Find Winery Hotels in Eastern Massachusetts

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 159 Eastern Massachusetts Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Lightkeepers Inn
3.0 star property
9.6 out of 10, Exceptional, (168)
"Perfect location- very walkable to shopping and dining. Staff was always available via text and extremely accommodating. I’ll be back! "
The Lightkeepers Inn
Hyannis Travel Inn
2.5 star property
9.6 out of 10, Exceptional, (1009)
"The hotel could use better maintenance (toilet flushing barely worked). The wifi was slow and sometimes unusable. The room was spacious and clean and the staff was very pleasant and helpful. The breakfast was very basic."
The price is AED 400
AED 458 total
includes taxes & fees
26 Sep - 27 Sep
Hyannis Travel Inn
Madison Inn
2.5 star property
9.6 out of 10, Exceptional, (76)
"Great location! Very clean rooms and friendly staff."
Madison Inn
Frederick William House
3.5 star property
9.6 out of 10, Exceptional, (233)
"Was a great stay! Comfy bed. Everything we needed was in our room! Geat hostess also! Totally recommend!"
The price is AED 922
AED 1,056 total
includes taxes & fees
22 Oct - 23 Oct
Frederick William House
Mansion House Inn And Spa
3.5 star property
9.4 out of 10, Exceptional, (1001)
"EXCELLENT LOCATION, HAD A POOL HOT TUB SAUNA STEAM ROOM - WORK OUT YOGA - SHOPPING WAKING. STAFF WAS ALWAYS HELPFUL AND FRIENDLY"
The price is AED 845
AED 979 total
includes taxes & fees
15 Oct - 16 Oct
Mansion House Inn And Spa
Pequot Hotel
3.0 star property
9.4 out of 10, Exceptional, (490)
"Beautiful welcoming entrance. Front porch as a nice place to read and meet people. The chocolate chip cookies were well worth going off my diet for!!!"
The price is AED 657
AED 734 total
includes taxes & fees
6 Oct - 7 Oct
Pequot Hotel
Anchor In Distinctive Waterfront Lodging
3.0 star property
9.4 out of 10, Exceptional, (1005)
"Staff and stay were great!"
The price is AED 475
AED 712 total
includes taxes & fees
6 Oct - 7 Oct
Anchor In Distinctive Waterfront Lodging
Red Horse Inn
2.5 star property
9.2 out of 10, Wonderful, (595)
"This was the most beautiful, peaceful, immaculate place we have ever stayed. The lady who runs it (Cindy) was very nice and accommodating. The breakfasts and the room they were in was lovely. The property was within walking distance from the ferry, the town and the beach with lots of restaurants. I hope to go back and stay there again. "
The price is AED 617
AED 706 total
includes taxes & fees
15 Oct - 16 Oct
Red Horse Inn
Faraway Martha's Vineyard
3.0 star property
9.0 out of 10, Wonderful, (1003)
"If I could rank Faraway 100 stars I would. The most PERFECT getaway for my wife and I on our annual anniversary trip to the vineyard. We will not be staying anywhere but Faraway in the future. We are HOOKED!"
The price is AED 1,488
AED 1,713 total
includes taxes & fees
25 Sep - 26 Sep
Faraway Martha's Vineyard
Falmouth Heights Motor Lodge
2.0 star property
9.0 out of 10, Wonderful, (243)
"The staff was very friendly and the room was nice and clean. Would recommend choosing the up graded deluxe rooms. Very pleasant stay."
The price is AED 493
AED 564 total
includes taxes & fees
30 Sep - 1 Oct
Falmouth Heights Motor Lodge
Don't see what you're looking for?
See all available properties in Eastern 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.