Top Ski vacation packages in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Fairmont Copley Plaza, Boston

Back Bay

per person

Sep 1 - Sep 8

found 16 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

8.8/10 Excellent! (1,009 reviews)

Beautiful hotel in a great location

Reviewed on Jul 18, 2025

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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 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! (1,003 reviews)

"I liked the place"

Reviewed on Jul 16, 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! (1,005 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 Jul 15, 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)

"Staff was super friendly and helpful"

Reviewed on Jul 11, 2025

See all 15,840 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.