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Top Winter hotels
Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!
Third time renting here, property is comfortable, clean and well equipped. The only teeny, tiny “I hate to mention” issue was the wine bottle opener was difficult to use. Otherwise, all was wonderful!
Reviewed on Oct 25, 2025
Big Sisu - Newly Remodeled Nordic Hideaway on Silverthorn Lake
Such a beautiful cabin with a spectacular view of the lake. Very clean and updated. Thank you for sharing your home with us and we hope to come back again.
Reviewed on Oct 26, 2025
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.
We rent someplace in the Winter area every year in October for a weeklong grouse hunt. This cabin was by far our favorite. It was exceptionally cleaned, well kept, well stocked, and well laid out. Chris was a fantastic and accommodating host and made sure everything was set for our arrival. I would ...
Reviewed on Oct 29, 2025
Modern Cabin with Classic Northwoods Experience...Close to Trails
Great getaway experience! The cabin was better than the pictures on the website; clean, cozy and in an absolutely fantastic spot! The views out the windows (which were very clean) were amazing every minute. Loved the wood stove! Excellent draw and easy to start! Thanks again for a satisfying ...
Reviewed on Oct 29, 2025
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!
Well equipped, fantastic stove, comfortable furniture, awesome view, quiet and peaceful! If I had an oil well I would twist the arm of Cassidy to sell!
Reviewed on Oct 24, 2025
Holiday Inn Express & Suites Hayward by IHG
Love this hotel!!! Very clean, all of the staff is so friendly and kind! It’s such a cozy atmosphere! One of my very favorite places to stay!
Reviewed on Nov 2, 2025
Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.
Great up north cabin. Fishing weekend.
Reviewed on Oct 19, 2025
Telemark Northwoods Lodging
Love the walking and hiking trails and the beautiful views
Reviewed on Oct 19, 2025
Timber Inn Motel
Overall, a nice place, but there’s a new owner and it needs a lot of upgrades
Reviewed on Oct 24, 2025
Top reasons for your vacation to Winter
- Outdoor Activities: Winter, Wisconsin offers a variety of outdoor activities, including snowshoe trails and cross-country skiing, perfect for those who love winter sports.
- Cozy Cabins: Visitors can rent cozy cabins in Winter, providing a peaceful and comfortable stay amidst the beauty of nature.
- Dam Lake: Don't miss the opportunity to explore Dam Lake, which offers breathtaking views and is perfect for ice fishing and snowmobiling.
- Tranquility of Northwoods: Winter provides a serene escape from city life, allowing visitors to immerse themselves in the beauty of nature, hike through lush forests, and fish in crystal-clear lakes.
- Wisconsin Dells: A short drive away from Winter, Wisconsin Dells is known for its thrilling water parks and outdoor activities, providing a bit of adventure for those seeking excitement.
Find your favorite hotels in Winter
If you're planning an outdoor vacation in Winter, Wisconsin, you'll find a variety of hotel accommodations to choose from. Whether you're looking for a cozy cabin nestled in the woods or a private cabin with scenic views, there are options available to suit your needs. These accommodations provide the perfect retreat for enjoying the beautiful winter scenery and outdoor activities Wisconsin has to offer. Experience the comfort and charm of the best cabins in Winter.
| Hotel name | Type | Stars | Description |
| Upscale Accommodations with an "Up North" location! - Condo: | This luxurious condo offers upscale accommodations in a prime location, perfect for your outdoor vacation. With its "Up North" setting, you'll be surrounded by stunning natural beauty and have easy access to outdoor activities such as hiking, fishing, and boating. The condo itself boasts modern amenities, spacious rooms, and breathtaking views, ensuring a comfortable and unforgettable stay. | ||
| Upscale Accommodations with an "Up North" location! - Condo: | Another option for upscale accommodations with an "Up North" location, this condo provides a similar experience to the first one. Enjoy the convenience of being close to outdoor attractions and facilities while indulging in the comforts of a well-appointed condo. Whether you're seeking adventure or relaxation, this option offers the ideal base for your outdoor vacation. |
Explore the best activities and sights in Winter
Winter, Wisconsin is a perfect destination for outdoor enthusiasts seeking a fun-filled winter vacation. The town offers an array of activities, including snowshoe trails and cross-country skiing for those who want to embrace the snowy landscapes. Visitors can rent cozy cabins to enjoy a peaceful stay amidst nature. Don't miss the opportunity to explore Dam Lake, which offers breathtaking views and opportunities for ice fishing and snowmobiling. Winter promises a memorable experience for families looking for a winter wonderland adventure.
- Bourbon Street: Bourbon Street is a vibrant and lively point of interest that captures the essence of city life. Immerse yourself in the energetic atmosphere filled with live music, dancing, and friendly people. Indulge in the diverse dining options, from quaint cafes to bustling bars. Explore the unique shops and enjoy the entertainment and festivals happening throughout the year. Bourbon Street is a sensory experience that will awaken your senses and leave you wanting more.
- Kalahari Indoor Waterpark: Kalahari Indoor Waterpark is a thrilling point of interest that caters to the whole family. Dive into a world of fun with its expansive waterpark featuring thrilling slides and rides. Embark on a nature adventure by birdwatching or exploring the nearby lake and river. Discover the wonders of wildlife at the zoo and enjoy the family-friendly atmosphere. Kalahari Indoor Waterpark is the perfect destination for adventure seekers and entertainment enthusiasts.
- Devil's Lake State Park: Devil's Lake State Park is a picturesque recreational area that offers a serene retreat from the hustle and bustle of everyday life. Relax by the tranquil lake or embark on a camping adventure surrounded by nature's beauty. Immerse yourself in the breathtaking scenery while hiking through the park. Enjoy birdwatching and explore the family-friendly waterpark. Devil's Lake State Park is the ideal destination for wellness and relaxation, allowing you to reconnect with nature and rejuvenate your mind, body, and soul.
Where to stay in Winter
Experience the tranquility of Wisconsin's Northwoods with a cabin getaway in Winter. Nestled in the heart of northern Wisconsin, Winter offers a serene escape from the bustling city life. Immerse yourself in the beauty of nature as you explore the picturesque landscapes, hike through lush forests, and fish in crystal-clear lakes. For a bit of adventure, take a short drive to Wisconsin Dells, known for its thrilling water parks and outdoor activities. Whether you're seeking relaxation or outdoor excitement, Winter is the perfect destination for a memorable Wisconsin getaway.
- Cable: Cable is a popular city located 30.0 miles away from Winter. This city is known for its family-friendly atmosphere and offers a range of outdoor activities. Families can enjoy biking through the beautiful forests, exploring the ski slopes during winter, and immersing themselves in the wonders of nature. Cable also boasts natural parks where you can relax and take in the serene surroundings. Additionally, the city has a vibrant bar scene and offers business and museum attractions for a well-rounded experience.
- Ladysmith: Ladysmith is a popular city located 25.0 miles away from Winter. It is known for its small-town charm and diverse recreational opportunities. Families can engage in basketball and other sports activities, or enjoy a round of golf in the beautiful surroundings. The city is also situated near a river, making it perfect for water activities. With its family-friendly atmosphere, Ladysmith offers natural parks to explore and dining options for a memorable experience. The friendly locals add to the welcoming atmosphere of the city.
- Couderay: Couderay is a popular city located 14.2 miles away from Winter. Although it is smaller in size, it offers a unique rural experience. Families can enjoy the tranquil atmosphere and take in the scenic beauty of the surroundings. Couderay provides an opportunity to unwind and connect with nature. While it may not have specific attractions, its proximity to Winter makes it an ideal destination for a peaceful outdoor vacation with your family.
The travel seasons of Winter
Trips to Winter show no change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from February to April, and March sees the least travelers.
Winter has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 68.5 degrees Fahrenheit. The wettest month in Winter is June, so pack accordingly.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 12.0°F (-11.1°C) | No Rain (Dry) | Very Cloudy |
| February | 14.2°F (-9.9°C) | No Rain (Dry) | Very Cloudy |
| March | 28.4°F (-2.0°C) | Light Rain | Mostly Cloudy |
| April | 39.2°F (4.0°C) | Light Rain | Mostly Cloudy |
| May | 54.1°F (12.3°C) | Light Rain | Mostly Sunny |
| June | 64.0°F (17.8°C) | Light Rain | Mostly Sunny |
| July | 68.5°F (20.3°C) | Light Rain | Mostly Sunny |
| August | 66.4°F (19.1°C) | Light Rain | Mostly Sunny |
| September | 59.0°F (15.0°C) | Light Rain | Mostly Sunny |
| October | 45.0°F (7.2°C) | Light Rain | Mostly Cloudy |
| November | 31.3°F (-0.4°C) | Light Rain | Mostly Cloudy |
| December | 18.7°F (-7.4°C) | Light Rain | Mostly Cloudy |
How do I find a great hotel with Travelocity?
Ensure your entire crew enjoys an unforgettable vacation with our reliable and all-round online travel platform. Discover the perfect accommodations for your family by using our family-friendly badge, which identifies hotels that offer extra amenities for kids. Our custom filters help you narrow down your search to hotels closest to top attractions, offering enhanced cleaning, all within your budget.
Why should I book with Travelocity?
Busy lives and packed schedules call for trips that are hassle-free. Our aim is to offer worry-free travel each time you and your family book with us, allowing you to focus on creating lasting memories. We are committed to assisting you in finding and planning your ideal trip, providing transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support throughout your vacation and beyond.
How can I save money on my trip to Winter?
If you're looking to save money on your family trip to Winter, Wisconsin, consider visiting during the less popular season from February to April. This can help you avoid peak travel prices. Another way to save is by bundling your flights, hotel, and car bookings together for a discounted price. This not only saves you money but also makes managing your trip easier. During your visit, be sure to explore the beautiful landscapes and attractions that Winter has to offer.
Frequently asked questions
Recent Winter hotel reviews by fellow wanderers
Holiday Inn Express & Suites Hayward by IHG
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