Top Ski Eastern Massachusetts Hotels

Westford Regency Inn & Conference Center

219 Littleton Rd, Westford, MA

36 min drive from Fenway Park

Stay at this 3-star hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

8/10 Very Good! (1,000 reviews)

"The property was close to a lot of outdoor activities and restaurants. Aso, I like that we were able to drive to the next town over and explore some more. I just wish the beach was closer but the kids still had fun at one of the town lake."

Reviewed on 1 Aug. 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 WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

8.6/10 Excellent! (1,002 reviews)

"Great place!"

Reviewed on 16 Aug. 2025

Homewood Suites by Hilton Boston/Canton, MA

50 Royall St, Canton, MA

23 min drive from Fenway Park

Stay at this 3-star business-friendly hotel in Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

9/10 Wonderful! (999 reviews)

Great hotel

"Such friendly staff! Lovely lobby; spacious, clean and well equipped room (although fridge wasn't working). Gym and pool good. Excellent buffet breakfast with super service from lovely lady, Ella. The Irish pub next door definitely worth a visit - super atmosphere and great food and drink. Hotel ..."

Reviewed on 2 Aug. 2025

See all 15,783 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.