Title: Book the Best Boston WINERY Hotels in 2025 | Expedia.ca [Boston Travel Guide](https://expedia.ca/Boston.dx178239)[Hotels in Boston](https://expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels)[Vacation Rentals in Boston](https://expedia.ca/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Boston Car Rentals](https://expedia.ca/Car-Rentals-In-Boston.d178239.Car-Rental-Guide)[Boston Vacation Packages](https://expedia.ca/Boston.d178239.Destination-Travel-Guides) ![Boston](https://images.trvl-media.com/place/178239/8970bbdd-3367-4cf8-9ec8-fe9a12776371.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Boston, MA from CA $114 - ![](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 Boston Winery Hotels Tonight [Nov 26 - Nov 27](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2025-11-26&endDate=2025-11-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Boston Winery Hotels ![Front of property](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/90b2a5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/84d00fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch Smart TV with digital channels, TV, Hulu](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/8b3fa9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/88b3e715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beverly Beverly 8.4/10 Very good (376) "Location the suite was awesome and self check in and out was the best!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patty CA $102 CA $114 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Boston-Hotels-The-Beverly.h89399258.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/35d4ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/1961153a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/bf2441ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/5d9bbf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Boston Logan Airport Revere Revere 8.0/10 Very good (1008) "Clean room and convenient right by the airport." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $149 CA $166 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/da8ea1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/dfc38227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/fa8ae97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/8d805301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🎖The Ashmont Suite - Close to Subway + Downtown🎖 Dorchester 10/10 Exceptional (53) "Great house, perfect for our family of 5. Pretty far from Boston and weekend train service was spotty so spent quite a bit on Uber but other than that, a fantastic stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex S. CA $267 CA $582 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/8de841cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/c6e54f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/e047f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Leominster Leominster 8.6/10 Excellent (1005) "Always a great place to stay! Friendly, clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $185 CA $207 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2307/579f3502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2400/2307/d1228ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/2400/2307/1f5f5f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/2400/2307/748cbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Providence Marriott Downtown Mount Hope 7.8/10 Good (1006) "Great mini vacation in my home away from home!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristyn CA $203 CA $234 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Providence-Hotels-Providence-Marriott-Downtown.h2307.Hotel-Information) ![Suite, Balcony, Pool View](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/2f69f9a1.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) ![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) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/ff635628.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 CA $167 CA $229 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/267d483e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/fe366404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Non Smoking | Living area](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/7c4bb560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Non Smoking, Kitchenette | Living area](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/aa48bdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cutwater Inn & Suites Newburyport 8.4/10 Very good (9) "Nice place! We will definitely be back!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $192 CA $222 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Newburyport-Hotels-Cutwater-Inn-Suites.h118047438.Hotel-Information) ![House (Plovers Nest) | Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/304759e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Plovers Nest) | Private kitchen](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/d6b80f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Plovers Nest) | Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/595c4d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Plovers Nest) | Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/f53c6b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plovers Nest Newburyport 10/10 Exceptional (2) "Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anat [](https://www.expedia.ca/Newburyport-Hotels-Plovers-Nest.h70860484.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/2b07bf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/b5aa0c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/dff6c967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/a40bb995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Sandy Beachcomber Ponds of Plymouth 10/10 Exceptional (11) "Our stay was perfect! The house was clean and the host very responsive throughout! Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben L. CA $188 CA $555 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information) ![3 restaurants, Italian cuisine](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/311e1888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, Italian cuisine](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/14f98f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/ba870c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/0f08f0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Artisan At Tuscan Village, Salem, A Tribute Portfolio Hotel Salem 9.2/10 Wonderful (370) "Beautiful hotel, great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $239 CA $259 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Salem-Hotels-The-Artisan-At-Tuscan-Village.h96727634.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=2025-12-10&endDate=2025-12-11®ionId=178239&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_178239) ## Top Boston Hotel Reviews ![Wyndham Boston Beacon Hill](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Need good coffee" [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Boston Athenaeum](https://www.expedia.ca/Boston-Athenaeum-Hotels.0-l6070019-0.Travel-Guide-Filter-Hotels) - [Hotels near Boston City Hall](https://www.expedia.ca/Boston-City-Hall-Hotels.0-l6070021-0.Travel-Guide-Filter-Hotels) - 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[Downtown Boston Hotels](https://www.expedia.ca/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [Hotels near Fenway Park](https://www.expedia.ca/Fenway-Park-Hotels.0-l6023384-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Government Center](https://www.expedia.ca/Government-Center-Boston-Hotels-Boutique-Hotel.0-n553248635976008267-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Government Center](https://www.expedia.ca/Government-Center-Boston-Hotels-Cheap-Hotels.0-n553248635976008267-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Government Center](https://www.expedia.ca/Government-Center-Boston-Hotels-Family-Hotel.0-n553248635976008267-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Government Center](https://www.expedia.ca/Government-Center-Boston-Hotels-Green-Sustainable.0-n553248635976008267-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Government Center](https://www.expedia.ca/Government-Center-Boston-Hotels-Hotel-With-Wifi.0-n553248635976008267-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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