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Top Ski vacation packages in Eastern Massachusetts

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

Fairmont Copley Plaza, Boston

Back Bay

￥652,287

per person

Jun 8 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9/10 Wonderful! (1,196 reviews)

This is a lovely hotel. Comfortable rooms and well designed as is the entire hotel. The staff however, sets it apart; courteous, available and attentive. I will repeat my visits as often as I am in Boston.

Reviewed on Mar 18, 2026

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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

Book a stay at this business-friendly hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

8.2/10 Very Good! (1,000 reviews)

Staff was exceptional

Reviewed on Nov 30, 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 ...

8.8/10 Excellent! (1,001 reviews)

Upon arrival the staff member didn’t acknowledge my presence as I stood there in front of her. During check-in the staff member informed me the pool was closed (which was the main reason we were staying in a hotel), but told me that we could use the pool down the street. She said she would give them ...

Reviewed on Mar 14, 2026

Homewood Suites by Hilton Boston/Canton, MA

50 Royall St Canton MA

23 min drive from Fenway Park

Book a stay at this business-friendly hotel in Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (1,000 reviews)

Room was very clean and stocked! Staff were VERY HELPFUL and friendly!!

Reviewed on Mar 6, 2026

See all 16,143 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.