Wisconsin, known as America’s Dairyland, is a state blessed with stunning natural landscapes, including beautiful lakes, dense forests, and rolling hills. Glamping in Wisconsin provides an extraordinary opportunity to explore this scenic beauty while enjoying the luxuries of upscale accommodations.

When planning your glamping getaway to Wisconsin, it’s important to consider the weather. This Midwest state gets plenty of snow and ice in the winter months, with temperatures dropping to -40°F. That said, if you’re interested in taking part in outdoor adventures, like riding a snowmobile or snowshoeing, winter is the perfect time to plan your glamping experience. Just make sure to look for vacation rentals with heating — a must-have convenience in freezing temperatures!

From modern treehouses to luxe campsites with hot tubs and ATV rentals, there’s something for every taste. Let’s dive into some of the top glamping locations in Wisconsin.

1. Oshkosh

Stunt planes flying in Oshkosh.

For the perfect mix of city life and nature, head to Oshkosh. This small city nestled on the shores of Lake Winnebago combines a rich aviation heritage with breathtaking natural surroundings no matter the season. Known for its world-renowned EAA AirVenture — an annual air show held each summer at Wittman Regional Airport — Oshkosh is a dream destination for aviation enthusiasts. Imagine glamping under starry skies, with the sound of vintage aircraft soaring overhead.

Fun Things to Do

  • Oshkosh is perfectly situated for exploring Lake Winnebago and Lake Butte des Morts, where you can enjoy activities like fishing and boating.
  • The Paine Art Center and Gardens is a picturesque estate featuring stunning gardens and a historic mansion. Take a leisurely stroll through the gardens and admire the exquisite art exhibitions.
  • Oshkosh is home to the EAA Aviation Museum, where enthusiasts can marvel at a vast collection of historic aircraft and learn about the rich history.

Glamping Options

If you want to explore metropolitan Oshkosh and the surrounding natural scenery, rent an RV like this 2014 Thor Motor Coach. It has six seatbelts, a loft with a television, air conditioning, a kitchen, a shower, and a toilet. With this accommodation-on-wheels, you can explore the great outdoors while keeping comfortable.

2. Green Lake

Stone landmark at Devil's Lake State Park in Wisconsin.

If you enjoy spending time on the water, Green Lake — Wisconsin’s deepest lake — is a must-visit spot. Glamping in Green Lake allows you to experience the crystal-clear waters and sandy beaches of the lake, where you can swim, sunbathe, and enjoy picnics with friends or loved ones. Golfers will be delighted by the historic Tuscumbia Country Club, providing a scenic backdrop for a round (or two).

This small rural area offers plenty of parks featuring outdoor activities like boating, fishing, and swimming. If you prefer to stay on dry land, you’ll find picnic tables, baseball fields, and tennis courts to enjoy.

Fun Things to Do

  • Take a sightseeing tour of the lake aboard the J. Lawson, a 50-foot Down East Navy boat converted for cruising.
  • Stop over at Vines & Rushes Winery, a locally owned and operated vineyard featuring wines and ciders made from Wisconsin grapes.
  • Wisconsin’s most-visited state park, Devil’s Lake State Park features a 360-acre lake, 30-plus miles of trails, and gorgeous natural bluffs that make for an awe-inspiring visit.

Glamping Options

You’ve got loads of fun glamping opportunities to choose from as you explore the shores of Green Lake. Rent a 2019 Dutchmen Kodiak for a compact yet comfortable place to sleep. You can also find vacation rentals with perks like Wi-Fi, a full kitchen, and a queen bed.

3. Delavan

Beautiful view of Lake Delavan.

Delavan, nestled in the heart of Walworth County, is a destination that seamlessly combines natural beauty with captivating entertainment. Embark on a glamping adventure in Delavan, and you’ll have the opportunity to witness enchanting equestrian performances at the Dancing Horses Theatre. The charming Lake Lawn Resort, with its historic charm and luxurious amenities, offers a perfect blend of relaxation and indulgence. Delavan is also home to the Animal Gardens, where you can get up close and personal with exotic animals.

Fun Things to Do

  • If you’re looking for something lively to do, head to the Belfry Music Theater for a show or a wine tasting at the Staller Estate Winery.
  • Delavan is home to the Dancing Horses Theatre, where you can witness captivating equestrian performances featuring beautiful horses and talented riders. It’s an enchanting experience for visitors of all ages.
  • The Animal Gardens is a delightful attraction that offers a close-up encounter with a variety of animals, including exotic species and farm animals. Feed the animals, watch engaging shows, and learn about wildlife conservation.

Glamping Options

Explore Delavan Lake easily from every side with an RV accommodation. This 2021 Starcraft Travel Trailer sleeps six to 10 people, and is kid and pet-friendly. For a more compact ride, try this Adventure Van. It’s road trip-ready, with all the essentials you need, from hot showers to cookware and tableware.

4. Milwaukee

The Milwaukee Art Museum and lakefront.

As Wisconsin’s largest city, Milwaukee boasts a vibrant blend of art, culture, and sports, making it an enticing destination for glampers seeking a diverse and enriching experience. From one of the city’s many vacation rentals, explore the Milwaukee Art Museum, with its striking architecture and impressive art collections, or take a stroll along the Riverwalk, immersing yourself in the city’s lively atmosphere.

Fun Things to Do

  • The Milwaukee Art Museum is a must-visit for art enthusiasts. With its stunning architecture and diverse art collections, including works by renowned artists, it provides a feast for the eyes.
  • The Milwaukee Riverwalk offers a scenic stroll along the Milwaukee River, lined with shops, restaurants, and public art installations. Take a leisurely walk, stop for a meal or a drink, and soak up the sights.
  • If you’re a sports fan, don’t miss the opportunity to watch a Milwaukee Brewers baseball game at Miller Park. Experience the excitement of America’s favorite pastime in a lively and energetic atmosphere.

Glamping Options

When you’re tired of the city’s hustle and bustle, retreat to a relaxing accommodation on the outskirts of the city. Milwaukee is situated right on Lake Michigan, so you can set up camp there. Try this 2022 Braxton Creek Bushwhacker Teardrop, a compact trailer equipped with a kitchen, cooler, fresh water, and furnace.

For something bigger, try this 2020 Winnebago Vita, which is big enough for four.

It has a fully stocked kitchen, a rear bath for added privacy, and a 32-inch smart TV with Netflix and Amazon Prime, in case you need to retreat indoors from bad weather. Best of all? Each day, 100 miles are automatically covered, so you can roam wherever you’d like.

5. Sturgeon Bay

Lighthouse in Sturgeon Bay near the Coastguard station.

Located in picturesque Door County, Sturgeon Bay is a destination that offers a perfect blend of natural beauty and maritime heritage. Glamping in Sturgeon Bay allows you to explore the breathtaking Potawatomi State Park, with its scenic hiking trails and stunning views of Green Bay. Immerse yourself in the maritime history of the region at the Door County Maritime Museum, where interactive exhibits and a restored tugboat await.

Fun Things to Do

  • The Door County Coastal Byway is a scenic drive that winds along the picturesque coastline, offering breathtaking views of the water, charming towns, and lighthouses. Stop along the way to explore shops, art galleries, and local eateries.
  • Sturgeon Bay Canal North Pierhead Light is a historic lighthouse that marks the entrance to Sturgeon Bay. Take a walk along the pier, capture stunning photos, and enjoy the lakeside ambiance.
  • Discover the maritime history of Sturgeon Bay and Door County at the Door County Maritime Museum.

Glamping Options

Worried about where to stay in Sturgeon Bay? Don’t stress. There are plenty of great vacation rentals and glamping options, like this luxury yurt set in the woods.

This rental features a microwave, a refrigerator, and a toaster. Plus, a coffee machine is included, so you can enjoy your morning cup in the beautiful great outdoors. From here, you can also access amenities like a swimming pool.

6. Green Bay

The famous Cana Island lighthouse located next to Lake Michigan in Door County, Wisconsin.

Nestled on the shores of Lake Michigan, Green Bay is a city that effortlessly blends natural beauty with a rich cultural heritage. While it’s renowned as the home of the Green Bay Packers, there’s much more to this city than football. Green Bay offers a vibrant downtown area filled with charming vacation rentals, shops, restaurants, and art galleries. From picturesque trails along the Fox River to the sandy beaches of Lake Michigan, there are endless opportunities to connect with nature while enjoying the excitement of the city.

Fun Things to Do

  • Green Bay is synonymous with football and is home to the legendary Lambeau Field, the iconic stadium of the Green Bay Packers. Take a tour of the stadium, visit the Packers Hall of Fame, and soak in the history and passion of this beloved team.
  • The Fox River Trail is a scenic biking and walking trail that winds along the Fox River, offering beautiful views and opportunities for enjoying the outdoors. Rent a bike and embark on a leisurely ride or simply take a peaceful stroll along the riverbank.
  • Bay Beach Wildlife Sanctuary is a 700-acre urban wildlife refuge that offers hiking trails, wildlife exhibits, and a beautiful observation tower. Get up close to native animals, explore nature trails, and enjoy the tranquility of the sanctuary.

Glamping Options

Plan your group trip to Green Bay with the perfect mobile accommodation on wheels. This 27-foot 2016 Tracer Air sleeps up to eight people (one queen bed plus bunk beds). It features a TV, air conditioning, and an outdoor kitchen area. As a bonus, it’s pet-friendly!

7. Sheboygan

Silhouette of rocks along Lake Michigan.

Sheboygan is known as the “Malibu of the Midwest” due to its beautiful sandy beaches along Lake Michigan, providing it with a notable surfing culture. This coastal gem offers a perfect blend of natural beauty and cultural attractions, making it a worthy destination for glampers. From one of the many vacation rentals in the area, explore the sandy beaches, where you can soak up the sun, take refreshing dips in the lake, or enjoy picnics with picturesque views.

Whether you’re seeking outdoor adventure, incredible food, or simply a relaxing getaway by the lake, Sheboygan has something to offer everyone.

Fun Things to Do

  • Visit the John Michael Kohler Arts Center, a unique cultural institution, for exhibitions, performances, and artist residencies.
  • Sheboygan is renowned for its vibrant food culture, particularly its delicious bratwurst and fresh seafood. Indulge in local culinary delights at one of Sheboygan’s many restaurants and savor the flavors of the region.
  • Bookworm Gardens is a whimsical garden inspired by children’s literature. Explore enchanting landscapes, sculptures, and play areas that bring beloved books to life. It’s a delightful destination for families and book lovers alike.

Glamping Options

Since Sheboygan is located just one hour from Milwaukee, it’s easily accessible and offers plenty of accommodation options. Look for lakefront hot spots to make the most of the water or select a cozy camping trailer, giving you the opportunity to take your glamping adventure on the road.

You can jet directly from Milwaukee to Sheboygan with an RV. This model includes an entertainment center, kitchen, bathroom, and a queen bed — plus full-sized bunks for additional sleeping space. Memory-foam mattresses ensure a comfortable night’s sleep.

For a pet-friendly ride, check out this 2001 National RV, which features a TV, a kitchen, and a shower. It also has its own generator.

Plan Your Next Wisconsin Glamping Adventure

Wisconsin has plenty of options for campers who want to take a luxe approach to the outdoors. When scoping out glamping sites, trust VacationRenter to deliver the perfect accommodation. You’ll find an array of options to choose from, giving you the flexibility you need to plan the perfect getaway.