Hotels with Pool & Resorts in Winnetka

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Best Winnetka Hotels with Pool

Beautiful view of the beach with palm trees

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Frequently asked questions

What are some accommodation options with pools in Winnetka?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. River Hotel: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a steam room. Club Quarters Hotel, Central Loop, Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Eurostars Magnificent Mile: Hotel, 8-minute walk from Lake Michigan. Features a health club, an indoor pool and flat-screen televisions. The Westin Michigan Avenue Chicago: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, a pool and complimentary wireless Internet access.
What is there to see and do in Winnetka?
Explore places such as Lake Michigan while you’re in Winnetka. Make a point to visit attractions such as Chocolate Box.
When is the best time to book a hotel with a pool in Winnetka?
You may want to consider accommodation that offers an outdoor pool if you’re planning to visit Winnetka in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation 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 -1°C.
What's the best way to travel around Winnetka?
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 might not have very many public transport options, so consider renting a car to explore more.