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

Massachusetts Winery Hotels from CA $208

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Top Cities in Massachusetts

A white house with a red roof on a grassy hill.
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Provincetown

Provincetown

Check availability on Massachusetts Winery Hotels

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, (1,001 reviews)
"Lovely place"
United States
Robyn
The price is CA $245
CA $295 total
includes taxes & fees
Nov 2 - Nov 3
Mansion House Inn And Spa
Exterior

2. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (652 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is CA $238
CA $273 total
includes taxes & fees
Oct 21 - Oct 22
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, (1,001 reviews)
"Excellent place to stay, clean, spacious room and in walking distance to both the town and the ferry for Martha’s Vineyard."
United States
Monika
The price is CA $182
CA $208 total
includes taxes & fees
Oct 21 - Oct 22
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, (1,002 reviews)
"Perfect location"
United States
Molly
The price is CA $176
CA $237 total
includes taxes & fees
Nov 2 - Nov 3
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)
"My stay was wonderful. The well-maintained and beautiful hotel had the best staff I’ve ever experienced!"
United States
Krystin
The price is CA $330
CA $387 total
includes taxes & fees
Nov 2 - Nov 3
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, (1,001 reviews)
"Top notch hotel!"
United States
Eryn
The price is CA $413
CA $498 total
includes taxes & fees
Oct 25 - Oct 26
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, (1,005 reviews)
"Clean room, very friendly and helpful staff. This is a modest motel, but a great bargain."
United States
Robert G
The price is CA $162
CA $214 total
includes taxes & fees
Oct 21 - Oct 22
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, (1,005 reviews)
"Lovely hotel great location and staff was excellent"
United States
Jayne
The price is CA $168
CA $211 total
includes taxes & fees
Nov 1 - Nov 2
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, (643 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
The price is CA $254
CA $286 total
includes taxes & fees
Nov 1 - Nov 2
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, (633 reviews)
"Beautiful place on a quiet street, but walking distance to beaches and restaurants/bars. The staff were incredibly hospitable."
United States
Dayna
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

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

10/10 Excellent
"The 24 hr shuttle was a life saver the guys that drove them were super sweet and helpful! We will definitely consider staying here again next time we visit. The hotel was extremely clean, thank you to the cleaning crew and the front desk and concierge staff were friendly and helpful as well."
Catherine 5-night trip
Posted less than an hour ago
Hyatt Regency Boston Harbor

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