community bikes.

Add-on packages can be purchased to make your stay extra special such as a Bed & Brunch served by the hotel’s Tre Rivali Restaurant and a Special Occasion Package that includes chocolates, champagne, and a convenient late check-out of 2 pm. The Historic Third Ward is a beautiful place to stay in Milwaukee and is highly regarded for its historic brick warehouses and lovely River Walk.

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Follow ‘em: @Kimpton

10. Saint Kate: The Arts Hotel

unique places to stay WI - saint kate
Photo: Saint Kate

Why you should stay: A AAA Four Diamond arts hotel next to the Pabst Theater.

  • Location: Milwaukee
  • Sleeps: 2-4
  • Minimum stay: 1 night
  • Rates start from: $226/night

Garnering the attention of Conde Nast Traveler, Saint Kate: The Arts Hotel was featured as one of Wisconsin’s coolest hotels. No doubt thanks to the hotel’s unique amenities that include a record player and ukulele in every room. Saint Kate’s rooms also boast a bright and airy space characterized by calming neutrals and tasteful pops of color accented by art created by Wisconsin-based artists.

At check-in, guests are welcomed with a signature beverage, and two onsite restaurants and bars ensure your hunger is always satisfied and your thirst always quenched. Feet from the hotel, Milwaukee’s famous Bronze Fonz stands ready for a photo to memorialize your romantic getaway.

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Follow ‘em: @SaintKateArts

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