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23 Most Romantic Getaways in Wisconsin

The ultimate list of romantic getaways in Wisconsin with romantic cabins, romantics hotel and spas

Looking for a romantic couples’ getaway in Wisconsin? Look no further!

In this article, I’ll introduce you to the best ideas for spending time with your significant other in beautiful Wisconsin.

Romantic getaways in Wisconsin come in many shapes and forms, so you can definitely find the right one for you and your partner while you travel Wisconsin.

romantic getaways in wisconsin, A fishing resort on the Peshtigo River, popular with anglers
Romantic views at Peshtigo River

Whether you’re into outdoor sports and hiking, relaxing together at a spa, sampling local food and drink, or simply enjoying each other’s company in the gorgeous scenery, there’s something here for you!

There are so many amazing things to do in Wisconsin for couples, so it’s hard to get overwhelmed when trying to decide.

But don’t worry, I am here to help you find the perfect couples’ getaway Wisconsin has to offer you and a special someone.

These amazing couples getaways in Wisconsin will make you excited to book your next vacation, whether it’s for an anniversary, or just to say ‘I love you.’

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Overview: Top 5 Romantic Getaways in Wisconsin

  • Spa getaway in La Crosse
  • Hiking in Door County
  • Wine tasting at Wisconsin wineries
  • Weekend getaway in Wisconsin Dells
  • Getting active in the Apostle Islands

1. Book a romantic cabin in Wisconsin

best romantic cabin getaways in wisconsin, view of cabin in snow weather
Warm up together by the fire

Nothing says ‘romantic getaway’ like a remote cabin for just the two of you, complete with gorgeous scenery and a crackling fire in the evening.

If you want private romantic getaways Wisconsin is the perfect place to go on vacation.

There are plenty of luxury cabins in Wisconsin, scattered around the state’s endless woodland.

Whether you’re looking to hike or snowshoe together, enjoy some birdwatching, go sightseeing, or simply relax in a remote location far from everyday troubles, you won’t be disappointed.

Where to stay

There are tons of romantic cabin getaways in Wisconsin to choose from. One location worth recommending is the Hugel Hutte in Hubertus, just a 30-minute drive from Milwaukee.

This cozy cabin is a great choice any time of the year, with both an indoor fireplace and an outdoor fire pit.

Although the property is mostly surrounded by scenic woodland, the historic Fox & Hounds Restaurant is only steps away.

If you enjoy romantic walks together, you’ll be pleased to know that the beautiful Friess Lake is just a 15-minute walk away, and there are several nature parks in the area. – Check rates here

2. Go on a romantic weekend getaway to Wisconsin Dells

Go on a romantic weekend getaway to Wisconsin Dells, couple sat together om the snow beneath a blank outside of a cabin
Get cozy during the cold winters

Wisconsin Dells is a versatile destination for romantic getaways in Wisconsin, with something to suit everyone.

The city is home to several resorts and spas, offering couples packages as well. You could enjoy a massage together or a visit to a sauna.

After your luxury spa treatment, consider a visit to one of the many wineries, breweries, or distilleries in the area to sample local food and drink.

The Wollersheim Winery & Distillery, for instance, offers locally produced wine and spirits and a bistro.

If you’re looking for a more active romantic getaway, Wisconsin Dells lies close to several nature parks.

This includes Mirror Lake State Park and Devil’s Lake State Park, with scenic lake views, kayak rentals, and miles of hiking trails to conquer. – Check activities in Wisconsin Dells

Wisconsin Dells in winter is also great for a romantic getaway as there are so many fun things to do.

In the winter, visit Christmas Mountain Village just outside the city for skiing and snowboarding.

If the weather is not on your side, you can take the fun indoors and enjoy bowling and go-karting together, or try out one of the best escape rooms in Wisconsin.

Alternatively, rent a snowmobile and take a ride together on some of the best snowmobile trails in Wisconsin.

And of course, no list of romantic getaways in Wisconsin Dells would be complete without a mention of waterparks!

There are over 20 different waterparks in Wisconsin Dells, with most of the biggest attractions being indoors, which makes them suitable for a visit any time of the year, even during the coldest weeks of winter.

Additionally, many Wisconsin Dells resorts have their own waterpark that they provide free entry to.

Where to stay

Lighthouse Cove is one of the best romantic cabins in Wisconsin Dells, giving you access to an entire condo just for the two of you.

The building is literally a few steps from the lake, and guests have free use of kayaks and seasonal pontoon rides.

The large deck overlooking the lake is the perfect place for making romantic memories together!

The complex also features indoor and outdoor pool access and a hot tub, and the condo is outfitted with an indoor fireplace. – Check on VRBO

Wisconsin Dells is also home to some of the most romantic hotels in Wisconsin, some of which offer luxury spa treatments.

One of my favorite romantic hotels in Wisconsin Dells is the Sundara Inn & Spa, which is adults-only and offers a relaxing spa experience for couples.

3. Book a spa getaway in Wisconsin

Best spa breaks in Wisconsin for couples, three rolled red towels with flowers
Treat yourselves!

Wisconsin romantic getaways don’t get much better than an intimate, rejuvenating experience at a spa.

For a thoroughly relaxing experience during your couples’ getaway, plan a visit to a spa in one of the many resorts in Wisconsin. 

The Sundara Inn & Spa near Wisconsin Dells, for instance, has over 15 different massage experiences on offer, as well as body and bath treatments and a salt room.

You can also book a couples package that combines a bath, a massage, and facial treatments for the two of you. 

A spa visit is among the most popular romantic getaways in Wisconsin, suitable for any weather, and sure to leave both of you relaxed and pampered!

And there are plenty of Wisconsin destinations to choose from for your perfect romantic getaway, have a look at these amazing spa resorts in Wisconsin.

Where to stay

To stay close to the spa and other amenities at the Wilderness Resort, consider booking on-site accommodation.

For instance, this fully-fitted condo is only steps away from all of the attractions the resort has to offer, and there’s even a shuttle service to take you directly to select locations within the resort.

This is also one of the best adult-only resorts in Wisconsin, so you’re guaranteed a bit of quiet and intimacy during your stay.

Alongside the superb spa, the Wilderness Resort also features lots of other activities to spruce up your romantic stay and have some fun together, including waterparks, rides, mini-golf, and several restaurants and bars. – Check rates here

4. Stay in a Remote Wisconsin Resort

romantic weekend getaways wisconsin, secluded cabin in wisconsin with lights and surrounded by a lot of green bushes and trees
Beautiful winter landscape of Northern Wisconsin

Though the term ‘resort’ usually makes us think of large condo buildings and spas, there are plenty of remote, quaint, cabin-style lake resorts in Wisconsin perfect for a romantic trip for two.

And they are the perfect Wisconsin weekend getaways for couples who want to unplug for a bit and reconnect with each other and nature.

For example, The Waters of Minocqua resort is the perfect site for romantic getaways in Wisconsin for nature lovers and those looking to escape the hustle and bustle of city life.

The Blue Lake is only a few steps away, and with plenty of hiking, kayaking, fishing, and boating opportunities nearby it’s definitely one of the most romantic things to do in Wisconsin.

If you’re looking for a quiet, remote spot for a cozy getaway with some outdoor activities thrown in, the Waters of Minocqua is the place for you!

There are many fun outdoor things to do in Minocqua for those looking to get out and explore the area.

Where to stay

The lakeview 4 lodge with gorgeous lake views is the perfect size for two, with a large bedroom and a cozy living room area.

If weather permits, you can take advantage of the complimentary kayaks, canoe, or rowboats to head out for a romantic Wisconsin adventure together! – Check on VRBO

5. Have fun in a Wisconsin Waterpark

fun vacation spots in wisconsin for couples, colorful water slides leading into pool

If you’re both adrenaline-seekers who enjoy the thrill of adventure, there’s no better place to head for romantic weekend getaways in Wisconsin than the Waterpark Capital of the World, Wisconsin Dells!

The city is home to over 20 different waterparks, including the biggest one in the state!

That’s why Wisconsin Dells is one of the best romantic weekend getaways Wisconsin has to offer for those couples who just want to have a little fun!

Waterparks definitely aren’t just for kids, spending the day at a waterpark is one of the best things to do in Wisconsin Dells for adults too!

The famous Noah’s Ark is spread over a whopping 70 acres and includes the famous quarter-mile Black Anaconda ride, named America’s Most Thrilling Water Coaster.

Having fun together in a waterpark will be a great way to unwind and make some incredible memories. 

Where to stay

This beachfront condo is located on Lake Delton, just a few steps away from the popular sandy beach, perfect for relaxing in the sun together and for long sunset walks!

Noah’s Ark is only a block away from the spacious luxury condo, and unlimited-use Noah’s Ark wristbands are included in the rental price during the waterpark’s operating season.

There is also a spa next door and easy access to several of the other waterparks Wisconsin Dells has to offer. – Check rates here

6. Go Hiking in Door County

Best Things to do in Door County for couples, view of Eagle Bluff Lighthouse located in Peninsula State Park
Eagle Bluff Lighthouse in Peninsula State Park

Door County in eastern Wisconsin is famous for its incredibly scenic views and varied terrain.

With distinctive bluffs towering over Lake Michigan – definitely in the top three on every list of places to see in Wisconsin – the hikes in Door County are some of the best in the state.

If you love hiking and exploring areas of natural beauty together, there’s no better destination for romantic getaways in Wisconsin.

In fact, this area has some of the best outdoor activities in Wisconsin for couples.

Peninsula State Park is one of the most popular state parks in Wisconsin, offering unrivaled scenery and miles of trails of varying difficulties.

You’ll definitely love a romantic walk to the Eagle Bluff Lighthouse, one of the best lighthouses of Wisconsin.

If you opt for an active couples retreat, Wisconsin’s Eagle Trail won’t disappoint you.

The path will take you along the top of the bluff and down toward the beach at Ephraim Harbor.

If you time it right, you can reach the beach in time for a romantic sunset walk along the shore!

It’s easy to see why Door County is one of the top vacation spots in Wisconsin for couples, especially those who love the beautiful outdoors.

While you’re in Door County, make sure to check out some of the coolest things to do in Green Bay. There are also some wonderful romantic resorts in Green Bay.

Where to stay

Door County is one of the best vacation spots in Wisconsin, so there are plenty of accommodation options to choose from.

For a cozy, secluded stay, have a look at our lists of the best Airbnbs in Door County.

Country House Resort is one of the best resorts in Door County for romantic getaways.

This is because it is one of the best adults-only resorts Wisconsin has, making it extra quiet and cozy.

This place is especially perfect if you want to visit Door County in winter, and is one of my favorite winter resorts in Wisconsin. – Check prices here

7. Plan a romantic getaway to Lake Geneva

romantic getaway in lake geneva, wisconsin, lakeside view of pier on lake geneva under a bright blue sky with clouds

A well-known vacation town, Lake Geneva is home to some of the best resorts in Wisconsin, and one of the best lake towns in Wisconsin.

There’s always something going on in the city, so whether you’re looking for a quiet weekend getaway or a fun-packed romantic trip, there’s something here for you!

That’s why romantic getaways in Lake Geneva are so popular, and why it’s one of the top anniversary getaways Wisconsin has to offer.

There are several water parks in Lake Geneva, as well as other attractions for active types: hiking, biking, boating, horseback riding, zip-lining, and more.

Visitors looking for more laid-back activities can head to nearby orchards for romantic walks, visit wineries for sampling the local produce, enjoy a spa day, or take a memorable cruise.

The area surrounding the lake is one of the most romantic places in Wisconsin.

While here, don’t miss the Lake Geneva Shore Path, a walking trail that follows the beach, with gorgeous views of the lake and quaint scenery.

It’s one of the best things to do in Lake Geneva, but it’s also one of the most romantic Southern Wisconsin hiking trails.

If visiting in winter, be sure to see the magical Ice Castles, one of the best things to do in Lake Geneva in winter!

Where to stay

Great for both weekend getaways for couples and longer stays, the Lake Geneva Beach House is located on Lake Como, only a short drive from Lake Geneva downtown.

The interior is extremely cozy, perfect for a luxurious and romantic getaway in Wisconsin.

With a spacious, modern interior and a cozy feel, the villa will be a stylish home away from home while you enjoy your romantic vacation. – Check on VRBO

For some of the most romantic stays in Wisconsin, you can also check out my guides on where to stay in Lake Geneva and the best lake resorts in Wisconsin.

8. Book a romantic hotel in Milwaukee

wisconsin weekend getaways for couples, hotel room with bed and lamps
Sleep in and cuddle

One of the best romantic weekend getaways in Wisconsin is actually the city of Milwaukee. You’ll find so many romantic things to do in Milwaukee you want to leave.

Romantic getaways in Milwaukee will suit any type of traveler, with a wide variety of activities available in the city.

There are so many fun date ideas in Milwaukee, you can’t go wrong!

Visit Veteran’s Park for beautiful views of Lake Michigan and the city skyline during your evening walks.

Enjoy shopping and dining together in the Historic Third Ward, see a play, or enjoy a gig at one of the city’s many venues, and simply have fun exploring Wisconsin’s largest city!

Where to stay

Though there are several romantic hotels in Milwaukee, the Dubbel Dutch Hotel is bound to be the most unique of them all.

Built in 1898 and renovated in 2020, the historic hotel combines elements of its original architecture and interior design with modern fittings and facilities.

The decorative wall paneling will take your breath away! – Check prices here

9. A Romantic City Trip to Kenosha

romantic things to do in wisconsin, Kenosha North Pier Lighthouse at sunset
Kenosha North Pier Light

Kenosha is a great destination if you’re looking for relaxed, laid-back romantic getaways in Wisconsin with a bit of sightseeing.

There are several museums to visit as you wander the city, including the Kenosha History Center, Public Museum, and Dinosaur Discovery Museum.

In the evening, you can take long romantic walks together on Simmons Island Beach, along the Kenosha Sculpture Walk, and around Petrifying Springs Park.

Kenosha is not a busy destination for most of the year, so you can easily get away from the crowds and spend some time alone.

Foodies will find plenty of things to do in Kenosha during a couples getaway, too. Don’t miss the Mars Cheese Castle, Jelly Belly Visitor Center, and the local pubs, breweries, and fine-dining restaurants!

Where to stay

Located within walking distance of most of Kenosha’s attractions for couples, this stylish apartment features beautiful modern decor and all of the amenities you’ll need during your stay.

The quiet neighborhood will provide a relaxing respite from everyday life as you enjoy your time together in Kenosha. – Check rates here

10. A Foodie Trip to Appleton

couple getaways in wisconsin, view of Appleton Wisconsin in the fall from the water
Appleton in the fall

Appleton in eastern Wisconsin is rapidly gaining a stellar reputation as a great foodie destination.

The quaint town is also perfect for Wisconsin getaways for couples, so if you and your S.O. enjoy fine dining, there’s no better place to be!

Some of the top picks for restaurants in Appleton include Apollon, serving excellent Greek cuisine, Italian-themed Carmella’s, and Cena; an experience in innovative fine dining, with gorgeous interior design.

There are also several breweries and brewpubs to visit after dinner!

Of course, there are other things to do in Appleton for couples on romantic getaways, such as taking a cruise along Fox River or renting kayaks, or visiting the famous Hearthstone Historic House Museum.

Where to stay

Bright and airy, with a modern semi-industrial design, this apartment will make for a perfect couples’ getaway in Appleton, offering the comfort and privacy of having the entire place to yourself.

Located in the downtown area, it’s only a short walk away from the best restaurants in town and other Appleton attractions. – Check prices here

11. Stay in a Luxury Resort

Romantic hotel getaways in wisconsin, front view of Rustic Christmas Mountain Village Resort
Indulge in a bit of luxury

If you’re looking to enjoy a spot of splendor together during your romantic Wisconsin getaway, consider booking a stay in one of the state’s many luxury resorts.

There are plenty of resorts in Wisconsin for couples, with some of the most sumptuous located in Lake Geneva, the unofficial capital of luxury resorts in Wisconsin.

The Grand Geneva Resort & Spa **** is an excellent recommendation, with everything you’d expect from a romantic, luxury stay.

The resort is located within 1300 acres of woodland featuring a spa and fitness center, indoor and outdoor pools, and a waterpark.

There are lots of activities to enjoy, such as horseback riding, tennis, and an adventure center.

Where to stay

Renting a one-bedroom villa is the best way to enjoy your romantic stay at one of the most romantic resorts in Wisconsin.

The Deluxe Villa at the Grand Geneva Resort features a spacious living room with a kitchen area, a beautifully outfitted bathroom, and of course, a huge comfy bed! – Check on VRBO

12. Get active in Apostle Islands

couples getaways in wisconsin, Sailing boats on blue water in Apostle Islands
Set sail for the Apostle Islands

Just about every list of the best places to vacation in Wisconsin includes the Apostle Islands, thanks to their unique topography, beautiful views of Lake Superior, and dedicated tourism infrastructure.

If you like spending time outdoors as a couple, Apostle Islands will be an excellent destination for weekend trips in Wisconsin.

There are always lots of things to do in Apostle Islands. Kayaking is the go-to activity for couples in Apostle Islands during the warmer months.

It’s by far the best way to see the famous sandstone sea caves.

Go hiking, take a cruise to see all of the islands, shipwrecks, and lighthouses, and hop on the ferry to explore Madeline Island.

For a truly unique romantic adventure, consider camping at one of the many campsites on the islands.

All but one of the Islands is a Nature Reserve, so you don’t need to worry about traffic or crowds. It’ll be just the two of you, surrounded by nature in all its glory.

Where to stay

Bayfield, the town that serves as the access point to the Islands, has plenty of accommodation options on offer, including romantic cabins for couples’ getaways.

This remote Woodland chalet features a cozy lofted bedroom that will make you feel as if you’re the only two people on earth!

The screened porch will make for a perfect spot to relax after a long day of active fun together, as will the charming indoor fireplace. – Check on VRBO

13. Explore State Parks of Wisconsin

romantic hikes in northern Wisconsin, Big Manitou Falls, Pattison State Park, South Range
Big Manitou Falls, Pattison State Park, South Range

Did you know that Wisconsin is home to 66 state parks?

Devil’s Lake in the south of the state is the largest of them all, with 29 miles of hiking trails – some of which are also sections of the legendary Ice Age Trail.

If you’re looking for things to do in Central Wisconsin, it’s worth visiting the Black River State Forest, 68,000 acres of pine and oak woodland.

If you’re looking for romantic hikes in Northern Wisconsin, check out Copper Falls State Park, which features several impressive waterfalls to discover together.

You can reach them by hiking the 1.7-mile Doughboy’s Nature Trail, known as one of the best hikes in Wisconsin.

Most larger state parks in Wisconsin allow camping in certain areas, as well as offering kayaking, canoeing, and fishing opportunities.

If you’re both nature lovers, you definitely won’t get bored, and you’ll make some wonderful memories together during your romantic trip!

Where to stay

What better way to complete a romantic hiking trip than with a stay in a rustic log cabin?

This remote retreat is perfect for romantic getaways in Wisconsin, all while being located only 13 miles from the Copper Falls State Park trailheads.

The cabin is set next to the lakeshore, so you can be sure you won’t be disturbed. As an added bonus, there’s a private hot tub for you to relax in together!

While here, don’t forget to check out the nearby Potato River Falls, another amazing nature area with a waterfall and a popular spot for day trips in Wisconsin. – Check availability here

14. Do a romantic Northern Wisconsin Road Trip

unique things to do in Wisconsin for couples, RV Camper on the highway with best back view, Recreational vehicle on a scenic mountain road trip
Explore Wisconsin together

Just you, your beloved, and the open road, surrounded by the gorgeous lakefront scenery of northern Wisconsin.

If this sounds enticing, it’s time to start planning your romantic road trip, one of the most adventurous couple getaways in Wisconsin.

Consider taking the Great Northern Wisconsin route, the king of Wisconsin getaways for couples.

The trip starts in Superior, near the border with Minnesota, and takes the form of a 100-mile loop leading along the shore of Lake Superior and through the towns of Cornucopia. Bayfield, and Ashland.

There are plenty of things to do in northern Wisconsin along the way, so do get out of the car every now and then!

You’ll be driving past the Apostle Islands National Lakeshore, which is well worth a day-visit at least to explore the islands on a cruise or by kayak.

There are several resorts in northern Wisconsin, so if you’re not looking for active fun, consider stopping at a spa for a relaxing massage.

Where to stay

A Lake Superior Beach Home near Duluth will be the ideal place to prepare to head out on your romantic road trip adventure or relax together after an exciting day.

You’ll have the gorgeous lake cabin to yourselves, complete with a double bedroom, bathroom, living area, and kitchen. – Check prices here

15. Go on a Couples Retreat in Madison

Best romantic getaways in wisconsin, View of Vilas Beach with Some people are enjoying a holiday on the beach
Vilas Beach in Madison, WI

Weekend getaways in Wisconsin don’t get much better than the city of Madison, the ideal site for a romantic trip for two.

Whether your common interests include history, nature, art, or shopping, there are so many amazing things to do in Madison, Wisconsin.

There are several historical museums and art galleries to explore, hiking opportunities just outside the city, and botanical gardens and a zoo for nature enthusiasts.

If you’re looking for a more laid-back romantic getaway, Madison is a great city for exploring on foot as you look for the best dining spots together.

Where to stay

Though Madison is home to several romantic hotels, what’s more, suitable for a romantic getaway than a secluded Lakefront Home?

By staying at the Lakefront Home, you can combine privacy with a great location close to the main attractions. The cabin features a large patio and private access to the beach. – Check rates here

16. Relax in Kohler

Affordable romantic getaways in Wisconsin, beach view of Kohler-Andrae State Park, Sheboygan
Kohler-Andrae State Park

If you are looking for romantic getaways near Milwaukee, take a break from city life with a relaxing weekend in Kohler.

This charming village is just over 50 miles north of Milwaukee, and perfect for a relaxing Wisconsin couples getaway.

In Kohler, you can take long walks to admire the historic architecture, visit the Blind Horse Winery to sample delicious local wines or play golf together.

But best of all, make sure to visit Kohler Waters Spa for a series of relaxing and rejuvenating treatments for two, and all-inclusive romantic getaways in Wisconsin.

The Kohler Spa is definitely one of the best indulgent romantic things to do in Wisconsin.

Where to stay

This modern, yet cozy lake cabin is located directly on the shore of Lake Michigan.

In summer you’ll enjoy the beach and tranquility, in fall the autumnal colors and in winter the frozen lake.

All of the attractions in the village are well within walking distance, as are restaurants and the American Club Resort with its spa and golf course. – Check rates here

17. Do a Wine Tasting in Wisconsin Wineries

anniversary getaways in Wisconsin, waiter offering a wine bottle and glass
Cava Tasting in the Dark

If you and your partner are wine enthusiasts, you’ll be thrilled to hear that Wisconsin is home to over 80 wineries!

Wine tastings are a must-do for Wisconsin getaways for couples, and you’ll never be far away from the nearest vineyard.

It’s especially perfect if you’re looking for unique things to do in Wisconsin in February for Valentine’s Day.

The village of Prairie du Sac 25 miles from Madison is one of the best wine-tasting destinations in Wisconsin.

Prairie du Sac’s Wollersheim Winery & Distillery is Wisconsin’s top-rated winery, with picturesque limestone buildings dating back over 150 years.

You could hardly ask for a more scenic backdrop to your romantic getaway!

There are also several other wineries in the area, including three in the nearby town of Baraboo: Balanced Rock Winery, Von Klaus Winery, and Baraboo Bluff Winery.

You can also check out my guides on the best wineries in Door County and the top Southern Wisconsin wineries, two of Wisconsin’s top wine regions.

Where to stay

Stay in a cabin on the scenic Baraboo Bluffs. This one comes with pet peacocks! Despite the rustic feel, this cabin is modern and spacious inside, with beautiful wood paneling.

Quirky detail: the cabin comes with peacocks!

Outside, there’s a large deck and a fire pit, perfect locations to continue your wine sampling after getting back from the vineyards! – Check rates here

18. Go Kayaking in Door County

anniversary ideas in Wisconsin, people kayaking in door county
Kayaking in Door County

A scenic peninsula on Lake Michigan, Door County is a top-rated destination for kayaking trips in Wisconsin, and the ideal site for romantic getaways for couples!

At Cave Point County Park, you and your special one can rent kayaks and head out in search of adventure together.

Alongside stunning views of the lake and the bluffs, you’ll also get to see the Door County sea caves, and if you opt for a trip with a guide, you might even get to kayak inside the caves!

You might want to have a look at my guide to the best inflatable whitewater kayaks. – Check prices here

Where to stay

The cottage at Plum Bottom is only a 20-minute drive away from Cave Point County Park.

Set in a beautifully landscaped garden, this cottage is outfitted with everything you’ll need during your stay.

This rental consists of a queen bedroom, bathroom, living room, and kitchen, so you’ll have plenty of space to yourselves! – Check rates here

19. Hide Away Cedarburg 

romantic day trips in Wisconsin, bridge over a river in Cedarburg, WI

Cedarburg is a cool, but underrated city that is perfect for romantic Wisconsin getaways.

Renting a cute, remote vacation rental with your loved one and enjoying all the things to do in Cedarburg, WI, is perfect for weekend getaways in Wisconsin for couples.

Two of the best activities to make Cedarburg one of the best Wisconsin vacations for couples is hiking along the Ozaukee Trail and wine tasting at the Cedar Creek Winery.

Ozaukee Trail is a paved route with over 30 miles of trail and is a great way to see more of Cedarburg and the beautiful surrounding areas.

If you enjoy off-roading, you can also use the Interurban trail, which spans from Milwaukee to Sheboygan.

For wine tasting, be sure to book in advance because this place often fills up!

Cedarburg is also one of the best romantic day trips in Wisconsin if you are coming from nearby Milwaukee or Sheboygan.

Where to stay

There are a few wonderful places to stay in Cedarburg, but none as unique as this historical guest house.

Travel back in time at this romantic lodging in Wisconsin with over 7 acres of land for you and your partner to explore.

There is an 1853 log farmhouse on the property, but don’t worry, it’s not entirely old-fashioned!

The kitchen is fitted with modern equipment, and you can snuggle upstairs while watching TV next to a fire. – Check rates here

20. Spa Getaway in La Crosse

things to do in wisconsin for couples, table with massage bars, rolled towel and woven container
Pamper yourselves in La Crosse, WI

La Crosse is one of the most underrated couples retreat Wisconsin has to offer if you are looking for a spa getaway.

There are multiple excellent spas in La Crosse, but the best one for couples is Orange Pearl Salon & Spa, which offers fantastic couples packages that will rejuvenate your bodies and bond.

Their couples packages start at $210 and run for 2-6 hours, so you can easily make a day of it and enjoy your Wisconsin couples getaway in La Crosse.

La Crosse spas are great if you are looking for anniversary ideas in Wisconsin as you won’t feel bad treating yourself to a relaxing afternoon of pampering.

A visit to the spa is easily one of the best things to do in La Crosse, WI for couples.

Where to stay

Extend your spa break at the Radisson Hotel La Crosse. Here you can enjoy the hotel’s indoor pool and hot tub.

Their rooms offer fantastic city views or views over the Three Rivers. Both are perfect for romantic evenings cuddled up together.

The hotel also has an onsite restaurant with views over the river, so you can enjoy a meal or drink together after a romantic day at the spa. – Check rates here

21. Send the day together in Green Bay

places to go for anniversary in Wisconsin, Grassy Island Range Lights in Green Bay
Grassy Island Range Lights, Green Bay

For a weekend getaway in Wisconsin you’ll never forget, one of the less obvious Wisconsin vacation ideas for couples is to head to Green Bay.

But this lively city – resting on the shores of Lake Michigan – has plenty to offer anyone looking for romantic getaways in Wisconsin.

For those who want the thrill of good old fashioned excitement, visit Bay Beach Amusement Park.

You can have your breath taken away on the roller coasters and rides, or take in the nighttime view from the top of a Ferris wheel.

Nature lovers will enjoy seeing the exotic animals at the NEW Zoo and Adventure Park, as well as the high-up canopy walkway situated high up in the trees.

If you’re looking for places to go for anniversary celebrations, try out a classic “dinner and a show” evening at the Meyer Theatre on South Washington Street.

The gorgeous early 20th-century architecture will make your night just that much more special.

Green Bay is truly one of the most underrated romantic cities in Wisconsin.

While you’re here, make sure to check out some of the coolest things to do in Green Bay, like visiting one of the top lighthouses in Wisconsin.

Where to stay

There are some excellent hotels in Green Bay for those looking for a romantic getaway for two in Wisconsin.

Check in at the Hotel Northland, Autograph Collection and you’ll be right in the heart of the city.

This recently fully refurbished establishment has everything you could want on your romantic getaways in Wisconsin.

Unwind with delicious international cuisine in one of their restaurants, or take in the view from the terrace. – Check rates here

There’s also the Hyatt Regency Green Bay, with its indoor pool and cooked-to-order breakfasts, perfect for a lazy morning with your partner. – Check rates here

22. Park up for a movie at a drive-in movie theater

romantic getaway for two in Wisconsin, rows of cars lined up watching large lit up screen outside at night time

A date at the movies has been a staple evening plan for couples in America for decades, and it’s still perfect for romantic getaways in Wisconsin today.

But add an extra twist by heading to one of the many drive-in theaters Wisconsin has to offer – it’s one of the best Wisconsin getaways for adults who love movies.

Just grab a bucket of popcorn, make your way to a spot in front of the screen, and snuggle up together in the comfort of your own car.

There are plenty of drive-in theaters to choose from.

The Stardust Twin Drive-In Movie Theater is perfect for film lovers, as it offers two new-release movies for the price of one ticket. They also have an arcade and an old-school tractor-pulled train.

Alternatively, the Big Sky Twin Drive-In Theater and the Starlite 14 Drive-In Theater are both great romantic getaways near Madison WI.

Starlite 14 has been operating since 1952 and has a modernized menu with burgers, ice cream, and snacks if you want to dine while you watch.

Where to stay

With so many romantic places to stay in Wisconsin, you’re sure to find one to your liking near your drive-in cinema of choice.

Check out VRBO for the best accommodation. – Check rates here

23. Take a romantic train ride on the Osceola/St. Croix Valley Railway

couples retreat in wisconsin, train surrounded by trees and fall colors

Driving across the United States is perfect for friends on a road trip or families heading out on vacation.

But for a truly romantic Wisconsin couples retreat, you should hop onto a train and see the beautiful scenery glide past your window.

Way out west, right along the Wisconsin/Minnesota border, you can find the Osceola & St. Croix Valley Railway.

This fully renovated transportation tour is the perfect way to spend time together as a couple and see a couple of the most scenic romantic towns in Wisconsin.

Enjoy a candlelit dinner as you travel from the historic 1916 SOO Line Depot in Osceola in luxurious vintage train cars pulled by a modern diesel engine.

For extra opulence, take advantage of the champagne brunch available onboard.

The Osceola/St. Croix Valley Railway is a seasonal activity, operating between May and October every year.

For this reason, you should make sure not to miss it before embarking on any romantic getaways in Wisconsin in November!

But it does mean you get to see the vibrant fall colors as the leaves change in the Wisconsin scenery.

Where to stay

You’ll be spoilt for choice with all the couples retreats Wisconsin has to offer in this region.

This River Road Cabin in St. Croix Falls has everything you could want for a rustic retreat with an “up north” feel. – Check rates here

And if you don’t mind crossing the state line, this Luxury 4-Bed Custom Home is less than 5 miles from Osceola and has enough amenities to ensure the best romantic getaway in Wisconsin. – Check rates here

There’s also the Charming Taylors Falls Home with its deck, fire pit and outdoor activities available on the St. Croix River. – Check rates here


Short FAQ about Romantic Getaways in Wisconsin

What are great romantic getaways in Wisconsin winter?

You can have romantic weekend getaway to Wisconsin Dells, do a city trip to Kenosha, or get a couples massage in Milwaukee.

What are the best romantic getaways in Wisconsin on Lake Michigan?

Hiking, explore areas of natural beauty together, and romantic sunset walks on the beach are the best romantic getaways in Wisconsin on Lake Michigan.

What are the best cheap romantic getaways in Wisconsin?

Going hiking, walking on the beach, or go for a road trip in Northern Wisconsin are some of the best cheap romantic getaways in Wisconsin.

What should I do for my anniversary in Wisconsin?

Your romantic getaways in Wisconsin should be dictated by what you and your partner both love to do to relax.

There’s a lot to choose from, including physical activities like hiking, biking and kayaking, historic locations, fun amusement parks, charming hotels and exciting restaurants.

You can’t go wrong on an anniversary romantic getaway in Wisconsin!

What are the most romantic getaways in Door County?

A couples retreat in Wisconsin spent in Door County is a wonderful thing, and many couples choose to spend it in the great outdoors, getting back to nature.

Hiking in Door County is one of the best ways to spend your romantic getaways in Wisconsin. Take it to the next level by also kayaking on Lake Michigan.

What are romantic getaways in Wisconsin with hot tubs?

There are plenty of Wisconsin resorts for couples that offer spa treatments that include hot tubs and other relaxing water-based activities.

As well as resorts, many hotels offer hot tubs as well as private bathtubs with hot tub capabilities, sometimes right in the comfort of your own room.