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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

￥788,942

per person

Aug 8 - Aug 13

found 1 hour ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9/10 Wonderful! (1,264 reviews)

Great rooms, friendly staff, great location, will come again.

Reviewed on Jun 25, 2026

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4 Night Ski vacations in Eastern Massachusetts

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

Residence Inn Boston Dedham

￥299,529

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Boston (BOS)

8.4/10 Very Good! (544 reviews)

I had a great stay at the Residence Inn Boston Dedham. The staff were friendly and helpful throughout my visit. The hotel is conveniently located near Legacy Place and the commuter rail, making it easy to get around. I also appreciated the pool and the complimentary breakfast, which was a nice added benefit. Overall, a comfortable and convenient place to stay.

Reviewed on Jun 20, 2026

Fairmont Copley Plaza, Boston

Back Bay

￥336,146

per person

Aug 17 - Aug 21

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9/10 Wonderful! (1,264 reviews)

Great rooms, friendly staff, great location, will come again.

Reviewed on Jun 25, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Eastern Massachusetts

View all trips

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)

"Parking was convenient, place was clean, staff friendly for the most part."

Reviewed on Jun 23, 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)

"Just spending a night, I was impressed with you cleanliness of the place, friendly staff members at the front desk and a very nice presentable breakfast set up.."

Reviewed on Jun 14, 2026

See all 16,618 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.