A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Search Winery Hotels in Eastern Massachusetts

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Check availability on Eastern Massachusetts Winery Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Eastern Massachusetts hotels with winery

A cozy lounge area with leather sofas, striped armchairs, a fireplace, and a bookshelf.
A library with bookshelves, a vase, and a table with chairs.
A bathroom with a marble sink, a white toilet, and a shower area.
A room with a dark brown wall, a black leather sofa, a wooden dining table with chairs, a lamp, and framed pictures.

1. The Drew Hotel

The Drew Hotel
Plymouth Downtown Waterfront District
United States
Robert
£153
includes taxes & fees
1 Nov - 2 Nov
The Drew Hotel
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A living room with wicker furniture, a fireplace, and a staircase.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
£188
includes taxes & fees
29 Oct - 30 Oct
Chatham Wayside Inn
A two-story house with a stone facade, a balcony, and a well-maintained garden.
A coastal landscape with a sandy beach and grassy dunes.
A park with a wooden staircase, lush greenery, and blooming pink flowers.
A garden patio with stone steps, a table and chairs, and a large umbrella.

3. Frederick William House

Frederick William House
Falmouth
United States
David
£137
includes taxes & fees
1 Nov - 2 Nov
Frederick William House
A row of mobile homes with gravel driveways, each with a small front porch and potted plants.
A living room with a sofa, armchair, coffee table, and a TV mounted on the wall.
A wooden deck with two Adirondack chairs and a small table, a basket with a bottle and a cup, and a view of the beach and dunes.
A bedroom with two beds, a window, and a sign on the wall.

4. Truro Beach Cottages

Truro Beach Cottages
North Truro
United States
Kate
£139
includes taxes & fees
7 Oct - 8 Oct
Truro Beach Cottages
A two-story house with a front porch, a stone wall, and a well-maintained garden.
A staircase with a railing decorated with lights, a table with a lamp, and a chair.
A stone pathway leading through a lush garden with dense foliage and a variety of plants.
A room with a fireplace, a dining table, and a white sofa.

5. Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
Fairhaven
United States
Michael
£127
includes taxes & fees
1 Nov - 2 Nov
Delano Homestead Bed & Breakfast
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.
A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.
A spacious living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.

6. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Thomas
£207
includes taxes & fees
1 Nov - 2 Nov
Faraway Martha's Vineyard
A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".
A bartender pouring a drink into a gold cocktail shaker.
A modern indoor dining area with a wooden table, chairs, and a decorative wall with string lights.
A row of white bicycles with brown seats and wicker baskets, parked in front of a white building with black railings and large windows.

7. Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
West Yarmouth
United States
Monique
£103
includes taxes & fees
1 Nov - 2 Nov
Uncommoner Hotel by Reverie Boutique Collection
A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.
A waterfront hotel with outdoor seating and a view of the marina.
A modern kitchen with a central island, built-in appliances, and wicker chairs.
A modern elevator with a control panel, a framed artwork above, and a wicker basket on the floor.

8. Thomas Sea Suites

Thomas Sea Suites
Plymouth Downtown Waterfront District
United States
Heather
£321
includes taxes & fees
15 Oct - 16 Oct
Thomas Sea Suites
A wooden pier leading to a beach with a clear sky.
A covered swimming pool with lounge chairs and a table, surrounded by a wooden deck and glass doors.
A hotel room with two beds, each with a white headboard and a green skirt. There is a window with a view of the outside, a painting on the wall, and a lamp on the nightstand.
A balcony with a view of a forested landscape and hills.

9. Blue Sea Motor Inn

Blue Sea Motor Inn
North Truro
United States
Richard
£105
includes taxes & fees
6 Oct - 7 Oct
Blue Sea Motor Inn
A coffee station with a display case of pastries and a beverage dispenser.
A modern hotel lobby with a flat-screen TV, comfortable seating, a wooden coffee table, and a decorative metal sculpture.
A hotel hallway with wooden paneling, framed artwork on the walls, a reception desk with a vase of flowers, and a carpeted floor.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a window with curtains.

10. Four Points by Sheraton Boston Logan Airport Revere

Four Points by Sheraton Boston Logan Airport Revere
Revere
United States
Margaret
£117
includes taxes & fees
3 Nov - 4 Nov
Four Points by Sheraton Boston Logan Airport Revere
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Top Eastern Massachusetts Hotel Reviews

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