Side Trips from Chicago Travel Guide
Those who haven't spent much time in Chicago think that the city is surrounded by corn fields that stretch from horizon to sunset. But we know better—this is no fly-over country. In fact, there are phenomenal weekend destinations for any interest, all located within a few hours drive of the Windy City. From destination spas and lakeside golf resorts to world-class art museums and award-winning wineries, this part of the Midwest delivers on all fronts. But, lest these places become overrun, let's keep the secret going. So if anyone asks, you didn't hear about the charming town of Galena, Illinois, or the adorable beach community of Saugatuck, Michigan, from us.
Fodor's local writers visit every hotel we recommend. Look for our discerning Fodor's Choice picks or search by price and location.
Find the best Side Trips from Chicago restaurants in every price category with our top picks.
Things To Do in Side Trips from Chicago
Explore the best sights, entertainment, and shopping with our top choices and insider tips.
- $104* & up -- Flights for Next Weekend on American, R/T American Airlines
- $129 & up -- Chicago: 4-Star Michigan Avenue Hotel, 65% Off The Westin Michigan Avenue Chicago
- $127 & up -- Weekends at 4-Star Chicago-Area Hotel, Save 65% The Westin Lombard Yorktown Center
- $127 & up -- Weekends at 4-Star Chicago-Area Hotel, Save 65% — $127 The Westin Lombard Yorktown Center
- $199 & up -- Chicago 4-Star Riverfront Hotel, Save 40% — $199 Sheraton Chicago Hotel & Towers
From the steamed cider aromas that hit you in the lobby to the local ingredients served in the restaurant,... Read more
You might not expect to find yourself amongst wine grapes a mere 75 miles outside of New York City.... Read more
Summertime is practically synonymous with road trips.... Read more
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Thanks to all that provided suggestions for our weekend trip to Chicago!
DH and I went to Chicago because DS' high school band was performing at the Windy City Band Festival at Dominican University and Read more
Hi. Read more
We will both be 22 years old by the time we fly out and have recently completed university. We are coming over to the USA to experience the big cities, the bars, the beaches, the culture Read more