Hotels with Swimming Pool in Winnetka, Chicago

Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. River Hotel: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. Eurostars Magnificent Mile: Hotel steps from State Street. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Hyatt Regency Chicago: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions.

Explore places like Michigan Avenue, Wrigley Field, and Naval Base Great Lakes while you’re in the area. Make a point to visit attractions like Lake Michigan and Chocolate Box.

You may want to consider an accommodation that offers an outdoor pool if you will be visiting Winnetka in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 30°F.

Knowing the transportation options in Winnetka can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. Winnetka may not have many public transit choices so consider renting a car to explore more.