Massachusetts Winery Hotels from CA $139: Book the Right Winery Hotels Room in Massachusetts, United States of America

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A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

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Our top choices for Massachusetts hotels with winery

A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

1. Mansion House Inn And Spa

Vineyard Haven

David

CA $298 total

includes taxes & fees

Dec 6 - Dec 7

2. Red Horse Inn

Falmouth Heights

Thomas

CA $179 total

includes taxes & fees

Nov 25 - Nov 26

A Mariner Motel sign with a vacancy notice, surrounded by vibrant flowers.

3. Mariner Motel

Falmouth

Elizabeth

CA $194 total

includes taxes & fees

Nov 17 - Nov 18

A historic building with a tower, labeled "Queens Bayway," and a gallery named "Osborn & Ruth Gallery."

4. Inn on the Square

Falmouth

patricia

CA $266 total

includes taxes & fees

Dec 9 - Dec 10

A two-story building with a symmetrical facade, featuring a central entrance with a green door, flanked by windows with green shutters.

5. Faraway Martha's Vineyard

Edgartown

Dylan

CA $369 total

includes taxes & fees

Dec 13 - Dec 14

A spacious living area with a dining table, sofas, and a view of the sea.

6. Harbor View Hotel

Edgartown

Eryn

CA $503 total

includes taxes & fees

Dec 13 - Dec 14

An aerial view of a marina with boats, a pier, and a town with houses and buildings.

7. Falmouth Inn

Falmouth

Ricky

CA $203 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor seating area with wicker furniture, umbrellas, and a stone wall.

8. Hyannis Harbor Hotel

Hyannis

Gary

CA $234 total

includes taxes & fees

Nov 15 - Nov 16

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

Edgartown

Scott

CA $289 total

includes taxes & fees

Dec 6 - Dec 7

A room with a bench, a door leading to a balcony, and a patterned carpet.

10. Pequot Hotel

Oak Bluffs

Deborah

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Top Massachusetts Hotel Reviews

A garden with a frog statue surrounded by lush greenery and flowering plants.

The Village Inn Cape Cod

Yarmouth Port

10/10 Excellent

Francine

The Outlook Inn

Downtown Newport

10/10 Excellent

Cameron

A large, elegant house with a well-maintained garden and a view of the sea.

The Chanler at Cliff Walk

Bellevue Avenue Historic District

10/10 Excellent

I cant begin to even try to explain what an amazing time we had. My husband and I just needed a getaway for a few days. We have travelled all over the world and I can honestly say that this is by far the most beautiful charming hotel we have even stayed in. Its truly a treasure that everyone should try and experience. We will not make this an annual visit in the fall. we stayed in the French Provincial room......the tub overlooks the ocean. Truly decadent.

Linda

A patio with a stone fire pit, two wooden chairs, and two umbrellas.

Martin Hill Inn

West End

10/10 Excellent

Sarah

A two-story East Island Reserve Hotel with a grey exterior, white trim, and a landscaped front yard.

The East Island Reserve Hotel

Middletown

10/10 Excellent

Robin

A building with a sign reading "PRAIRIE STREET" at the entrance.

Marshall Slocum Inn

Top of the Hill

10/10 Excellent

John

A two-story building with a prominent entrance, large windows, and a brick-paved front area.

Bouchard Inn

Downtown Newport

10/10 Excellent

We enjoyed very much our stay at Bouchard Inn. We stayed here 4 nights and were very pleased with how spacious and clean our room was. Location is in the middle of the touristic area, yet quiet place. Breakfast was exceptional, consisting of freshly baked pastries, different kind every morning, and fresh fruit yogurt. Thank you to all the staff that contributed to our wonderful vacation, we hope we will return someday!

Mihai