Title: Massachusetts Winery Hotels from CA $191: 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475495-Boston.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Massachusetts Winery Hotels from CA $191 ![](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) ![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) ![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) ![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://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) ![](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) ## Check availability on Massachusetts Winery Hotels Tonight [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-17&endDate=2025-10-19&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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/f30d9b9a.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) ### Mansion House Inn And Spa Vineyard Haven 9.4/10 Exceptional (1001) "Stay was fantastic, comfortable room and bed in a great location " CA $244 CA $293 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6600000/6594400/6594325/eeadbe8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/7000000/6600000/6594400/6594325/3248f1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/7000000/6600000/6594400/6594325/c5f9a1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Fireplace](https://images.trvl-media.com/lodging/7000000/6600000/6594400/6594325/3d4c51ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Horse Inn Falmouth 9.2/10 Wonderful (621) "Lovely room and amazing location!" [](https://www.expedia.ca/Falmouth-Hotels-Red-Horse-Inn.h6594325.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) ![Classic Double Room](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/0351d881.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 (1002) "Beautiful room, great location " CA $167 CA $191 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/78ad9652.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 (1007) "Very attractive property. Would stay again. " CA $160 CA $215 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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, 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) ### Faraway Martha's Vineyard Edgartown 9.0/10 Wonderful (1006) "Just a neat place to stay, very nice place. " CA $297 CA $348 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/8ca88d65.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) ![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) "Loved the classic vibe of the hotel overall. The restaurant is excellent. The location is just far enough yet close enough to the heart of town. And they shuttle to town if you don’t want to walk." CA $372 CA $441 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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) ![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 (1005) "Super friendly, clean parking lot, bathrooms, pool and rooms. Front desk staff and cleaning staff are phenomenal " CA $167 CA $212 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/0271fbcb.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) ![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) ### Hyannis Harbor Hotel Hyannis 8.0/10 Very good (1006) ""It was priced very reasonable and in a great location"" CA $165 CA $246 total includes taxes & fees Oct 27 - Oct 28 [](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/b9ec778b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/f4b160c4.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/1000000/20000/12200/12163/4e334ba2.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 (584) "Super comfortable bed and great linens and towels. Quiet and next door to grocery store. " CA $238 CA $269 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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) ### Pequot Hotel Oak Bluffs 9.4/10 Exceptional (558) "Amazing place to stay, very friendly staff, great location. Had an amazing stay and met a lot of great people. Mimosas on Sundays, and don't forget to get the cookies in the evening. " CA $363 CA $406 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Oak-Bluffs-Hotels-Pequot-Hotel.h9780586.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=2025-10-24&endDate=2025-10-25®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 ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Our 3 days in Boston with 4 other couples was excellent mainly due to the Seaport Hotel’s concierge named Daniel Vargas. He arranged for all of our tickets and every recommendation about restaurants , shopping, and sites was excellent! He had that special touch of caring that made our trip wonderful! We will return Thank you Daniel! " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Clean and quiet room. " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Great, helpful staff. Clean and quiet room. Location was perfect. " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Great location when flying out of Boston. If ever back in Boston, I’d definitely stay again " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "GREAT FRONT DESK STAFF" [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "safe" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Clean room and staff were awesome." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Hampton Inn Boston Logan Airport Chelsea](//images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/bfe287d7_y.jpg) ### Hampton Inn Boston Logan Airport Chelsea 10/10 Excellent "Convenient to airport, clean" [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information) ![Midtown Hotel](//images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab_y.jpg) ### Midtown Hotel 10/10 Excellent "Came to Boston for a mother/daughter trip. The staff was so great & kind. The hotel is under renovations. We had a leak in our ceiling & the staff was more than accommodating. They got us into another room as soon as one was available. The hotel even comped us for the room! " [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.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) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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