Milwaukee Magazine | Travel

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Your Winter Getaway Guide

There’s no need to hunker down when the temperatures drop. These destinations offer fun through the cold months.

Dollar Lake Retreat

Escape the city this winter with an idyllic weekend at Dollar Lake Retreat. Settle into a quiet, cozy and charming cabin where the snow falls softly outside the windows. Inside, vintage details and layered textures glow in the warmth of three fireplaces, making the entire home feel welcoming. Slow mornings, good meals and unhurried time together come naturally here. When you’re ready for adventure, snowshoe around the lake or explore nearby Eagle River. Sink into the new outdoor hot tub under the winter sky, the perfect close to a cozy Northwoods escape. dollarlakeretreat.com

Greater Richland Area

Searching for a winter escape? Richland Center in the heart of Wisconsin’s Driftless Area is surrounded by cozy spots where you can unwind. Consider booking one of the scenic region's many cabins and cottages – like Driftless Retreat, Michael’s Farm Stay, or Ridge and Valley Hospitality. You’ll enjoy the beauty of the Driftless’ hills and valleys, while relaxing in the comfort of modern lodging with luxurious amenities. Wherever you choose, you'll be minutes from winter activities like snowshoeing and hiking – or you can simply stay in and enjoy the time away. greaterrichlandtourism.com

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The Fox Cities

This time of year, when snow settles across Wisconsin, the Fox Cities sparkle. There are so many ways to get outdoors and enjoy the season. Hike the trails at High Cliff State Park for breathtaking views of Lake Winnebago. Enjoy an afternoon of cross-country skiing at Bubolz Nature Preserve. Or spend a picturesque afternoon at The Plaza ice rink, inspired by New York City’s iconic Rockefeller Center. Consider planning your winter getaway for February, when downtown Appleton’s Avenue of Ice transforms blocks of ice into dazzling works of art. foxcities.org

Thorp House Inn & Cottages

Winter is a wonderful time to experience Door County. The popular region slows down, but there’s still plenty to enjoy. As one of Door County’s most beloved bed-and-breakfasts, Thorp House Inn offers an elegant, peaceful retreat in one of Wisconsin’s most cherished vacation destinations. Just one block from Main Street, the inn puts guests steps from everything Fish Creek has to offer. Whether you’re seeking a quiet escape to reconnect with someone you love or looking to enjoy winter activities like ice fishing, fat-tire biking, snowmobiling and more, Thorp House Inn makes an ideal cold-weather getaway. thorphouseinn.com

Whitewater

Escape from the busyness of city life for a long winter weekend away in a cozy Wisconsin small town. The Whitewater region offers so much this time of year – from exciting outdoor adventure to cozy restaurants to enjoy a warm night in. Take the kids to The Aquatic Center for indoor swimming and sliding fun. Bundle up and get outside by hiking or snowshoeing on one of the area’s many trails with stellar views. Looking to stay warm? Book a Reiki session with Live Life Spirit Direction, stop by the sauna at Blue Sage Massage, or enjoy a meal at local favorites like Fanatico or the historic Duck Inn supper club. discoverwhitewater.org

Will’s Northwoods Inn

This bar is your destination for cheering on Wisconsin sports when you’re in enemy territory. The Wisconsin Northwoods-themed sports bar is in Chicago’s South Lakeview neighborhood, and it’s the spot Wisconsinites flock to for the big game. There’s no better place to enjoy the NFL playoffs this month, or catch a Bucks game. From its Sconnie decor and beer paraphernalia to a menu packed with favorites inspired by the Badger State, Will’s can make any Wisconsinite feel at home. willsnorthwoodsinn.com ◆

Staycations

THE PFISTER HOTEL

Bid adieu to your winter blues at The Pfister Hotel, one of Milwaukee’s most beloved landmarks. In just one visit, you might enjoy cocktails around a roaring fire in the Lobby Lounge, savor award-winning fine dining at Mason Street Grill, take in panoramic views on the 23rd floor, or relax with a massage or spa treatment at the WELL Spa + Salon. However you may choose to enjoy The Pfister Hotel’s warm hospitality, you’ll feel your holiday stress melt away as you welcome a vibrant new year. thepfisterhotel.com

POTAWATOMI CASINO & HOTEL

If you have cabin fever during Wisconsin’s long and dark winter, switch things up with a weekend of fun at Potawatomi Casino & Hotel. The iconic Milwaukee venue boasts 500,000 square feet of restaurants, concert venues, table games, slot machines, a sportsbook and much more – ideal for an entire weekend of entertainment. Potawatomi’s luxurious hotel rooms make the perfect space to relax and unwind after winning big in the casino. Potawatomi attracts millions of visitors from around the world every year, but lucky Milwaukeeans don’t have to travel far to cash in on a good time. potawatomi.com

• Curated Northwoods charm, spotlessly clean, locally owned

• A chef-worthy kitchen designed for cooking & gathering

• New outdoor hot tub

• Three cozy fireplaces invite you to settle in & unwind

• 5 minutes from Eagle River

choose choose

Discover the Fox Cities this winter, a waterfront destination in northeast Wisconsin. From snowy outdoor adventure to savoring an intimate dinner for two, every moment inspires connection. With its charm, welcoming spirit, and original experiences, the Fox Cities is more than a getaway; it’s the perfect place to rediscover each other.

Start building your original experience today at FoxCities.org

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