Eastern Massachusetts Ski Holidays

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Top Ski Eastern Massachusetts Hotels

Westford Regency Inn & Conference Center
Westford Regency Inn & Conference Center
3 out of 5
219 Littleton Rd, Westford, MA
  • 36 min drive from Fenway Park
Stay at this 3-star 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. ...
8/10 Very Good! (1,021 reviews)
"Needs some refurbishment but otherwise nice."

Reviewed on 2 Jul 2025

Westford Regency Inn & Conference Center
Hampton Inn & Suites Westford-Chelmsford
Hampton Inn & Suites Westford-Chelmsford
2.5 out of 5
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. ...
8.6/10 Excellent! (1,000 reviews)
Nice place, small improvements needed
"In general, I liked the hotel and the staff was lovely. The carpet in the room felt sticky when walking on it barefoot. I had to call to get the tv to work because it wasn’t plugged in properly in the back. (I had a wiggly baby I couldn’t put down at the time) People made such a mess at breakfast, ..."

Reviewed on 24 Jun 2025

Hampton Inn & Suites Westford-Chelmsford
Homewood Suites by Hilton Boston/Canton, MA
Homewood Suites by Hilton Boston/Canton, MA
3 out of 5
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 Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,000 reviews)
"I stay here every visit to see my daughter and love the amenities and staff."

Reviewed on 28 Jun 2025

Homewood Suites by Hilton Boston/Canton, MA
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.