A coastal village with houses, a lighthouse, and boats on the water.

Massachusetts Winery Hotels from CA $207

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Top Cities in Massachusetts

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
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Boston

Boston

Check availability on Massachusetts Winery Hotels

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Massachusetts hotels with winery

A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

1. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,006 reviews)
"Lovely place"
United States
Robyn
The price is CA $332
CA $391 total
includes taxes & fees
Oct 12 - Oct 13
Mansion House Inn And Spa

2. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (649 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is CA $203
CA $232 total
includes taxes & fees
Oct 22 - Oct 23
Red Horse Inn
A building with a sign reading "Mariner Motel" and a garden with various flowers in front.

3. Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,005 reviews)
"Location is great"
United States
Wanda
The price is CA $181
CA $207 total
includes taxes & fees
Oct 4 - Oct 5
Mariner Motel
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

4. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,005 reviews)
"This was a convenient location and the room was comfortable. My room had an outdoor patio which was nice."
United States
Pam
The price is CA $150
CA $207 total
includes taxes & fees
Oct 22 - Oct 23
Inn on the Square
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

5. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was great. Lovely and location excellent."
United States
Thomas
The price is CA $410
CA $481 total
includes taxes & fees
Oct 19 - Oct 20
Faraway Martha's Vineyard
A spacious living area with a dining table, sofas, and a view of the sea.

6. Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,000 reviews)
"Top notch hotel!"
United States
Eryn
The price is CA $484
CA $584 total
includes taxes & fees
Oct 19 - Oct 20
Harbor View Hotel
An aerial view of a marina with boats, a pier, and a town with houses and buildings.

7. Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,007 reviews)
"Great value and location from the Woods Hole ferry."
United States
Jacqy
The price is CA $163
CA $215 total
includes taxes & fees
Oct 14 - Oct 15
Falmouth Inn
A two-story hotel with a curved facade, a balcony, and a sign indicating the lobby.

8. Hyannis Harbor Hotel

Hyannis Harbor Hotel
3.5 star property
Hyannis
8.2 out of 10, Very good, (1,006 reviews)
"Great location!"
United States
John
The price is CA $173
CA $218 total
includes taxes & fees
Oct 18 - Oct 19
Hyannis Harbor Hotel
A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

9. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very good, (642 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
The price is CA $347
CA $390 total
includes taxes & fees
Oct 18 - Oct 19
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

10. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (623 reviews)
"The hotel was pleasant and centrally located on the island."
United States
Anthony
The price is CA $279
CA $312 total
includes taxes & fees
Oct 5 - Oct 6
Pequot Hotel
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.
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Top Massachusetts Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Perfect location! Clean hotel, not too far from the parking garage. We had a room on the 1st floor, the dumpsters were located literally outside our window - garbage pick up is around 4am woke us all up not a big deal for us but if you’re a light sleeper request a room away from that area otherwise no issues"
Renee 3-night trip
Posted 4 hours ago
Harborside Inn Of Boston

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