Title: Book the Best Lexington WINERY Hotels in 2026 | Expedia.ca [Hotels in Lexington](https://expedia.ca/Lexington-Hotels.d8601.Travel-Guide-Hotels)[Vacation Rentals in Lexington](https://expedia.ca/Lexington-Vacation-Rentals.d8601.Travel-Guide-VacationRentals)[Lexington Car Rentals](https://expedia.ca/Car-Rentals-In-Lexington.d8601.Car-Rental-Guide)[Lexington Vacation Packages](https://expedia.ca/Lexington.d8601.Destination-Travel-Guides) ![The statue had me wondering what went through the minds of the brave men and women who have fought for our freedom!](https://images.trvl-media.com/place/8601/6b9e1465-771c-4254-bc65-24c83de399f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Len Amato ![](https://images.trvl-media.com/place/8601/6b9e1465-771c-4254-bc65-24c83de399f8.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 Lexington Winery Hotels Tonight [Mar 21 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=8601&startDate=2026-03-21&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=8601&startDate=2026-03-22&endDate=2026-03-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=8601&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=8601&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lexington hotels with winery ![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) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/8d910532.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) ### 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 (46 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 $303 CA $663 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Cozy-Three-Bedroom-Home-Close-To-Boston-W-Plenty-Of-Parking.h88181254.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) ![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) ![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) ![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) ### The Beverly [](https://www.expedia.ca/Boston-Hotels-The-Beverly.h89399258.Hotel-Information) Beverly 8.4/10 Very good (417 reviews) "The room was clean and pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marta CA $135 CA $150 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Boston-Hotels-The-Beverly.h89399258.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) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/5106b1bd.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) ![Interior](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/ffe1de8a.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 (55 reviews) "The historic Victorian home is amazing! So much space and has everything you would need for a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber M. CA $342 CA $719 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.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) ![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) ![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) ### 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 (1,000 reviews) "Everything went smoothly and the airport shuttle was prompt." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelley CA $166 CA $185 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.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=2026-04-04&endDate=2026-04-05®ionId=8601&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Lexington Hotel Reviews ## Frequently asked questions ### How much does a winery hotel in Lexington cost? ### Which area of Lexington is best to stay in for vineyards and wineries? > For couples in search of a romantic escape, the nearby town of Concord provides enchanting options. With its historic charm and quaint bed-and-breakfasts, it sets a great backdrop for wine-tasting adventures. Imagine sharing a bottle of locally produced wine while picnicking by the tranquil waters of Walden Pond, a spot famously associated with Henry David Thoreau. > > > Families can embrace the blend of history and nature by exploring the nearby farms and wineries that often host family-friendly events. Many of these vineyards offer seasonal activities, such as grape-picking and guided tours, making it an engaging experience for all ages. ### What winery activities should we do in Lexington? > For couples seeking a romantic outing, consider a picnic in the vineyard at the nearby Turtle Creek Winery. This intimate experience allows you to relax amidst the vines while enjoying carefully curated wine pairings with a selection of gourmet cheeses and charcuterie. It's a wonderful way to unwind and connect with each other in a serene environment. > > > Families can explore the educational side of wine-making at the Westport Rivers Winery, which offers tours that explain the winemaking process. Kids will appreciate the beautiful grounds, where they can run and play while parents enjoy tastings of the winery's sparkling wines. ### Does Lexington host any wine festivals or events? > For couples seeking a romantic experience, the wine festival offers a ideal setting. Imagine strolling through lush green parks, sampling exquisite wines, and enjoying live music under the stars. It's an ideal opportunity for a memorable date night or an intimate outing. > > > Families will also find enjoyment in these events, as they often feature activities for all ages, such as food stalls, games, and craft vendors. This makes it a fantastic way to spend a weekend afternoon, allowing everyone to explore and enjoy the local culture together. > > > Regardless of your interests, Lexington's wine festivals provide an inviting space to discover local flavours and engage with the community. ### How can I save on a winery hotel in Lexington with Expedia? ### Is it cheaper to book flights and a winery hotel in Lexington 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 - [Boutique Hotels in Arlington ](https://www.expedia.ca/Arlington-Hotels-Boutique-Hotel.0-0-d74693-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Arlington ](https://www.expedia.ca/Arlington-Hotels-Casino-Hotel.0-0-d74693-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Arlington ](https://www.expedia.ca/Arlington-Hotels-Cheap-Hotels.0-0-d74693-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Arlington ](https://www.expedia.ca/Arlington-Hotels-Hotel-With-Pool.0-0-d74693-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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