Wintertime Trailside Lodging in Wisconsin

Wisconsin is the premier snowmobiling destination in the Midwest. It’s also home to the largest and most prestigious cross-county skiing marathon in the country. Needless to say, Wisconsin knows how to do winter, especially on our many seasonal trails.

The state also offers great lodging for wintertime trail lovers, from remote cozy cabins to large lodges that can house 10 or more. These trailside lodging properties in Wisconsin showcase the best of the state’s seasonal surroundings.


Located on a multi-use trail in Eau Claire County, the Black Creek Lodge is nestled among thousands of acres of public land. Their property includes five cabins, ranging in size from the impressive Retreat Center (with six bedrooms to house up to 22) to a fully-furnished one bedroom cabin.

Cottages on Serenity Lake in Jackson County is the perfect destination if you’re looking for wake up, walk outside and hit the trail. They have four properties on site, including one cabin that can hold up to 35 guests. If you don’t own a snowmobile, the property owners partner with local businesses to help you look for deals.

Spring Brook Vacation Rentals in Wisconsin Dells has a trail that leads directly to their property. They rent out everything from hotel suites to condos, and guests are even able to park their sleds right outside the rental. Spring Brook also has a sports bar and grill that is a great pit stop for snowmobilers.

Cross-Country Skiing

Woodside Ranch in Mauston offers cross-country ski trails that range from 1.5-4 miles. Visitors can choose from a variety of Woodside’s log cabins or the three-bedroom Lake House. The Ranch House is perfect for a large group of cross-country ski fans. Plus, dining is available on-site.

In Brantwood, Palmquist Farm grooms up to 20 miles of trails across its 800-acre property. Trails wind through the wooded land and farm fields, and span beginner to intermediate. Palmquist offers six lodging options, from individual bedrooms to entire cabins.

A cross-country ski trip in Wisconsin wouldn’t be complete without a visit to the 62-mile-long American Birkebeiner Trail. Just eight miles away from the start of the annual race, Lakewoods Resort offers everything from cozy rooms and luxurious condos. The resort is adjacent to the Rock Lake Trail System in the Chequamegon National Forest.


High Point Village has four chalet-style cabins just steps away from the trails at Timm’s Hill Park. The hill, which reaches 1,951 feet, has trails that range from straight and flat to long and winding. After a day out in nature, guests can warm up in the Hill of Beans restaurant and café.   

Nestled in the Chequamegon National Forest, Delta Lodge in Iron River has several cabins available during the winter months, complete with fireplaces and saunas. Trails are just minutes away from the cabins – the property even provides snowshoe rentals.

 Looking for more ideas? Check out the Wisconsin Snow Report to plan your getaway.

This entry was posted in Cabins & Cottages Snowmobiling