Winery Hotels in Massachusetts from $99

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Pick from 190 Massachusetts Winery Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

View from property
Mansion House Inn And Spa
3.5 star property
9.4 out of 10, Exceptional, (959)
"The employees were very friendly and always willing to solve any problem a guest might experience"
The price is $242
$280 total
includes taxes & fees
May 16 - May 17
Mansion House Inn And Spa
Terrace/patio
Red Horse Inn
2.5 star property
9.2 out of 10, Wonderful, (572)
"Lots of space "
The price is $168
$192 total
includes taxes & fees
May 16 - May 17
Red Horse Inn
Exterior
Mariner Motel
2.0 star property
8.6 out of 10, Excellent, (874)
"Very clean, easy check-in also close to shopping. Would definitely stay here again "
The price is $99
$113 total
includes taxes & fees
May 15 - May 16
Mariner Motel
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Exterior
Inn on the Square
3.5 star property
8.4 out of 10, Very Good, (1001)
"Always a great place to stay whether staying in Falmouth or as a stop over on the way to the Vineyard. "
The price is $125
$167 total
includes taxes & fees
May 28 - May 29
Inn on the Square
Outdoor pool, sun loungers
Faraway Martha's Vineyard
3.0 star property
8.8 out of 10, Excellent, (927)
"The service was beyond excellent. "
The price is $325
$374 total
includes taxes & fees
May 15 - May 16
Faraway Martha's Vineyard
Shower, designer toiletries, hair dryer, bathrobes
Harbor View Hotel
5.0 star property
8.8 out of 10, Excellent, (942)
"We had a beautiful room in the old house with amazing views over the ocean. Very special."
The price is $495
$570 total
includes taxes & fees
May 16 - May 17
Harbor View Hotel
Reception
Falmouth Inn
2.0 star property
7.8 out of 10, Good, (904)
"Good = quiet, clean, location Average/bad = blinds wouldn't close all the way and kept flapping with the AC/heating unit which made a strobe effect with the morning sun"
The price is $109
$125 total
includes taxes & fees
May 15 - May 16
Falmouth Inn
Front of property
Hyannis Harbor Hotel
3.5 star property
8.0 out of 10, Very Good, (1000)
"Rug near ac was wet"
The price is $114
$171 total
includes taxes & fees
May 22 - May 23
Hyannis Harbor Hotel
Lunch and dinner served, American cuisine
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
3.0 star property
8.4 out of 10, Very Good, (497)
"It was pleasant and quite. The place was warm and enjoyable."
The price is $284
$312 total
includes taxes & fees
May 27 - May 28
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Beach nearby, beach towels
Pequot Hotel
3.0 star property
9.4 out of 10, Exceptional, (443)
"Small room, no closet or mini fridge "
The price is $199
$222 total
includes taxes & fees
May 16 - May 17
Pequot Hotel
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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.