Title: TOP Winery Hotels in Southeast Massachusetts for 2025 | Expedia.co.uk [Southeast Massachusetts Travel Guide](https://expedia.co.uk/Southeast-Massachusetts.dx6047675)[Hotels in Southeast Massachusetts](https://expedia.co.uk/Southeast-Massachusetts-Hotels.d6047675.Travel-Guide-Hotels)[Holiday Rentals in Southeast Massachusetts](https://expedia.co.uk/Southeast-Massachusetts-Holiday-Rentals.d6047675.Travel-Guide-HolidayRentals)[Flights to Southeast Massachusetts](https://expedia.co.uk/Cheap-Flights-To-Southeast-Massachusetts.d6047675.Travel-Guide-Flights)[Things to do in Southeast Massachusetts](https://expedia.co.uk/Things-To-Do-In-Southeast-Massachusetts.d6047675.Travel-Guide-Activities)[Southeast Massachusetts Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southeast-Massachusetts.d6047675.Car-Hire-Guide)[Southeast Massachusetts Holidays](https://expedia.co.uk/Southeast-Massachusetts.d6047675.Holidays-City-Breaks) ![Jenney Grist Mill showing a house and a river or creek](https://images.trvl-media.com/place/6262784/c962adcf-cee3-4ae2-9e4a-9096f8d77bb3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Southeast 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 ## Check availability on Southeast Massachusetts Winery Hotels Tonight [26 Nov - 27 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6047675&startDate=2025-11-26&endDate=2025-11-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [27 Nov - 28 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6047675&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6047675&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6047675&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southeast Massachusetts Winery Hotels ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed | 1 bedroom, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/9874775f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/f436a6d1.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 Chatham 9.2/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth £151 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.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) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/ff635628.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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/a56eb119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 1620 Plymouth Harbor Plymouth Cultural District 8.2/10 Very good (1005) "Great stay clean friendly and kids loved splash pad and pool!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard [](https://www.expedia.co.uk/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/9df3839f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/3d66f94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/2287ecde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/9f04984c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Frederick William House Falmouth 9.6/10 Exceptional (292) "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 15 Dec - 16 Dec [](https://www.expedia.co.uk/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/76dbfadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![VISIONARY KING ELITE | Premium bedding, pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/82541975.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) ![Gift shop](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/ff5be5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uncommoner Hotel by Reverie Boutique Collection West Yarmouth 9.4/10 Exceptional (94) "Great staff, beautiful property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret £88 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/77000000/76930000/76923100/76923089/cbba8a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed | Courtyard view](https://images.trvl-media.com/lodging/77000000/76930000/76923100/76923089/6ceaa2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76930000/76923100/76923089/f7d6007c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76930000/76923100/76923089/a2d5704f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on Onset Bay East Wareham 8.4/10 Very good (185) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra £76 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/East-Wareham-Hotels-The-Inn-Onset.h76923089.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/00d26354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/6a955bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/c14b1773.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) ### The Village Inn Cape Cod Yarmouth Port 10/10 Exceptional (222) "It was so charming, would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle £146 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/a83d5a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/9f66402e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/7d5db133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/71759a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment in fabulous Provincetown Provincetown 9.6/10 Exceptional (4) "This is definitely the place you want to book when staying in PTown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark P. £129 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Provincetown-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Provincetown.h115545914.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](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/c5b09697.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) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/e4e4c240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faraway Martha's Vineyard Edgartown 9.0/10 Wonderful (1006) "Just a neat place to stay, very nice place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stuart [](https://www.expedia.co.uk/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/bab152c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/d9225b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/9355f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK Chatham 9.6/10 Exceptional (101) "Our second year in a row staying here. Cute house and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. £316 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/b95a3937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/7d33e498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/c988dcc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/45685c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Marina, beach, restaurants! Wareham 9.8/10 Exceptional (12) "Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaimie £182 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Buzzards-Bay-Hotels-Private-Suite-Steps-From-Marina.h82955212.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=2025-12-11&endDate=2025-12-12®ionId=6047675&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_6047675) ## Top Southeast Massachusetts Hotel Reviews ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Overall excellence" [](https://expedia.co.uk/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Nice staff Clean room Comfortable bed Convenient location " [](https://expedia.co.uk/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Hotel 1620 Plymouth Harbor](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/2f69f9a1_y.jpg) ### Hotel 1620 Plymouth Harbor 10/10 Excellent "Great stay clean friendly and kids loved splash pad and pool!" [](https://expedia.co.uk/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room, great rate easy checkin and easy checkout. Will stay again. " [](https://expedia.co.uk/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Falmouth Inn](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg) ### Falmouth Inn 10/10 Excellent "Clean room. Nice staff, convenient location. We enjoyed a drink and live music at the restaurant attached." [](https://expedia.co.uk/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "The room were clean. The staff were all friendly! I will definitely go back!!! 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