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

Winery Hotels & Resorts in Eastern Massachusetts from AU$201

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Check availability on Eastern Massachusetts Winery Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 hotel room with a large bed, two bedside tables, a nightstand, a lamp, a ceiling light fixture, a window with curtains, and framed artwork on the walls.
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
AU$284
includes taxes & fees
6 Oct - 7 Oct
The Drew Hotel
A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.
A storefront with a sign reading "SEA BAGS" and a chalkboard sign advertising handmade totes and accessories.
A waterfront hotel with outdoor seating and a view of the marina.
A modern elevator with a control panel, a framed artwork above, and a wicker basket on the floor.

2. Thomas Sea Suites

Thomas Sea Suites
Plymouth Downtown Waterfront District
United States
Heather
AU$611
includes taxes & fees
1 Oct - 2 Oct
Thomas Sea Suites
A two-story house with a stone facade, a balcony, and a well-maintained garden.
A garden patio with stone steps, a table and chairs, and a large umbrella.
A park with a wooden staircase, lush greenery, and blooming pink flowers.
A room with a large window, a dining table with a tablecloth, and a chair with a cushion.

3. Frederick William House

Frederick William House
Falmouth
United States
David
AU$398
includes taxes & fees
27 Oct - 28 Oct
Frederick William House
A two-story house with a front porch, a stone wall, and a well-maintained garden.
A stone pathway leading through a lush garden with dense foliage and a variety of plants.
A staircase with a railing decorated with lights, a table with a lamp, and a chair.
A pathway leading to a house with a stone wall, a white bench, and a gate.

4. Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
Fairhaven
United States
Michael
AU$350
includes taxes & fees
1 Oct - 2 Oct
Delano Homestead Bed & Breakfast
A row of mobile homes with gravel driveways, each with a small front porch and potted plants.
A bedroom with two beds, a window, and a sign on the wall.
A spacious living room with a high ceiling, a dining area with a view, and a kitchen with white cabinets.
A living room with a sofa, armchair, coffee table, and a TV mounted on the wall.

5. Truro Beach Cottages

Truro Beach Cottages
North Truro
United States
Kate
AU$248
includes taxes & fees
7 Oct - 8 Oct
Truro Beach Cottages
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
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.
A living room with wicker furniture, a fireplace, and a staircase.

6. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
AU$356
includes taxes & fees
29 Oct - 30 Oct
Chatham Wayside Inn
A two-story residential building with a well-maintained lawn, a wooden fence, and a patio area with outdoor furniture.
A cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.
A beach with clear water, a sandy shore, and houses in the background.
A modern bathroom with a glass shower enclosure, a white sink, and a towel rack.

7. Kingfisher Harwich Port

Kingfisher Harwich Port
Harwich Port
United States
Marc
AU$375
includes taxes & fees
1 Oct - 2 Oct
Kingfisher Harwich Port
A multi-story hotel with a modern architectural design, featuring a prominent entrance with a sign, landscaped gardens, and a well-maintained driveway.
A bedroom with a bed, nightstand, lamp, and white wardrobe.
A bakery with a variety of baked goods on display, including cakes and pastries.
A modern kitchen with light grey cabinets, stainless steel appliances, and a white dining table with chairs.

8. Luxury One Bedroom Condo (675S.F.)

Luxury One Bedroom Condo (675S.F.)
Plymouth Downtown Waterfront District
AU$709
includes taxes & fees
1 Oct - 2 Oct
Luxury One Bedroom Condo (675S.F.)
A waterfront property with a large house, a sandy beach, and a person fishing.
A marina with boats docked at wooden piers during sunset.
A bedroom with a large bed, a desk, a chair, and a window with curtains.
A room with a brick wall, a round table with two chairs, a fire extinguisher, and a sign that reads "BISDENGEN GUEST HOUSE".

9. Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!

Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
Wareham
United States
Jaimie
AU$517
includes taxes & fees
6 Oct - 7 Oct
Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".
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.
A bar area with a patterned wall, wicker chairs, and a tiled floor.

10. Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
West Yarmouth
United States
Omar
AU$201
includes taxes & fees
15 Oct - 16 Oct
Uncommoner Hotel by Reverie Boutique Collection
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Top Eastern Massachusetts Hotel Reviews

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