Eastern Massachusetts Ski Holidays

Book a Ski Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ₹43,962 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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! (1,002 reviews)
"I liked the place"

Reviewed on 16 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! (1,004 reviews)
"This is a lovely hotel and the staff, rooms and public areas are great. My four star rating is simply because the property is located very near a busy highway and I started hearing semi trucks go by around 3:45AM. This detracted from my overall stay, and the property design could be modified to try ..."

Reviewed on 15 Jul 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 ...
9/10 Wonderful! (999 reviews)
"Staff was super friendly and helpful"

Reviewed on 11 Jul 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.