Hotels with Swimming Pool in Winchester, Boston

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Check availability on Winchester Hotels with Swimming Pool

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Top Winchester Hotels with Swimming Pool

Top Winchester Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Friendly helpful staff who upgraded us to a room with a window as they had one available. Some scaffolding on outside of property but didn't bother us. Spacious room and comfy beds. Centrally located to explore Boston city by foot."
Deborah 1-night trip
Posted 5 hours ago
Harborside Inn Of Boston

Frequently asked questions

What are some accommodations with pools in Winchester?
Omni Boston Hotel at the Seaport: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Features 4 restaurants, an outdoor pool, and a full-service spa. CitizenM Boston Back Bay: Hotel located near Faneuil Hall Marketplace. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions. Harborside Inn Of Boston: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Features 2 bars, an indoor pool, and a snack bar/deli. CitizenM Boston North Station: Hotel, 3-minute walk from The Shops at Prudential Center. Provides a 24-hour fitness center, an indoor pool, and flat-screen televisions. Copley Square Hotel, a FOUND Hotel: Hotel, 4-minute walk from Boston Harbor. Features 2 restaurants, an indoor pool, and a full-service spa.
What is there to see and do in Winchester?
While you're in the area, consider exploring places like TD Garden, Fenway Park, and Encore Boston Harbor. Make a point to visit attractions like Middlesex Fells Reservation and Winter Pond.
When is the best time to book a hotel with a pool in Winchester?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Winchester in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 33°F.
What's the best way to travel around Winchester?
Knowing the transportation options in Winchester can help you enjoy the area beyond your hotel pool. To explore the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station. Winchester might not have many public transit options to choose from so consider a car rental to maximize your time.