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Cabins in Galena for a Winter Getaway

Find a cabin, B&B or something a little more luxurious for a winter getaway in Galena

Sep 14, 2018 Outdoors & Regional

A couple walk along a path surrounded by snow

Whether you want to curl up in front of a fireplace or take on one of the many activities available you're going to want the perfect place to stay in Galena. From rustic northern Illinois cabins to luxurious hotels we've got you covered for your winter getaway.

Cabins in Galena

The Inn at Irish Hollow

Called “deliciously rustic” by the New York Times, Irish Hollow is located on 500 rolling acres in the Galena countryside. The accommodations include rooms at the historic inn, as well as private English-style cottages with beautiful gardens. Indulge in a massage or hike the miles of trails that pass by a 1,300-acre nature preserve. Irish Hollow is known for its gourmet country breakfasts and dinners made with seasonal ingredients from its own organic gardens. While you're in the area, be sure to peruse the variety of shopping and dining on Galena's Main Street.

Two people in the snow walking into a cabin Room interior at the irish hollow inn

Augustus Chetlain Home and Log Cabin Guest Houses

Stay in an original historic log cabin from the 1800s, built on the boyhood estate of Augustus Louis Chetlain, the first man in Illinois to volunteer as a Union Army soldier at the outbreak of the American Civil War.

Two miles from Main Street Galena, these rustic cottages combine historic charm with contemporary comforts. Relax in front of a log fire, watch the sunset from your porch, or enjoy a stroll around the property. Rave reviews from happy guests enthuse about the romantic ambience.

Exterior view of Allens 3 cabins

Lodges & Cottages in Galena

Chestnut Mountain

Pack your bags for a stay at Chestnut Mountain Resort, a ski-in, ski-out lodge in Galena. This hotel invites you to warm up in the sauna, grab a bite to eat at the on-site restaurant, and beat the high score in the arcade game room. While you're visiting, venture outside and carve up the fresh powder on the slopes, which are just feet away from the lodge. Boasting the largest terrain park in the Midwest, the ski resort features more than 25 rails and 19 runs. Pull some tricks and get some air on the ramps or shred down the Black Diamond trails.

Group of Pizza in ski gear eating pizza Skiiers skiing down chestnut mountain

Hawk Valley Retreat & Cottages

If there’s a prettier setting for a rustic getaway in Illinois, we’re yet to find it.

Hawk Valley Retreat offers four country cottages set in meadows and gently rolling hills. A creek runs through the property, and you can follow pretty walks, winding under pine trees, along the pond, and by a screened gazebo.

Your hosts Wendy and Hal are keen bird lovers, and robins, larks, oriels, cardinals, goldfinches, and hummingbirds throng the grounds, and make the dawn chorus a delight.

Hawk Bay Retreat is celebrated for its generous homemade breakfasts. The waffles are particularly delectable! A wonderful, peaceful getaway.

Landscape style view of cottages, gazebo and trees

Bed and Breakfast in Galena

Jail Hill Inn

Situated within the confines of Galena’s old jail building, this gracious lodging is your perfect winter getaway. Each Jail Hill Inn Suite offers a luxurious king-size bed with fine linens and pillows, ornate gas fireplaces and bathrooms with either a steam shower or bubble massage tub. Enjoy a wonderful reception of wine and cheese upon your arrival, and in your suite, you will find chocolates and chilled champagne. After a great night’s rest, enjoy a 3-course, gourmet breakfast that can even be delivered to your room. Jail Hill Inn was also named the top bed and breakfast/inn by TripAdvisor’s Traveler’s Choice in 2019—ranking #1 out of 25 in the United States and #2 in the world.

interior of a lounge and fireplace Front exterior of the Jail Hill Inn at night

Goldmoor Inn

As the only Galena bed and breakfast located high above the banks of the Mississippi River, the historic Goldmoor Inn is truly one of a kind. In addition to stunning views of the surrounding country, you can look forward to soaking in a whirlpool, warming up around a private fireplace, in-room gourmet breakfasts and a romantic dining experience.

The inn features a unique selection of beautifully decorated cabins, cottages and suites, all minutes from downtown Galena. Don’t forget to check out the Goldmoor Restaurant!

Couple with hot drinks sitting on a deck with snow

Hotels & Suites in Galena 

Ulysses Suites

When you stay at the Ulysses Suites, every room is a presidential suite. Housed within the historic J. G. Schmohl building in the heart of downtown Galena, you'll be within walking distance of all Galena's unique shops and fabulous restaurants, plus a variety of breweries, wineries and distilleries to choose from. Fun fact: Ulysses Suites was awarded the Galena Excellence in Historic Preservation Designation in 2020.

Two women talking in a hotel lobby

Eagle Ridge Resort & Spa

In northwest Illinois, just six miles from the small town of Galena — where the snow shimmers on a historic Main Street — Eagle Ridge Resort & Spa overlooks the shores of Galena Lake. The lakeside setting makes for great winter activities, especially along the 23 miles of hiking trails, though you may be tempted to just stay inside and relax in the onsite spa or heated swimming pool. Nobody could blame you for wanting to stay cozy.

Horse drawn sleigh ride

Don’t let a little chill in the air keep you from venturing to Galena this winter. You know what they say, “There’s no bad weather, just bad clothing,” so wrap up tight and get ready for a winter wonderland.

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