Why This Is One of the Best Winter Getaways in Wisconsin

Westby is one of the best winter getaways in Wisconsin! Whether you prefer bundling up for outdoor winter activities, shopping for unique Christmas presents, or just curling up by a fire, Westby has what you’re looking for. If the winter blues are getting you down, it’s probably time for a visit to Westby!

Our Vacation Guide is chock-full of more Driftless area information, events, restaurants and more. Be sure to request your free copy to help you plan your trip!


Winter Getaways in Wisconsin

If you’re getting away with your family or getting away with a loved one, consider “getting away” to Westby House Inn. We are centrally located to tons of winter fun in Wisconsin. But we are also in a small community, so if down time is what you need, you’re covered there, too. Here’s some of our favorite things to do on winter weekend getaways in Wisconsin!


Play in the Snow

Of course you can always toss a few snowballs with friends, but why not kick it up a notch? Snow sports abound during Wisconsin winters! Snow-mobiling, fat-tire biking, cross-country skiing, and snowshoeing are all popular winter activities.

For instance, you could snowmobile down the Elroy-Sparta Trail. This rail-to-trail route has incredible winter views and will introduce you to five different communities. Or, if you’re looking to break a sweat in your winter gear, go cross-country skiing on ten miles of groomed trails at the beautiful Kickapoo Valley Reserve or at Wildcat Mountain State Park. Intrepid hikers can strap on snowshoes at these destinations as well. Winter fat biking is growing in popularity. Veteran Hills grooms fat bike trails over their golf course during winter!

For a fun winter experience, check out the Kickapoo Valley Reserve Winter Festival. The highlight of that weekend is a Candlelit Hike/Ski, followed by some great views of the winter sky.

Norskedalen Nature and Heritage Center also has some wonderful winter events. The Old-Fashioned Christmas weekend in early December is a great way to kick off the Christmas season. The Candlelight Snowshoe Hike (cross-country skiiers are also welcome) is always beautiful as well.

*Note: Snowshoes, bikes, (and other sports rental equipment) are available from Bluedog Cycles.

Ice Fishing

Fishing is a four-season sport here in Wisconsin, so there’s never a bad time to hit the water (or the ice!) You’ll find a few “hot spots” along the Great River Road where ice fishers gather. Depending on where you fish, you will catch bluegill and crappie (lakes) or walleye, northern pike, bass, and pan fish (rivers). Here’s more info on some great fishing spots close to Westby.


Snowflake Ski Jumping Tournament

If you’d rather drink beer or hot chocolate while watching sports, the Snowflake Ski Jumping Tournament might be your thing! This incredible event is a marvel to watch, and has been a part of local tradition for almost one hundred years! With live music, food, drink, and bonfires, there’s not a better way to enjoy this historic sport. U.S. and international jumpers will compete to cheers of the local crowds. You can watch from the bottom or the tops of the hills! It’s one of the most fun, special things we do around here in the winter.


Winter at the Wineries

Local wineries, such as Branches Winery, stay open on weekends through Christmas. Sipping a new favorite local wine in a snowy scene is a memory worth making! And the Tangled Hickory Wine Bar & Restaurant in downtown Viroqua offers live music and local brews and wines, alongside bistro-style dishes.

Cozy Up at Westby House Inn

No matter what you decide to do during your winter getaways in Wisconsin, we hope it involves a lot of relaxing. And that’s something we specialize in at the Westby House Inn, one of the best winter vacation spots in Wisconsin! Choose one of our rooms with a double whirlpool tub, or curl up by one of our in-room fireplaces with a good book. Enjoy the comfort of a hot, freshly made, gourmet breakfast. We would love to be your choice for cozy, warm winter vacations in Wisconsin. And for more details on what the Driftless area of Wisconsin has to offer, download our complimentary Vacation Guide. We’ll keep the mugs of cocoa hot for you!