Title: Massachusetts Winery Hotels, United States of America: Massachusetts Hotel Guide | Expedia.co.uk [Massachusetts Travel Guide](https://expedia.co.uk/Massachusetts.dx223)[Massachusetts Hotels](https://expedia.co.uk/Destinations-In-Massachusetts.d223.Hotel-Destinations)[Holiday Rentals in Massachusetts](https://expedia.co.uk/Destinations-In-Massachusetts.d223.Holiday-Rental-Destinations)[Massachusetts Flights](https://expedia.co.uk/Destinations-In-Massachusetts.d223.Flight-Destinations)[Massachusetts Car Hire](https://expedia.co.uk/Destinations-In-Massachusetts.d223.Car-Hire-Destinations)[Massachusetts Holidays](https://expedia.co.uk/Massachusetts.d223.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Massachusetts - ![](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 ## Massachusetts Accommodation: Most Popular Cities to Stay ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475491-Boston.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Boston [](https://expedia.co.uk/Boston-Hotels-Winery-Hotels.0-0-d178239-tWineryHotels.Travel-Guide-Filter-Hotels) ![Plymouth showing shopping](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105337-Southeast-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.co.uk/Plymouth-Hotels-Winery-Hotels.0-0-d9512-tWineryHotels.Travel-Guide-Filter-Hotels) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531387-gloucester.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Gloucester [](https://expedia.co.uk/Gloucester-Hotels-Winery-Hotels.0-0-d8008-tWineryHotels.Travel-Guide-Filter-Hotels) ## Check availability on Massachusetts Winery Hotels Tonight [3 Dec - 4 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=223&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [4 Dec - 5 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=223&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=223&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=223&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Massachusetts Winery Hotels ![View from property](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/04588712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/ec427f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/b950a23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion House Inn And Spa Vineyard Haven 9.4/10 Exceptional (1000) "Clean, friendly staff, nice amenities, good location. Overall great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa £158 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/01f382c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/d82cfe07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/97bc0509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/83f63793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mariner Motel Falmouth 8.6/10 Excellent (1000) "Beautiful room, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie [](https://www.expedia.co.uk/Falmouth-Hotels-Mariner-Motel.h4555042.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/554c64cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch served; American cuisine, al fresco dining ](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1280h882x0y8-1138e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/aa02dacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Square Falmouth 8.6/10 Excellent (1017) "Great location Comfortable beds Reasonably price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £111 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/bbd479b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/w3997h1139x0y0-c751d22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/c5b09697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faraway Martha's Vineyard Edgartown 9.0/10 Wonderful (1011) "amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristi [](https://www.expedia.co.uk/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7c321ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/8ca88d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/b242e02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor View Hotel Edgartown 8.8/10 Excellent (1002) "The area was safe and the dining experience was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert [](https://www.expedia.co.uk/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/c832e252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/5c705214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/ba60e8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Falmouth Inn Falmouth 8.0/10 Very good (1003) "Clean room, good shower and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark £102 includes taxes & fees 31 Dec - 1 Jan 2026 [](https://www.expedia.co.uk/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/3225f1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/35291799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 2 Queen Beds | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/b017dd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Harbor Hotel Hyannis 8.0/10 Very good (1010) "Very clean, staff friendly and all amenities were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joao £126 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/d9e8dd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/d37ab9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/a643a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/6ef2f9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel Edgartown 8.4/10 Very good (593) "Super comfortable bed and great linens and towels. Quiet and next door to grocery store. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary £145 includes taxes & fees 25 Dec - 26 Dec [](https://www.expedia.co.uk/Edgartown-Hotels-Edgar-Hotel-Marthas-Vineyard.h12163.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/0c92aeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Annex Queen Room (No TV) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/1eb63741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/ca8f5f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/c0436ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pequot Hotel Oak Bluffs 9.4/10 Exceptional (572) "Location was perfect No TV reception.. and room was small but comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Pequot-Hotel.h9780586.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d11aa513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 King Bed with Sofa bed | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/430aaed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d6b2594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d22dc480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lightkeepers Inn Edgartown 9.4/10 Exceptional (209) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin [](https://www.expedia.co.uk/Edgartown-Hotels-The-Lightkeepers-Inn.h11172592.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=2025-12-17&endDate=2025-12-18®ionId=223&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_BF_PROMO_223) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Massachusetts-Winery-Hotels.0-0-d223-tWineryHotels.Hotel-Filter-Destinations)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Massachusetts-Winery-Hotels.0-0-d223-tWineryHotels.Hotel-Filter-Destinations) ## Top Massachusetts Hotel Reviews ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "The room was spotless and the staff was incredibly helpful with directions to my room and around the resort. The casino made me tuck my tail between my legs, but that is just the way it goes, sometimes. So many dining options that I wish I had more time to try a few more places." [](https://expedia.co.uk/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Nice" [](https://expedia.co.uk/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "Staff was very friendly and helpful. Rooms were clean and new. " [](https://expedia.co.uk/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Spacious, clean rooms " [](https://expedia.co.uk/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg) ### DoubleTree Suites by Hilton Hotel Boston - Cambridge 10/10 Excellent "Beautiful view, nice room, and lovely hot tub." [](https://expedia.co.uk/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "ery cool modern hotel that's basically downtown but just far enough outside that it is calm and cozy. Spybar and the mexican restaurant had just opened but I didn't get the chance to try them out. I was skeptical of having shared bathrooms, but they were actually very well maintained and clean, with fresh towels and good soaps always available. And there were enough of them I never had to wait. Only complaint is that Expedia listed a breakfast and pool included in the stay but the hotel has neither. There is a little cafe that has some pastries and coffee but that's it. " [](https://expedia.co.uk/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg) ### The Westin Copley Place, Boston, a Marriott Hotel 10/10 Excellent "Great location and nice staff " [](https://expedia.co.uk/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "The hotel was beautiful! The location was very convenient. Our room was lovely and overlook this city. The staff was excellent and very kind! Wish there was a bit of white noise in the room. It was hard to sleep due to hearing some loud drunk people outside on the street. As well as hearing people walking back to the room at night. But beside that, it was a wonderful experience! " [](https://expedia.co.uk/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "Amazing hotel. Very clean rooms. Great for family. Staff was courteous and super helpful. 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