Ski Holidays in Eastern Massachusetts 2026

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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. ...

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! (1,005 reviews)

"“A pleasant and relaxing stay.”"

Reviewed on 23 Sept 2026

See all 16,092 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.