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 $195 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6340396&startDate=2025-10-10&endDate=2025-10-12&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) ![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) ![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) ![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) ### The Beverly Beverly 8.4/10 Very good (355) "The stay was great to our Salem trip. The only draw back was Expedia has the wrong phone number as to contact the property " CA $224 CA $250 total includes taxes & fees Nov 3 - Nov 4 [](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) ![In-room safe, desk, blackout drapes, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/d4b92a2b.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) ### Four Points by Sheraton Boston Logan Airport Revere Revere 8.0/10 Very good (1000) "Lovely little bar, convenient location, happy for shuttle to airport." CA $175 CA $195 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/8d910532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/f35ca463.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 (38) "This adorable place had everything we needed to stay for the week we were there. It was convenient to shopping and restaurants nearby and a short drive to Boston. As long as there’s no traffic." CA $295 CA $661 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Boston-Hotels-Cozy-Three-Bedroom-Home-Close-To-Boston.h88181254.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/105000000/104410000/104407000/104406933/cc227d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/105000000/104410000/104407000/104406933/dded2723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104410000/104407000/104406933/b1d17c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104410000/104407000/104406933/f41b9adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Smoke FREE Studio- walk to beaches, downtown! 5 min drive to Historic Salem! Beverly 8.0/10 Very good (4) "Excellent host and a great place to stay!" CA $300 CA $739 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Boston-Hotels-Smoke-FREE-Studio-Walk-To-Beaches.h104406933.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73236700/73236642/432606a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73236700/73236642/8199f63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73240000/73236700/73236642/4b3f5cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73240000/73236700/73236642/a6b9285e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Retreat close to Downtown Boston. Pets friendly. Dorchester 9.6/10 Exceptional (136) "Good stay" CA $212 CA $497 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Boston-Hotels-Beautiful-Retreat-Close-To-Downtown-Boston-Pets-Friendly.h73236642.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) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/5106b1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🎖The Ashmont Suite - Close to Subway + Downtown🎖 Dorchester 10/10 Exceptional (53) "Beautiful home, close to subway for Boston sightseeing! Host was very quick to communicate and accommodate with any questions we had. " CA $347 CA $673 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.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=2025-10-17&endDate=2025-10-18®ionId=6340396&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Downtown Boston | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | December | June | CA $597 | CA $343 | | Month | Price | | --- | --- | | January | CA $247 | | February | CA $259 | | March | CA $385 | | April | CA $492 | | May | CA $525 | | June | CA $703 | | July | CA $687 | | August | CA $513 | | September | CA $570 | | October | CA $597 | | November | CA $343 | | December | CA $245 | 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 ## 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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[Waterpark Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Waterpark-Hotels.0-0-d6600-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Winery-Hotel.0-0-d6600-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hotels near TD Garden](https://www.expedia.ca/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels) - [Flights to Boston](https://www.expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights) - [Flights from Boston](https://www.expedia.ca/lp/flights/178239/flights-from-boston) - [Flights from Halifax (YHZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yhz/bos/halifax-to-boston) - [Flights from Ottawa (YOW) to Boston (BOS)](https://www.expedia.ca/lp/flights/yow/bos/ottawa-to-boston) - [Flights from Montreal (YUL) to Boston (BOS)](https://www.expedia.ca/lp/flights/yul/bos/montreal-to-boston) - [Flights from Vancouver (YVR) to Boston (BOS)](https://www.expedia.ca/lp/flights/yvr/bos/vancouver-to-boston) - [Flights from Toronto (YYZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston) - [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)