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 ## Check availability on Massachusetts Winery Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-10-31&endDate=2025-11-02&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) ![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) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/04588712.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) ### Mansion House Inn And Spa Vineyard Haven 9.4/10 Exceptional (1004) "Stay was fantastic, comfortable room and bed in a great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew 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) ![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 (1005) "Beautiful room, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie 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) ![Premium bedding, in-room safe, desk, iron/ironing board](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, 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) ![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 (1015) "Nicest hotel I’ve found in Falmouth yet for when you can’t make the ferry home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer 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) ![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) ![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](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 (1007) "Just a neat place to stay, very nice place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stuart 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) ![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) ![Balcony view](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7c321ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor View Hotel Edgartown 8.8/10 Excellent (1003) "The area was safe and the dining experience was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert 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) ![Hallway](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/c832e252.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) ![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 (1014) "Friendly staff at check-in Quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hope CA $153 CA $196 total includes taxes & fees Oct 29 - Oct 30 [](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) ![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) ![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) ### Hyannis Harbor Hotel Hyannis 8.0/10 Very good (1021) ""It was priced very reasonable and in a great location"" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $165 CA $246 total includes taxes & fees Oct 21 - Oct 22 [](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/1000000/20000/12200/12163/4e334ba2.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/b9ec778b.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 (586) "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 $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) ![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) ![Front of property](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/3613e1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pequot Hotel Oak Bluffs 9.4/10 Exceptional (567) "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) ![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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d6b2594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 King Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/430aaed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lightkeepers Inn Edgartown 9.4/10 Exceptional (203) "Location and neighborhood were quiet residential area outside of main tourist street. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $232 CA $259 total includes taxes & fees Oct 21 - Oct 22 [](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=2025-11-03&endDate=2025-11-04®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 "Excellent hotel - best place we stayed on our trip. Staff great and keen to make your stay as comfortable as possible. " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Enjoyed our stay very much. Everyone that worked at the hotel helpful. Room was a little small but very clean. Housekeeping services - outstanding. My only complaint was about the pillows. Asked for foam instead of feather and the foam pillows were terrible!!!!! Buy some new ones. Also, location can’t be beat!!" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Great " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![The Langham, Boston](//images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "A beautiful and pristine hotel. All staff were professional, welcoming, and organised. The hotel is really well located. The house toiletries are gorgeous and high quality. The breakfast was delish. Thank you for having us." [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The room was spacious, clean, with lots of lighting and nice temperature. The property location was ideal for walking to historical areas, tourist amenities (like bus tours, aquarium, ferry to surrounding areas - like Salem), eateries and shopping. The bathroom was small but nicely updated (loved the shower and water temps). Some in-room coffee would've been nice." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "The rooms were very clean and the staff was amazing." [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Wyndham Boston Beacon Hill](//images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Was located in a good spot for our viewing for Boston. Nice room and nice hotel" [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.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 "Perfect location! " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Easy in and out via Uber, water taxi to Boston seashore. 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