Winter Break in Galena

Discover wineries, independent shops, restaurants, vacation rentals and more in historic downtown Galena. Photography courtesy Galena Country Tourism.

Just 3 1/2 hours away, Galena, Illinois, offers an ideal snowy escape. Chestnut Mountain Resort, located south of town on steep Mississippi River bluffs, challenges skiers and snowboarders with a 475-foot vertical drop, 19 runs and a terrain park. At Eagle Ridge Resort & Spa nearby, find 7 miles of cross-country ski trails, sledding runs, plus a pond for skating. Even if you’re not into snow play, the city welcomes guests with a downtown loaded with independent businesses to explore.

Cajun Jack’s Bar & Grill in Elizabeth (about 15 miles from Galena) serves burgers and Cajun cuisine such as gumbo and po’ boys.

Kids can take ski lessons at Chestnut Mountain; rentals are available for the entire family.

Warm up with comfort food such as a pastrami sandwich at Embe Eatery & Lounge on Main Street.

Additional miles of trails are available to explore—and then relax with a hot beverage—at Casper Bluff Land and Water Reserve.

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