Title: Book the Best Downtown Boston WINERY Hotels in 2025 | Expedia.ca [Downtown Boston Travel Guide](https://expedia.ca/Boston-Downtown-Boston.dx6340396)[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)[Downtown Boston Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Boston.d6340396.Car-Rental-Guide)[Downtown Boston Vacations](https://expedia.ca/Downtown-Boston.d6340396.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543245-boston.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Downtown Boston, MA from CA $175 ![](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 Downtown Boston Winery Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown 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) ![Premium Studio, 2 Queen Beds](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/d9561f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beverly Beverly 8.4/10 Very good (363) "Easy location. Train stop was close. The double double suite was the perfect size. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $188 CA $210 total includes taxes & fees Nov 5 - Nov 6 [](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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/1961153a.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 (1010) "Lovely little bar, convenient location, happy for shuttle to airport." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johannah CA $157 CA $175 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/ff7cf345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/05cf438c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/8d910532.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/89000000/88190000/88181300/88181254/c22239a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy three-bedroom home close to Boston Braintree 10/10 Exceptional (40) "The house was just what we needed and the stay was super simple. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris B. CA $297 CA $662 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Boston-Hotels-Cozy-Three-Bedroom-Home-Close-To-Boston.h88181254.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) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/5106b1bd.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 $348 CA $679 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/3e2ca876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/df5567ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/ac5c1f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/dfcbe086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖 Dorchester 9.8/10 Exceptional (99) "Nice clean comfortable feel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erik Z. CA $307 CA $606 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Apartment-Close-To-Subway-Downtown-Boston.h48745314.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=2025-11-05&endDate=2025-11-06®ionId=6340396&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Downtown Boston | Less expensive | More expensive | Next month | | --- | --- | --- | | January | June | CA $328 | | Month | Price | | --- | --- | | January | CA $243 | | February | CA $267 | | March | CA $383 | | April | CA $503 | | May | CA $538 | | June | CA $792 | | July | CA $676 | | August | CA $508 | | September | CA $641 | | October | CA $546 | | November | CA $328 | | December | CA $251 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Boston. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Downtown Boston Hotel Reviews ![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) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Boston](https://www.expedia.ca/Boston-Bed-And-Breakfast.d178239-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Boston Common](https://www.expedia.ca/Boston-Common-Hotels.0-l507377-0.Travel-Guide-Filter-Hotels) - [Hostels in Boston](https://www.expedia.ca/Boston-Hostels.d178239-aaHostels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Boston](https://www.expedia.ca/Boston-Hotels-All-Inclusive-Hotel.0-0-d178239-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Beach-Hotel.0-0-d178239-tBeachHotel.Travel-Guide-Filter-Hotels) - 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[Boston Vacations](https://www.expedia.ca/Boston.d178239.Destination-Travel-Guides) - [Visit Boston](https://www.expedia.ca/Boston.dx178239) - [Faneuil Hall Marketplace](https://www.expedia.ca/Faneuil-Hall-Marketplace-Government-Center.d6070067.Vacation-Attraction) - [New England Aquarium](https://www.expedia.ca/New-England-Aquarium-North-End.d6070109.Vacation-Attraction) - [Old State House](https://www.expedia.ca/Old-State-House-Downtown-Boston.d6070121.Vacation-Attraction) - [Quincy Market](https://www.expedia.ca/Quincy-Market-Government-Center.d553248621561096542.Vacation-Attraction) - [All inclusive Vacation Packages Boston](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/178239/Boston) - [Car rentals near Boston](https://www.expedia.ca/Car-Rentals-In-Boston.d178239.Car-Rental-Guide) - [Boston Vacation Rentals](https://www.expedia.ca/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals) - [Things to do in Boston](https://www.expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities) - [Book Hotels in Downtown Boston on Expedia.com](https://www.expedia.com/Downtown-Boston-Boston-Hotels-Winery-Hotel.0-n6340396-0-tWineryHotel.Travel-Guide-Filter-Hotels)