25 Weekend Getaways Near Chicago When you want a getaway from Chicago, you don't have to go far. Galena, Illinois; Lake Geneva, Wisconsin; and Michigan's shore towns are all within a one- to three-hour drive. 25 Weekend Getaways Near Chicago 21 Frank Lloyd Wright Buildings You Can Tour in the Midwest Here Are the 9 Midwest Destinations Everyone Will Be Talking About in 2026—And Why You Should Visit Find Cute Shops and Great Eats in This Hidden-Gem Chicago Neighborhood These girls weekend ideas—including spa retreats, secluded state parks and one-of-a-kind accommodations—deliver relaxation, just the right amount of indulgence and plenty of bonding time with your besties.
Our picks include city getaways in Chicago or Indianapolis, or a wine-tasting weekend in Michigan. Romantic getaways in Illinois span from high-rise hotels in Chicago to Galena bed-and-breakfasts to secluded cabins near the Shawnee National Forest. Chicago Parent: Family Getaways a Short Drive from Chicago for Every Season 14 Best Small Town Getaways in Wisconsin Whether you’re looking for lakes or beaches, hiking, or dining, plan your next weekend getaway or day trip to one of these charming small towns in Wisconsin.
