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14 Best Winter Resorts in Wisconsin

A simple guide that will help you choose from the best winter resorts in Wisconsin for a magic holiday

Whether you’re looking to hit the ski slopes or relax by an open fire, the Wisconsin resorts have got you covered!

With its beautiful scenery and abundance of winter activities, it’s no surprise that it’s become known as one of the top destinations for a cold weather getaway.

From classic lakefront resorts to cozy cabins in the woods, here are ten of the best winter resorts in Wisconsin that will make your next vacation memorable.

Enjoy skiing or snow-shoeing while taking in picturesque views of high peak hills, camp under starlit skies with all the amenities at hand – or indulge in some luxury pampering surrounded by lakeside forestscapes.

Three pictures of winter cabins that are snowy and in a collage
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Overview: Top 3 Winter Resorts in Wisconsin

Best Winter Resorts in Wisconsin

1. Inn at Wawanissee Point – Wisconsin Dells

top wisconsin winter resorts, bedroom with fire place at Inn at Wawanissee Point in Wisconsin Dells

As someone who loves exploring winter resorts in Wisconsin, the Inn at Wawanissee Point has everything I could possibly ask for and more. 

From free parking to complimentary breakfast, every aspect of my stay is taken care of. 

What really sets this resort apart, though, are the amenities that make it truly luxurious – a hot tub, fitness center, and bar and lounge make it feel like a true winter retreat. 

And if I’m feeling adventurous, I can hit the hiking trails, go birding or star gazing, or even try my hand at snowshoeing. 

With so much to discover, I can’t wait to visit the Inn at Wawanissee Point.

2. Grand Geneva Resort & Spa – Lake Geneva

best winter getaways wisconsin offers, aerial view of the Grand Geneva Resort & Spa, Wisconsin.

When it comes to the best winter getaways in Wisconsin, one resort stands out above the rest: Grand Geneva Resort & Spa. 

I was blown away by the variety of amenities available at this luxurious destination. The health club, complete with yoga and Pilates classes, is the perfect way to keep fitness goals on track while on vacation. 

The indoor and outdoor pools are a dream for those who love swimming, lounging, or simply soaking up the sun.

And of course, the ski passes and trails are some of the best in the state. But Grand Geneva offers even more than that – a golf course, a nightclub, and a poolside bar, to name just a few. 

And let’s not forget the relaxation offered at the spa and hot tub. 

Plus, all of this is available to furry friends as well, as the resort is pet-friendly. With parking included and free WiFi, Grand Geneva truly has everything you need for a memorable and indulgent winter escape.

The Grand Geneva Resort also hosts a brunch with Santa event which is one of the top things to do in Lake Geneva in December with kids.

3. Lake Lawn Resort – Delavan

lakefront winter resorts in wisconsin, view of Lake lawn resort from the lake

I love going on winter vacations in Wisconsin, and one of my favorite places to stay is the Lake Lawn Resort. 

Not only do they have an amazing seasonal outdoor pool and an indoor pool complete with sun loungers and parasols, but they also offer 18 holes of golf, a marina, and a poolside bar. 

And for those who need a little extra relaxation after a long day of things to do in Winter in Wisconsin, the resort also has a hydromassage bathtub and a spa. 

With parking included and free WiFi, it’s easy to feel right at home. And when it’s time for a delicious meal, the resort has a restaurant that serves up some of the tastiest food in the area. 

Best of all, Lake Lawn Resort is conveniently located close to cross-country skiing and downhill skiing, as well as other outdoor activities like snowshoe routes and snowmobile rides. 

It’s the perfect winter getaway destination and one of the best snowmobile resorts in Wisconsin

4. Rib Mountain Inn – Wausau

wisconsin winter family getaways, skiers at Granite Peak at Rib Mountain State Park.

I have found the perfect spot for winter family getaways in Wisconsin – the Rib Mountain Inn. Nestled amidst the breathtaking Rib Mountain range, this inn offers utmost comfort and luxury. 

With amenities such as a sauna and hot tub, air conditioning, laundry, and free WiFi, the inn has everything to keep you comfortable and relaxed. 

From the delicious complimentary breakfast to free parking, the inn takes care of all your needs. The cherry on top is the free continental breakfast and 9 holes of golf to keep you entertained. 

And for those looking for the best Northern Wisconsin ski resorts, Nine Mile Forest Recreational Area Ski and Snowshoe Trails is just a stone’s throw away, along with other outdoor activities such as snow tubing and snowmobiling. 

So, pack your bags and head to the Rib Mountain Inn for a winter getaway with your family and check out the best Airbnbs in Wausau if you need another type of accommodation. 

5. Stewart Inn – Wausau

wisconsin winter getaways for couples, bedroom at stewart inn wausau, one of the best winter resorts in Wisconsin

I’ve always loved winter weekend getaways in Wisconsin, and there’s no better place to stay than the Stewart Inn. 

From the moment you arrive, you’re treated to the kind of warm hospitality that only a family-owned inn can provide. 

Not only are breakfast and parking included, but there’s also free WiFi, air conditioning, and plenty of business services and laundry facilities to keep you connected and comfortable during your stay. 

After a long day of cross-country skiing or downhill skiing at the nearby Granite Peak ski resort, you can unwind in the steam room or on the terrace, surrounded by the peaceful beauty of the Wisconsin countryside. 

With all guest rooms featuring premium bedding and air conditioning, you’ll wake up feeling refreshed and ready to hit the slopes again. 

So if you’re looking for central Wisconsin resorts for the ultimate winter getaway, it’s time to book your stay at the Stewart Inn.

6. Best Western Baraboo Inn – Baraboo

romantic getaways in wisconsin winter, cozy bedroom at the Best Western Baraboo Inn in Baraboo, Wisconsin

As someone who loves exploring new places, I highly recommend the Best Western Baraboo Inn for your winter getaways to one of the best cheap resorts in Wisconsin Dells. 

This cozy hotel offers all the amenities you need for a comfortable stay, from free parking and a fitness center with a gym to an indoor heated pool and hot tub.

And if you’re traveling with kids, you’ll be happy to know they stay for free. Beyond the hotel, there are plenty of fun activities nearby. 

During the winter months, you can enjoy cross-country skiing and downhill skiing, as well as sledding and snow tubing. 

With so much to do and see, the Best Western Baraboo Inn is the perfect home base for exploring all the best places in Wisconsin in the winter.

7. Comfort Suites Wisconsin Dells – Portage

best place to stay in wisconsin dells in winter, bedroom with hot tub and sofas at Comfort Suites Wisconsin Dells

I recently had the pleasure of staying at the Comfort Suites Wisconsin Dells, and I must say, it exceeded all of my expectations for a winter getaway in Wisconsin. 

The resort is perfectly located near Cascade Mountain Ski Area, making it one of the best places to stay in Wisconsin Dells.

Plus, with free parking and ski-in/ski-out access, getting to the mountain has never been easier. After a long day on the mountain, the hotel’s indoor heated pool and hot tub were a godsend for our tired muscles. 

The fitness center with gym equipment gave us the chance to stay active even on days when we weren’t skiing. 

Of course, no winter getaway would be complete without a hearty breakfast, and the complimentary breakfast buffet each morning was delicious and filling. 

All in all, I highly recommend the Comfort Suites for anyone looking for the best cabin resorts in Wisconsin for wonderful Wisconsin winter getaways.

8. Days Inn by Wyndham Portage

winter destinations in wisconsin, bedroom with sofa, fridge, TV at Days Inn by Wyndham Portage, Wisconsin

As a winter enthusiast, I can confidently say that Days Inn by Wyndham Portage is one of the best winter resorts in Wisconsin. 

The amenities are fantastic, including a free to-go breakfast, laundry facilities, and a business center. 

But the real standout is the indoor pool and hot tub. After a long day of downhill skiing and snowboarding, there’s nothing better than a relaxing soak. 

The rooms are also well-equipped with air conditioning, safes, refrigerators, microwaves, and cribs/infant beds. 

And if you’re feeling adventurous, don’t miss out on the snow tubing and snowmobiling available nearby. 

All in all, Days Inn by Wyndham Portage you will have the perfect winter getaway at one of the best snowboarding resorts in Wisconsin.

9. Timber Ridge Lodge and Waterpark – Lake Geneva

winter getaways in wisconsin for families, aerial view of the Timber Ridge Lodge & Waterpark, Wisconsin

When I visited Timber Ridge Lodge and Waterpark, a family-friendly ski aparthotel located in Wisconsin, I couldn’t believe the stelar services they offered. 

What sets this resort apart is the fact that each apartment is equipped with a cozy fireplace and a relaxing jetted tub, perfect for unwinding after a long day on the slopes. 

The kitchens are fully equipped with modern appliances including a refrigerator, stovetop, microwave, and dishwasher.

But that’s not all, as the resort offers an array of exciting things to do in Lake Geneva in Winter, you can enjoy some indoor and outdoor fun at the waterpark, or swing into action at the golf course. 

For those looking to relax, the onsite full-service spa offers a range of treatments that will leave you feeling refreshed and rejuvenated. 

And remember the snowmobiling opportunities and skiing adventures that await you in the nearby ski area. 

Timber Ridge Lodge and Waterpark truly live up to its reputation as one of the best winter resorts in Wisconsin.

10. Hampton Inn & Suites – Kenosha

Wilmot Mountain Kenosha County, a place with some of the best winter resorts in Wisconsin

I had an amazing Wisconsin winter vacation at the Hampton Inn & Suites Kenosha. The hotel’s location near Wilmot Mountain made it perfect for practicing winter activities. 

After a long day of skiing, I appreciated the comfortable and pet-friendly accommodations. Starting my day with a delicious breakfast included with my stay was especially convenient. 

The hotel also offered free WiFi, making it effortless to stay connected, and parking was included.

There are plenty of things to do in Kenosha like Kenosha Public Museum where you can see mammoth skeletons and a model Native American village. 

I could relax by the swimming pool with sun loungers, soaking up some sun. The amenities and location made my stay at the Hampton Inn & Suites Kenosha truly enjoyable.

11. Justin Trails Resort – Sparta

best Wisconsin resorts in winter, cabin lodgings with garden at Justin Trails Resort

When checking out Wisconsin winter resorts, don’t forget to consider spending a relaxing vacation at the Justin Trails Resort in Sparta, WI.

This quiet country gem boasts a collection of very comfortable lodging styles, including cabins, cottages, country houses, and converted barns.

It’s perfect for both families looking for Wisconsin winter vacation ideas and for anyone after the best Wisconsin winter getaways for couples!

You’ll be staying amongst 200 acres of private land, full of rolling hills covered in trees and with a wide open sky.

For nature lovers and stargazers, this is one of the best winter resorts Wisconsin has to offer. It even has over 8 miles of hiking trails for outdoor enthusiasts to enjoy.

The Justin Trails Resort is also suited for winter getaways in Wisconsin for families with dogs, as the resort is extremely pet-friendly!

Rooms here come with all sorts of amenities. Choose from suites with spa baths, wood-burning fireplaces, patios, and porches with great views of the surrounding countryside.

Plus, each room comes with a flat-screen TV and DVD player as standard – perfect for curling up on a winter night with some hot chocolate on your romantic winter getaways in Wisconsin!

In the morning, enjoy a delicious breakfast in the rustic yet refined decor of one of the best winter lodges in Wisconsin and you’ll feel right at home while enjoying a luxurious stay.

12. Delton Grand Resort and Spa – Wisconsin Dells

Wisconsin Dells winter hotels, exterior of resort facing water with red and stone romantic Wisconsin Dells hotels, stairs from resort lead down to sandy beach area with white beach chairs

Want the comfort of home living but in a modern apartment with designer furnishings and stunning views? It’s time to head to the Delton Grand Resort and Spa.

This condominium resort offers a variety of lakefront villas that rest on the shores of Lake Delton, and it’s possibly the best Wisconsin Dells resort in winter.

Guests can enjoy fireplaces and spacious modern kitchens in each apartment, as well as private balconies and patios which provide stunning views of the lake and surrounding forest.

Like many of the best winter getaways in Wisconsin for couples, the Delton Grand has heated indoor and outdoor swimming pools.

Couples can also take advantage of their on-site sauna and wellness center as well as the lakefront spa for maximum relaxation!

The lakefront fire pit and BBQ area is also a great place to hang out and meet some fellow guests enjoying their Wisconsin winter vacations.

Of course, there are also plenty of fun things to do in Wisconsin Dells, which is less than 10 10-minute drive away, and the resort is also within 1 mile of the Noah’s Ark Water Park.

Add in walks on the private beach on the lake and you might have found the best place to stay in Wisconsin Dells in winter!

13. Lucy’s Place – Bayfield

Wonderful Wisconsin winter resorts, room at Lucy's Place with bed and view of garden

As the name suggests, Lucy’s Place is one of the more understated winter destinations in Wisconsin. But this charming low-key destination is packed with comfort to be enjoyed!

When I arrived I found myself falling in love with the location, with its beautiful gardens and apple orchard, all on the banks of Lake Superior.

The quaint bed-and-breakfast style setting is perfect for some Wisconsin winter weekend getaways.

Guests can relax in a spa bath, take a dip in the hot tub, and roast marshmallows by the outdoor fireplace.

Units with a cute kitchenette are available, which includes a coffee maker, microwave, and fridge, and there are places for fishing, diving, and cycling nearby.

You’ll also be right on the doorstep of the Apostle Islands, an area of spellbinding natural beauty, making this one of the best places to stay in Wisconsin in winter.

14. The Abbey Resort – Lake Geneva

wisconsin winter vacations, aerial view of the Abbey Resort & Avani Spa in Fontana. Abbey

Next to the calm, scenic Lake Geneva you can find one of the great winter Wisconsin resorts with its own marina: The Abbey Resort.

Start your day with a delicious breakfast buffet, then have a hot drink on a patio or balcony and enjoy the view.

The marina offers boat rental options, as well as private boat cruise tours of Lake Geneva – a great activity for those on Wisconsin winter family getaways!

Back at the resort, there are a huge number of dining options.

Steaks, seafood, and other entrées are available at 240° West, while sandwiches, BBQ, and lighter bites can be found at The Waterfront.

There’s also the Gazebo Grill, Café Latte, and Bar West for dining, cocktails, and more. When I stayed I had so many choices!

After lunch, it’s time to hit the water. Couples enjoying romantic getaways in Wisconsin winter style can either soak in the adults-only pool area or enjoy ice skating in the winter season.

The full-service AVANI Spa offers relaxing massages, and there’s a modern fitness center to burn off calories as well.

And it wouldn’t be one of the best Wisconsin getaways in winter without outdoor fire pits for making fireside s’mores!

Get toasty while you enjoy live music and outdoor games, as well as extra amenities like art classes, movies, and more.

The Lake Geneva area is one of the best places to visit in Wisconsin in winter.

My final opinion on the best winter resorts in Wisconsin

view of a ski lift around one of the best winter resorts in Wisconsin

Taking winter trips can be an amazing way to explore a new place or simply enjoy nature in the snow. 

Wisconsin has some of the best winter resorts, full of entertainment and activities for everyone. 

Whether it’s downhill skiing and tubing on some of the longest runs in the Midwest or ice fishing and snowshoeing with friends, Wisconsin’s breathtaking winter wonderland offers something for you. 

Each resort can provide an unforgettable holiday respite from a hectic life with its cozy accommodations, warm hospitality, and a never-ending list of things to do. 

So my advice to you is, plan your perfect winter getaway today and create lasting memories! Together you can experience nature at its finest while also getting to enjoy all that these best winter resorts in Wisconsin have to offer – so what are you waiting for? 

Make this winter season even more special by exploring Wisconsin’s winter Wonderland.

FAQ about the best Winter resorts in Wisconsin

What are the best winter resorts in Wisconsin for families?

Some of the best winter resorts in Wisconsin for families are Timber Ridge Lodge and Waterpark, Justin Trails Resort in Sparta, and Grand Geneva Resort & Spa

What are the best winter resorts in Wisconsin for couples?

Some of the best winter resorts in Wisconsin for couples are Inn at Wawanissee Point in Baraboo, Edgewater Resort, and Geneva National Resort.

What are the best Northern Wisconsin resorts on lakes?

Some of the best Northern Wisconsin resorts on lakes are the Pointe Hotel & Suites in Minocqua, the Lodge at Crooked Lake in Siren, and Eagle Waters Resort.

Where to go for winter sport vacations in Wisconsin?

When it comes to winter getaways Wisconsin has a lot to say about winter sports! The Lake Lawn Resort in Delavan has many winter sports options, including snowshoe routes and snowmobile rides, cross-country skiing, and downhill ski slopes. Rib Mountain Inn in Wausau also has some great Wisconsin snow vacation packages, with the Nine Mile Forest Recreation Area offering plenty of ski facilities.

What are unique places to stay in Wisconsin in winter?

Every Wisconsin winter resort has something that you can’t find anywhere else. The Grand Geneva Resort & Spa, the Inn at Wawanissee Point, Lucy’s Place in Bayfield, and the Timber Ridge Lodge and Waterpark are all amazing unique places to stay in Wisconsin in winter.

 What are the best weekend trips in Wisconsin winter?

At Wisconsin resorts winter is just another opportunity for relaxation. No matter what you like to do on the weekend in winter, Wisconsin has got you covered. From outdoor winter sports and cultural experiences to beautiful scenery and informative museums, there’s something for everyone at the winter resorts in Wisconsin.