Photo by Elizabeth Massa Peroulakis

Hotels with Swimming Pool in Chester, Massachusetts

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Check availability on Chester Hotels with Swimming Pool

Top Chester Hotels with Swimming Pool

Frequently asked questions

What are some accommodations with pools in Chester?
D. Hotel Suites & Spa: Features 2 restaurants, an indoor pool, and a full-service spa. Life House Berkshires: Provides a seasonal outdoor pool, an indoor pool, and buffet. The Yankee, Trademark Collection by Wyndham: Hotel located near MGM Springfield. Features a snack bar/deli, an indoor pool, and buffet. La Quinta Inn & Suites by Wyndham Springfield MA: Offers 2 indoor pools, 2 outdoor pools, and 2 restaurants. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Features a health club, an indoor pool, and complimentary wired internet access.
What is there to see and do in Chester?
Make a point to visit attractions like Ashintully Gardens and Bousquet Ski Area. Discover sights such as Chester Town Hall during your stay.
When is the best time to book a hotel with a pool in Chester?
Taking into account the local weather in Chester is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.