Find Winery Hotels in Southeast Massachusetts

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Check availability on Southeast Massachusetts Winery Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Southeast Massachusetts Winery Hotels

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
9.2 out of 10, Wonderful, (602)
"Super cozy and clean with fantastic staff and great location loved everyday spent here "
United States
noushin
Chatham Wayside Inn
Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (293)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is SAR 629
SAR 720 total
includes taxes & fees
8 Dec - 9 Dec
Frederick William House
Suite, Balcony, Pool View | Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3.0 star property
Plymouth Cultural District
8.2 out of 10, Very Good, (1003)
"Great stay clean friendly and kids loved splash pad and pool!"
United States
Richard
Hotel 1620 Plymouth Harbor
View from room
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

3.0 star property
West Yarmouth
9.4 out of 10, Exceptional, (97)
"Hotel was quiet and very clean , pool water was cool"
United States
Robyn
The price is SAR 398
SAR 455 total
includes taxes & fees
10 Dec - 11 Dec
Uncommoner Hotel by Reverie Boutique Collection
Garden
The Village Inn Cape Cod

The Village Inn Cape Cod

3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (222)
"It was so charming, would definitely stay there again! "
United States
Kyle
The price is SAR 634
SAR 726 total
includes taxes & fees
8 Dec - 9 Dec
The Village Inn Cape Cod
Exterior
Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast

3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (157)
"Breakfast was great!"
United States
William
The price is SAR 488
SAR 545 total
includes taxes & fees
8 Dec - 9 Dec
Delano Homestead Bed & Breakfast
Front of property
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1001)
"amazing stay"
United States
Cristi
Faraway Martha's Vineyard
Gazebo
Veranda Cape Cod Family Resort

Veranda Cape Cod Family Resort

2.5 star property
Bass River
9.2 out of 10, Wonderful, (262)
"Beautiful grounds, quiet and comfortable. Very well run. "
United States
Benita
The price is SAR 672
SAR 769 total
includes taxes & fees
1 Jan - 2 January 2026
Veranda Cape Cod Family Resort
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is SAR 353
SAR 1,551 total
includes taxes & fees
8 Dec - 9 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Smart TV
Charming 1-bedroom apartment in fabulous Provincetown

Charming 1-bedroom apartment in fabulous Provincetown

Provincetown
8.8 out of 10, Excellent, (5)
"This is definitely the place you want to book when staying in PTown. "
United States
Mark P.
The price is SAR 300
SAR 666 total
includes taxes & fees
14 Dec - 15 Dec
Charming 1-bedroom apartment in fabulous Provincetown
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 Southeast Massachusetts Hotel Reviews

Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"amazing stay"
Cristi 1-night trip
Posted 6 days ago
Faraway Martha's Vineyard

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