Find Winery Hotels in Eastern Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Massachusetts Winery Hotels

Top Eastern Massachusetts Winery Hotels

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 Downtown Waterfront 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
Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is ₩209,037
₩239,243 total
includes taxes & fees
Dec 2 - Dec 3
Frederick William House
Front of property
The Beverly

The Beverly

3.0 star property
Beverly
8.4 out of 10, Very Good, (373)
"Location the suite was awesome and self check in and out was the best!!"
United States
Patty
The price is ₩110,834
₩123,802 total
includes taxes & fees
Dec 2 - Dec 3
The Beverly
Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
9.2 out of 10, Wonderful, (592)
"We loved staying here! Our room was spacious, clean, quiet and very well maintained. The hotel is beautiful and a perfect location. "
United States
Beth
The price is ₩224,926
₩316,217 total
includes taxes & fees
Dec 4 - Dec 5
Chatham Wayside Inn
House (Plovers Nest) | Exterior
Plovers Nest

Plovers Nest

3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
Plovers Nest
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, (93)
"Great staff, beautiful property"
United States
Margaret
The price is ₩149,467
₩171,065 total
includes taxes & fees
Nov 24 - Nov 25
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 ₩247,962
₩283,792 total
includes taxes & fees
Dec 4 - Dec 5
The Village Inn Cape Cod
Front of property
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1003)
"A beautiful stay at Faraway Martha’s Vineyard — stylish boutique vibe, spacious room, and a lovely pool view. Highly recommend"
United States
Desara
Faraway Martha's Vineyard
Front of property
The Inn on Onset Bay

The Inn on Onset Bay

2.5 star property
East Wareham
8.4 out of 10, Very Good, (185)
"Great place to stay "
United States
Sandra
The price is ₩132,051
₩147,501 total
includes taxes & fees
Nov 30 - Dec 1
The Inn on Onset Bay
Boating
Cutwater Inn & Suites

Cutwater Inn & Suites

2.0 star property
Newburyport
8.0 out of 10, Very Good, (8)
"Nice place! We will definitely be back!!!"
United States
Michelle
The price is ₩199,910
₩231,120 total
includes taxes & fees
Nov 22 - Nov 23
Cutwater Inn & Suites
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.
View all properties

Top Eastern Massachusetts Hotel Reviews

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"Clean and courteous "
Michael 1-night trip
Posted 4 days ago
Wyndham Boston Beacon Hill

Explore a world of travel with Expedia