Winery Hotels & Resorts in Eastern Massachusetts

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Check availability on Eastern Massachusetts Winery Hotels

Best Eastern Massachusetts Winery Hotels

The Beverly

3.0 star property
8.4 out of 10, Very good, (343)
"very cute and affordable, perfect"
The price is AU$345
includes taxes & fees
21 Sept - 22 Sept
The Beverly

Hotel 1620 Plymouth Harbor

3.0 star property
8.2 out of 10, Very good, (1007)
"Great location, excellent staff, good value."
Hotel 1620 Plymouth Harbor

Copper Swan

3.0 star property
8.2 out of 10, Very good, (114)
"Brekkies was amazing too. Lovely staff. "
The price is AU$274
includes taxes & fees
16 Sept - 17 Sept
Copper Swan

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (286)
"Wonderful stay! Close to access Main Street and other things we wanted to do. "
The price is AU$341
includes taxes & fees
24 Sept - 25 Sept
Frederick William House

Cutwater Inn & Suites

3.0 star property
6.0 out of 10, (4)
"I would 100% come back to this place. Our suite was absolutely amazing, and very clean. It is spacious, has a very big and cool shower, has great ac and giant tv, plenty of light, has a safe, and the biggest, most comfortable bed I have ever laid on. The pillows aren’t as comfortable as the bed, and the breakfast is very limited, but there is plenty of breakfast/brunch places in walking distance, so it was not a big deal. Also, you may have to pay for parking! But, I 1000% recommend staying...
The price is AU$386
includes taxes & fees
6 Oct - 7 Oct
Cutwater Inn & Suites

Harbourtown Suites

4.0 star property
9.2 out of 10, Wonderful, (68)
"The property was very clean and comfortable. I will definitely book this place again if I’m traveling to Plymouth, MA. "
The price is AU$586
includes taxes & fees
13 Oct - 14 Oct
Harbourtown Suites

Smoke FREE Studio- walk to beaches, downtown! 5 min drive to Historic Salem!

8.0 out of 10, Very good, (4)
"Excellent host and a great place to stay!"
The price is AU$616
includes taxes & fees
15 Sept - 16 Sept
Smoke FREE Studio- walk to beaches, downtown! 5 min drive to Historic Salem!

Beautiful Retreat close to Downtown Boston. Pets friendly.

9.6 out of 10, Exceptional, (133)
"Good stay"
The price is AU$512
includes taxes & fees
25 Sept - 26 Sept
Beautiful Retreat close to Downtown Boston. Pets friendly.

Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

8.4 out of 10, Very good, (23)
"The folks that were in the above unit was very noisy. Besides that, the property delivered. It was quaint &cozy"
The price is AU$414
includes taxes & fees
14 Sept - 15 Sept
Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (180)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
The price is AU$862
includes taxes & fees
15 Sept - 16 Sept
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
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.

Top Eastern Massachusetts Hotel Reviews

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