Title: Massachusetts Winery Hotels from CA $197: Book the Right Winery Hotels Room in Massachusetts, United States of America - Expedia.ca [Massachusetts Travel Guide](https://expedia.ca/Massachusetts.dx223)[Massachusetts Hotels](https://expedia.ca/Destinations-In-Massachusetts.d223.Hotel-Destinations)[Vacation Rentals in Massachusetts](https://expedia.ca/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[Massachusetts Flights](https://expedia.ca/Destinations-In-Massachusetts.d223.Flight-Destinations)[Massachusetts Car Rentals](https://expedia.ca/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[Massachusetts Vacations](https://expedia.ca/Massachusetts.d223.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Massachusetts Winery Hotels from CA $197 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Top Cities in Massachusetts ![](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.ca/Boston-Hotels-Winery-Hotel.0-0-d178239-tWineryHotel.Travel-Guide-Filter-Hotels) ![Nantucket showing a marina, central business district and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26131-Nantucket.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Nantucket [](https://expedia.ca/Nantucket-Hotels-Winery-Hotel.0-0-d285-tWineryHotel.Travel-Guide-Filter-Hotels) ![Springfield which includes a city, a high-rise building and a bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63440-Springfield-Western-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Springfield [](https://expedia.ca/Springfield-Hotels-Winery-Hotel.0-0-d6047669-tWineryHotel.Travel-Guide-Filter-Hotels) ![Plymouth which includes 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.ca/Plymouth-Hotels-Winery-Hotel.0-0-d9512-tWineryHotel.Travel-Guide-Filter-Hotels) ![Worcester featuring a fountain, modern architecture and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80021-Worcester-Mass.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Worcester [](https://expedia.ca/Worcester-Hotels-Winery-Hotel.0-0-d6023336-tWineryHotel.Travel-Guide-Filter-Hotels) ![Hyannis showing a marina and a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105114-Cape-Cod.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hyannis [](https://expedia.ca/Hyannis-Hotels-Winery-Hotel.0-0-d1544-tWineryHotel.Travel-Guide-Filter-Hotels) ![](https://mediaim.expedia.com/destination/1/8bd66a7ae7636691016dd57f41ee8c80.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Oak Bluffs [](https://expedia.ca/Oak-Bluffs-Hotels-Winery-Hotel.0-0-d140231-tWineryHotel.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.ca/Gloucester-Hotels-Winery-Hotel.0-0-d8008-tWineryHotel.Travel-Guide-Filter-Hotels) ## Check availability on Massachusetts Winery Hotels Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Massachusetts hotels with winery ![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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/f30d9b9a.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) ![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) ### Mansion House Inn And Spa Vineyard Haven 9.4/10 Exceptional (1002) "Clean, friendly staff, nice amenities, good location. Overall great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $240 CA $289 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/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) ![Garden](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/83f63793.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) ### Mariner Motel Falmouth 8.6/10 Excellent (1002) "Spotless room, bright and cheery." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon [](https://www.expedia.ca/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 drapes](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/554c64cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/78ad9652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1280h882x0y8-1138e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Square Falmouth 8.6/10 Excellent (1004) "Great location Comfortable beds Reasonably price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $143 CA $197 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/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) ![Outdoor pool, open 8:00 AM to 8:00 PM, sun 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) ![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) ### Faraway Martha's Vineyard Edgartown 9.0/10 Wonderful (1002) "amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristi [](https://www.expedia.ca/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 (1000) "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.ca/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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/ba60e8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/339f4ae9.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) ### Falmouth Inn Falmouth 8.0/10 Very good (1000) "Clean room, good shower and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $150 CA $200 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/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) ![Premium Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/b017dd76.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/0271fbcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Harbor Hotel Hyannis 8.0/10 Very good (1003) "Amazing place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mounir CA $157 CA $236 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/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 drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/bc28301d.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) ![Desk, blackout drapes, 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) ### 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 CA $235 CA $265 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/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)](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/1eb63741.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) ![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) ### 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.ca/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) ![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 | Living area](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/27eb2c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Private kitchen](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.ca/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.ca/Hotel-Search?startDate=2025-12-23&endDate=2025-12-24®ionId=223&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Massachusetts-Winery-Hotel.0-0-d223-tWineryHotel.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Massachusetts-Winery-Hotel.0-0-d223-tWineryHotel.Hotel-Filter-Destinations) ## Top Massachusetts Hotel Reviews ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "The room was clean. Purs had a few slight repairs that needed to be fixex." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Staff is amazing! If it wasnt for the warm and lovely personalities we would stay at our usual at the Godfrey.... love the vibes and cleanliness of the place.... will be our go to for our family ❤️ 😍 " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Wyndham Boston Beacon Hill](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Staff is very friendly and accommodating. Room was clean and the bed was comfortable. Breakfast was very good." [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Comfortable bed, close to everything, very friendly and accommodating staff!" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "Lovely hotel, clean room, incredibly comfortable bed, great breakfast, kind staff. That's all I ask for. " [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.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 "Rooms were ready early" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg) ### Boston Harbor Hotel 10/10 Excellent "Clean room, great staff, excellent food, great location " [](https://expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.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 "Food and service were great as always. " [](https://expedia.ca/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "You have to start breakfast at 6am not 7am " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Other - More ways to book - [4 Star Hotels in Sudbury ](https://www.expedia.ca/4Star-Sudbury-Hotels.s40-0-d9770.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sudbury ](https://www.expedia.ca/5Star-Sudbury-Hotels.s50-0-d9770.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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