Eastern Massachusetts Ski Holidays 2026

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Top Ski Eastern Massachusetts Hotels

Westford Regency Inn & Conference Center

219 Littleton Rd Westford MA

36 min drive from Fenway Park

Stay at this business-friendly hotel in Westford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...

8.2/10 Very good! (1,000 reviews)

"Staff was exceptional"

Reviewed on 30 Nov 2025

Hampton Inn & Suites Westford-Chelmsford

9 Nixon Rd Westford MA

38 min drive from Fenway Park

Stay at this hotel in Westford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

8.8/10 Excellent! (1,008 reviews)

"Nice hotel located in the quiet and convenient area. Big, comfortable and clean room and bathroom. Breakfast was excellent."

Reviewed on 10 Aug 2026

Homewood Suites by Hilton Boston/Canton, MA

50 Royall St Canton MA

23 min drive from Fenway Park

Stay at this business-friendly hotel in Canton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...

9.2/10 Wonderful! (1,007 reviews)

"Very friendly greeting upon arrival. Excellent breakfast. Hot tub was enjoyable. Room was especially clean, and bed was comfortable. Would do it again in a heartbeat."

Reviewed on 9 Aug 2026

See all 15,942 properties in Eastern Massachusetts

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.