Eastern Massachusetts Ski Vacations 2026

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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

￥170,888

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Frankfurt (FRA) to Boston (BOS)

9/10 Wonderful! (1,345 reviews)

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3 Night Ski vacations in Eastern Massachusetts

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

Fairmont Copley Plaza, Boston

Back Bay

￥170,888

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Frankfurt (FRA) to Boston (BOS)

9/10 Wonderful! (1,345 reviews)

Don't see what you're looking for?

See all available trips from Frankfurt to Eastern Massachusetts

View all trips

4 Night Ski vacations in Eastern Massachusetts

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

Homewood Suites by Hilton Boston/Billerica

￥119,570

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Frankfurt (FRA) to Boston (BOS)

7.8/10 Good! (1,007 reviews)

Room was clean, at first staff was slightly cold, but the overall experience was a great one! I would most certainly recommend this hotel.

Reviewed on Sep 26, 2026

Home2 Suites by Hilton Chelmsford Lowell

￥127,212

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Frankfurt (FRA) to Boston (BOS)

7.6/10 Good! (666 reviews)

The Northshore Hotel - Boston/Danvers

￥126,784

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Frankfurt (FRA) to Boston (BOS)

7.8/10 Good! (1,153 reviews)

We loved our stay at North Shore. The grounds were beautiful and well maintained. There was a little sitting place outside to sit and enjoy the weather or let the kids play and the staff were amazing. The rooms were clean and you can open the windows to let the breeze in. Again this place was amazing. If I ever make it back to Salem Mass I’ll definitely be staying here again.

Reviewed on Sep 26, 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 ...

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! (1,005 reviews)

"“A pleasant and relaxing stay.”"

Reviewed on Sep 23, 2026

See all 16,050 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.