Title: Book the Best Boston WINERY Hotels in 2026 | 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) ![](https://images.trvl-media.com/place/178239/8970bbdd-3367-4cf8-9ec8-fe9a12776371.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=178239&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Boston hotels with winery ![Restaurant](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/35d4ab15.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/b72c3388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/700000/690700/690647/8b346ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Boston Logan Airport Revere [](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.Hotel-Information) Revere 8.0/10 Very good (1,003 reviews) "Always a great place to stay. Front desk staff and shuttle drivers are so friendly and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy CA $134 CA $150 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.Hotel-Information) ![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) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/d8a7d14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Studio, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/5764d593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/90000000/89400000/89399300/89399258/27211b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beverly [](https://www.expedia.ca/Boston-Hotels-The-Beverly.h89399258.Hotel-Information) Beverly 8.4/10 Very good (395 reviews) "Nice and quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie CA $134 CA $150 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Boston-Hotels-The-Beverly.h89399258.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/ad69d0eb.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) ![Dining](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/28016f94.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) ### Cozy three-bedroom home close to Boston w/ plenty of parking [](https://www.expedia.ca/Boston-Hotels-Cozy-Three-Bedroom-Home-Close-To-Boston-W-Plenty-Of-Parking.h88181254.Hotel-Information) North Braintree 10/10 Exceptional (44 reviews) "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 $239 CA $585 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Boston-Hotels-Cozy-Three-Bedroom-Home-Close-To-Boston-W-Plenty-Of-Parking.h88181254.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/2a747981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/31a13689.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🎖 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.Hotel-Information) Dorchester 10/10 Exceptional (54 reviews) "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 $355 CA $737 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.Hotel-Information) ![Executive Triple Room, Multiple Beds, Non Smoking, Kitchenette | Living area](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/8ca5ed4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/48673ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/119000000/118050000/118047500/118047438/267d483e.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 [](https://www.expedia.ca/Newburyport-Hotels-Cutwater-Inn-Suites.h118047438.Hotel-Information) Newburyport 8.8/10 Excellent (12 reviews) "Very pleasant stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $203 CA $240 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Newburyport-Hotels-Cutwater-Inn-Suites.h118047438.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2400/2307/62f4b417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/2400/2307/b9665ab2.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) ![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 [](https://www.expedia.ca/Providence-Hotels-Providence-Marriott-Downtown.h2307.Hotel-Information) Mount Hope 7.8/10 Good (1,004 reviews) "Great Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $204 CA $237 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Providence-Hotels-Providence-Marriott-Downtown.h2307.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf.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/f2def93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pub](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/23974283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/w3836h2561x0y0-8c0987dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Leominster [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) Leominster 8.6/10 Excellent (1,001 reviews) "Clean room nice area close to shopping and plenty of restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janine CA $195 CA $218 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/4d19d374.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/114000000/113540000/113530600/113530554/49ed4059.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) ![Exterior](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/c89c3683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Sandy Beachcomber [](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information) Ponds of Plymouth 9.6/10 Exceptional (13 reviews) "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 $180 CA $533 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.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) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/a56eb119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/e4a36f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 1620 Plymouth Harbor [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) Plymouth Downtown Waterfront District 8.2/10 Very good (1,004 reviews) "Great place to go with family :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lymichelle [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Luxury Condo, 1 Bedroom, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/8cad3a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elevator](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/2a086997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 1 Bedroom, Balcony, Ocean View | View from room](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/f130a409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Penthouse | Private kitchen](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/d9930ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thomas Sea Suites [](https://www.expedia.ca/Plymouth-Hotels-Thomas-Sea-Suites.h70421619.Hotel-Information) Plymouth Downtown Waterfront District 9.0/10 Wonderful (98 reviews) "Everything was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) R.Alan [](https://www.expedia.ca/Plymouth-Hotels-Thomas-Sea-Suites.h70421619.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=2026-02-08&endDate=2026-02-09®ionId=178239&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Boston Hotel Reviews ## Frequently asked questions ### How much does a winery hotel in Boston cost? ### Which area of Boston is best to stay in for vineyards and wineries? > For those eager to delve into the world of wines, a day trip to the scenic Massachusetts wine country is highly recommended. The nearby towns of Stow and Harvard boast beautiful vineyards like Nashoba Valley Winery, where you can enjoy wine tastings and vineyard tours surrounded by picturesque landscapes. The drive from the North End offers an enjoyable experience through charming countryside, making it a superb adventure for couples or friends looking to unwind. > > > Families will appreciate that staying in the North End also provides a wealth of activities to engage everyone. You can start your day with a family-friendly visit to the New England Aquarium or take a stroll along the historic Freedom Trail. Later, treat the adults to a wine tasting while the kids indulge in the local gelato shops, ensuring a delightful mix of experiences for all ages. ### Are there hotels in Boston near winery tours? > The 4-star Eurostars The Boxer boasts a solid review rating of 8.6 and offers a fantastic location that's walkable to many attractions. This hotel features amenities like private and public winery tours, making it easy for guests to indulge in local wine experiences. Guests particularly love the friendly staff and delicious breakfast options. > > > For a more budget-friendly option, [The Beverly](https://www.expedia.ca/Boston-Hotels-The-Beverly.h89399258.Hotel-Information)is a 3-star hotel rated 8.4, known for its spacious and clean rooms. It's conveniently located near winery tours and offers free WiFi and kitchen facilities. Many guests appreciate the comfy beds and great customer service, ensuring a pleasant stay. > > > Another 3-star choice is the Four Points by Sheraton Boston Logan Airport Revere, which has a rating of 8.0\. This hotel is also near winery tours and provides free airport shuttle services, making it a practical choice for travellers. ### Does Boston host any wine festivals or events? > For couples wanting a romantic experience, the city's intimate wine bars and boutique wineries offer a cozy atmosphere to explore new flavours together. Many establishments host special wine-tasting evenings, complete with curated pairings of cheese and charcuterie, allowing you to indulge in a culinary adventure while spending quality time. > > > Families can also enjoy wine-related activities, particularly at events that offer a variety of food and entertainment. The Boston Local Food Festival often features local wines alongside artisanal food vendors, providing a fun day out for all ages while introducing children to the importance of local agriculture and sustainable practices. ### How can I save on a winery hotel in Boston with Expedia? ### Is it cheaper to book flights and a winery hotel in Boston as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## 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) - [Hotels near Boston City Hall Plaza ](https://www.expedia.ca/Boston-City-Hall-Plaza-Hotels.0-l553248621533117603-0.Travel-Guide-Filter-Hotels) - [Hotels near Boston Common ](https://www.expedia.ca/Boston-Common-Hotels.0-l507377-0.Travel-Guide-Filter-Hotels) - 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