Title: TOP Winery Hotels in Eastern Massachusetts for 2026 | Expedia.co.uk [Eastern Massachusetts Travel Guide](https://expedia.co.uk/Eastern-Massachusetts.dx6234158)[Hotels in Eastern Massachusetts](https://expedia.co.uk/Eastern-Massachusetts-Hotels.d6234158.Travel-Guide-Hotels)[Holiday Rentals in Eastern Massachusetts](https://expedia.co.uk/Eastern-Massachusetts-Holiday-Rentals.d6234158.Travel-Guide-HolidayRentals)[Flights to Eastern Massachusetts](https://expedia.co.uk/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)[Things to do in Eastern Massachusetts](https://expedia.co.uk/Things-To-Do-In-Eastern-Massachusetts.d6234158.Travel-Guide-Activities)[Eastern Massachusetts Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Eastern-Massachusetts.d6234158.Car-Hire-Guide)[Eastern Massachusetts Holidays](https://expedia.co.uk/Eastern-Massachusetts.d6234158.Holidays-City-Breaks) ![Old South Church featuring heritage elements, interior views and a church or cathedral](https://images.trvl-media.com/place/6262257/93397ea9-5337-433d-9279-b6ad87226ff0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6262257/93397ea9-5337-433d-9279-b6ad87226ff0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Eastern Massachusetts Winery Hotels Tonight [20 Jan - 21 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6234158&startDate=2026-01-20&endDate=2026-01-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Jan - 22 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6234158&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6234158&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6234158&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Massachusetts hotels with winery ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/97707902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0ed95706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) Chatham 9.2/10 Wonderful (621 reviews) "Yes, lovely place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela £133 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/642c704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/9df3839f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/216d8c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/3d82ccd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Frederick William House [](https://www.expedia.co.uk/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) Falmouth 9.6/10 Exceptional (296 reviews) "Beat B&B i have ever stayed at! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip £126 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) ![Suite, Balcony, Pool View | Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/2f69f9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/a56eb119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/e4a36f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/495721b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 1620 Plymouth Harbor [](https://www.expedia.co.uk/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) Plymouth Downtown Waterfront District 8.2/10 Very good (1,001 reviews) "Great place to go with family :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lymichelle [](https://www.expedia.co.uk/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/90b2a5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Studio, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/5764d593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 Queen Bed with Sofa bed | Individually furnished, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/27211b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/d8a7d14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beverly [](https://www.expedia.co.uk/Boston-Hotels-The-Beverly.h89399258.Hotel-Information) Beverly 8.4/10 Very good (394 reviews) "Nice and quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie £82 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Boston-Hotels-The-Beverly.h89399258.Hotel-Information) ![Executive Triple Room, Multiple Beds, Non Smoking, Kitchenette | Living area | 42-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/8ca5ed4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/267d483e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Non Smoking, Kitchenette | Living area | 42-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/aa48bdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/48673ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cutwater Inn & Suites [](https://www.expedia.co.uk/Newburyport-Hotels-Cutwater-Inn-Suites.h118047438.Hotel-Information) Newburyport 8.8/10 Excellent (12 reviews) "Very pleasant stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £122 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Newburyport-Hotels-Cutwater-Inn-Suites.h118047438.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/056f2544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/75730e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Voyager Escape King Elite | Premium bedding, pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/c366b6b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/10f6fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uncommoner Hotel by Reverie Boutique Collection [](https://www.expedia.co.uk/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) West Yarmouth 9.4/10 Exceptional (102 reviews) "Clean, nice staff, good amenities, central location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malbis £100 includes taxes & fees 30 Jan - 31 Jan [](https://www.expedia.co.uk/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/35d4ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/b72c3388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/8b346ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/bf2441ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Boston Logan Airport Revere [](https://www.expedia.co.uk/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.Hotel-Information) Revere 8.0/10 Very good (1,002 reviews) "Nice clean room. Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell £81 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/ae47522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/2b1f0d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/03e2796f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds | 1 bedroom, premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/19b90fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village Inn Cape Cod [](https://www.expedia.co.uk/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) Yarmouth Port 10/10 Exceptional (224 reviews) "It was so charming, would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle £132 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) ![3 restaurants, Italian cuisine](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/14f98f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/7a65e856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/96d8cbc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/0f08f0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Artisan At Tuscan Village, Salem, A Tribute Portfolio Hotel [](https://www.expedia.co.uk/Salem-Hotels-The-Artisan-At-Tuscan-Village.h96727634.Hotel-Information) Salem 9.2/10 Wonderful (397 reviews) "Beautiful hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary £136 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Salem-Hotels-The-Artisan-At-Tuscan-Village.h96727634.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/0678b292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/1678d73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/400bb244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/34cdb618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delano Homestead Bed & Breakfast [](https://www.expedia.co.uk/Fairhaven-Hotels-Delano-Homestead-Bed-Breakfast.h2796134.Hotel-Information) Fairhaven 9.6/10 Exceptional (161 reviews) "It was a wonderful stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hye-Won £100 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Fairhaven-Hotels-Delano-Homestead-Bed-Breakfast.h2796134.Hotel-Information) 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](https://expedia.co.uk/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05®ionId=6234158&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Massachusetts Hotel Reviews ![Wyndham Boston Beacon Hill](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "We had a wonderful stay! They were very accommodating and allowed us to check in early for a minimal fee. They also stored our luggage for us after check out the next day so we could continue to explore the city. " [](https://expedia.co.uk/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in New England ](https://www.expedia.co.uk/5Star-New-England-Hotels.s50-0-d553248635975748760.Travel-Guide-Filter-Hotels) - [Hotels near Catamount Ski Area ](https://www.expedia.co.uk/Catamount-Ski-Area-Hotels.0-l6087211-0.Travel-Guide-Filter-Hotels) - [Aimbridge Hospitality Hotels in Merrimack Valley ](https://www.expedia.co.uk/Merrimack-Valley-Hotels-Aimbridge-Hospitality.0-0-d6047671--bAimbridgeHospitality.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Merrimack Valley ](https://www.expedia.co.uk/Merrimack-Valley-Hotels-Hotel-With-Connecting-Rooms.0-0-d6047671-thotelwithconnectingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Merrimack Valley ](https://www.expedia.co.uk/Merrimack-Valley-Hotels-Hotel-With-Restaurant.0-0-d6047671-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - 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