A lake surrounded by autumn-colored trees.

Search Winery Hotels in Southeast Massachusetts

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Check availability on Southeast Massachusetts Winery Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Southeast Massachusetts hotels with winery

Front of property

The Inn on Onset Bay

The Inn on Onset Bay
2.5 star property
East Wareham
8.6 out of 10, Excellent, (199 reviews)
"The beach across the road was great. Nice staff and clean ."
United States
Tamara
The price is £120
includes taxes & fees
19 Jul - 20 Jul
The Inn on Onset Bay
Front of property

Kingfisher Harwich Port

Kingfisher Harwich Port
3.0 star property
Harwich Port
9.0 out of 10, Wonderful, (41 reviews)
"We had a wonderful stay ! The room was clean, comfortable, and well-maintained — everything we needed for a relax stay! "
United States
FAINA
The price is £207
includes taxes & fees
7 Jul - 8 Jul
Kingfisher Harwich Port
Chalet, Pool View | Living area

Pineapple Inn

Pineapple Inn
North Attleboro
6.6 out of 10, (4 reviews)
"Manager was great..it’s just you get what you pay for."
United States
James
The price is £55
includes taxes & fees
10 Jul - 11 Jul
Pineapple Inn
Private beach

Blue Sea Motor Inn

Blue Sea Motor Inn
2.0 star property
North Truro
8.4 out of 10, Very good, (1,007 reviews)
"I definitely would the place It was great affordable clean hotel."
United States
Stephen
The price is £171
includes taxes & fees
7 Jul - 8 Jul
Blue Sea Motor Inn
Beach nearby

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (704 reviews)
"Wonderful stay in the heart of Chatham! Beautiful, clean and quiet room and a delicious complementary breakfast ! Easy parking, in room fridge and coffee machine added to our comfort."
United States
Mary
The price is £287
includes taxes & fees
7 Jul - 8 Jul
Chatham Wayside Inn
Exterior

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (316 reviews)
"Very nice host and beautiful property"
United States
Hernan
The price is £278
includes taxes & fees
12 Jul - 13 Jul
Frederick William House
Exterior

Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (175 reviews)
"The staff were so friendly and accommodating! Very clean home. We had a wonderful stay. Definitely would recommend ."
United States
Lydia
The price is £162
includes taxes & fees
7 Jul - 8 Jul
Delano Homestead Bed & Breakfast
3 bedrooms, desk, iron/ironing board, free WiFi

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (50 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is £328
includes taxes & fees
12 Jul - 13 Jul
Cozy three-bedroom home close to Boston w/ plenty of parking
Beach nearby

Luxury 2-Story PTown Condo: 5 Min Walk to Commercial St. Private Patio & Parking

Luxury 2-Story PTown Condo: 5 Min Walk to Commercial St. Private Patio & Parking
Provincetown
10.0 out of 10, Exceptional, (32 reviews)
"We had an excellent stay! The property was beautiful, clean, and in a great location. We would absolutely stay here again. "
United States
Kristen W.
The price is £354
includes taxes & fees
20 Jul - 21 Jul
Luxury 2-Story PTown Condo: 5 Min Walk to Commercial St. Private Patio & Parking
Indoor pool, seasonal outdoor pool

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
4.0 star property
West Yarmouth
9.4 out of 10, Exceptional, (196 reviews)
"Great place"
United Kingdom
Ming Da
The price is £224
includes taxes & fees
12 Jul - 13 Jul
Uncommoner Hotel by Reverie Boutique Collection
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

Falmouth Inn

Falmouth Inn

8/10 Good
"The Falmouth Inn is in a great location, especially if you're taking the Island Queen Ferry to Martha's Vineyard—it's just a short walk away. Overall, the hotel appeared reasonably clean, but it had a slightly worn, not-quite-clean feel. When we checked in, there weren't any towels in the bathroom, but a staff member who was working nearby quickly brought some to our room, which we appreciated. The indoor pool was nice, although I don't think the retractable roof has ever been opened. Opening it on nice days would make the pool area much more enjoyable. The complimentary breakfast was basic but well stocked. One small improvement would be upgrading the plastic utensils—they were too flimsy to cut even simple breakfast items. Parking was another challenge. The lot filled up quickly, and we barely found a space when we returned later in the evening. Since the hotel doesn't issue parking permits or passes, I couldn't help but wonder if some non-guests use the lot to walk to the nearby ferry. Overall, we had a decent stay. The hotel met our needs for the two nights we were in town, and its convenient location was definitely its biggest advantage."
Melanie 2-night trip
Posted 3 hours ago
Falmouth Inn