Wintertime Trailside Lodging in Wisconsin

Home to thousands of miles of snowmobile trails and the largest cross-country skiing marathon in the country, Wisconsin knows how to do winter. 

The state also offers great lodging for wintertime trail lovers, from remote cozy cabins to large lodges great for bigger groups. These trailside lodging properties showcase the best of Wisconsin’s seasonal surroundings while keeping you close to the action. Read on to discover the perfect place for your next trailside stay.

Snowmobiling

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 sleep up to 22) to fully-furnished one-bedroom cabins.

Cottages on Serenity Lake in Black River Falls is the perfect destination if you’re looking to wake up and immediately hit the trails. They have four properties on-site, including one lakefront home that can hold up to 35 guests and a wheelchair-accessible cabin. Your group can also enjoy a six-person hot tub under the stars. If you don’t own a snowmobile, the property owners partner with local businesses to help you look for deals.

Experience the natural winter beauty of the Wisconsin Dells area at Spring Brook Resort. With a snowmobile trail that leads directly to the property, you and your crew are primed for perfect winter adventures. Spring Brook offers all kinds of stays from hotel suites to condos to private vacation homes, and guests are even able to park their sleds right outside the rental. They also have a sports bar and grill that makes for a great rest stop for snowmobilers.

Cross-Country Skiing

Woodside Ranch in Mauston offers cross-country ski trails that range from 1.5 to 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-Nicolet National Forest.

Snowshoeing

High Point Village offers five chalet-style cabins just steps away from the scenic trails at Timm’s Hill Park. The hill, which reaches almost two thousand feet, offers trails that range from straight and flat to long and winding. And after a day out in nature, you and your group can warm up in the Hill of Beans restaurant and café.   

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

Discover more places to enjoy magical winter getaways in Wisconsin at these romantic cabins.