Chester, MA

Travel Guide

A snow-covered forest with a narrow stream running through it.

A dog walking on a forest path with trees and moss.

A flowing river with rocks and trees in a forested area.

A stone bridge over a flowing river with rocks and autumn foliage.

A stone bridge over a calm river with autumn foliage.

Visit Chester

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

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La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street Springfield MA

Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...

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The Yankee Inn

461 Pittsfield Rd Lenox MA

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

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See all 878 properties in Chester

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...

The Ponds at Foxhollow

3 Foxhollow Drive Route 7 Lenox MA

Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and National Shrine of the ...

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.