Find Winery Hotels in Southeast Massachusetts

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards.

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Pick from 149 Southeast Massachusetts Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The Lightkeepers Inn
3.0 star property
9.6 out of 10, Exceptional, (151)
"None"
The price is ₩354,584
per night
May 28 - May 29
The Lightkeepers Inn
Exterior
Hyannis Travel Inn
2.5 star property
9.6 out of 10, Exceptional, (1002)
"Staff was friendly and helpful "
The price is ₩132,739
per night
May 16 - May 17
Hyannis Travel Inn
View from property
Mansion House Inn And Spa
3.5 star property
9.4 out of 10, Exceptional, (959)
"The employees were very friendly and always willing to solve any problem a guest might experience"
The price is ₩330,444
per night
May 16 - May 17
Mansion House Inn And Spa
Beach nearby, beach towels
Pequot Hotel
3.0 star property
9.4 out of 10, Exceptional, (443)
"Small room, no closet or mini fridge "
The price is ₩272,292
per night
May 16 - May 17
Pequot Hotel
Terrace/patio
Anchor In Distinctive Waterfront Lodging
3.0 star property
9.4 out of 10, Exceptional, (1001)
"The property is on a one-way street, so you have to go around a block or two to get to the ferry to Nantucket. You can walk to the ferry faster than you can drive there."
The price is ₩217,560
per night
May 16 - May 17
Anchor In Distinctive Waterfront Lodging
Terrace/patio
Red Horse Inn
2.5 star property
9.2 out of 10, Wonderful, (572)
"Lots of space "
The price is ₩229,874
per night
May 20 - May 21
Red Horse Inn
Outdoor pool, sun loungers
Faraway Martha's Vineyard
3.0 star property
8.8 out of 10, Excellent, (927)
"The service was beyond excellent. "
The price is ₩444,698
per night
May 19 - May 20
Faraway Martha's Vineyard
Shower, designer toiletries, hair dryer, bathrobes
Harbor View Hotel
5.0 star property
8.8 out of 10, Excellent, (942)
"We had a beautiful room in the old house with amazing views over the ocean. Very special."
The price is ₩677,309
per night
May 16 - May 17
Harbor View Hotel
Room, 1 Queen Bed, Non Smoking | View from room
MV Surfside Hotel
2.5 star property
8.8 out of 10, Excellent, (738)
"Accessible "
The price is ₩336,191
per night
May 16 - May 17
MV Surfside Hotel
Exterior
Mariner Motel
2.0 star property
8.6 out of 10, Excellent, (874)
"Very clean, easy check-in also close to shopping. Would definitely stay here again "
The price is ₩135,462
per night
May 16 - May 17
Mariner Motel
Don't see what you're looking for?
See all available properties in Southeast Massachusetts
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.