Title: Book the Best Highlands WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Lowell](https://expedia.ca/Lowell-Vacation-Rentals.d8422.Travel-Guide-VacationRentals)[Flights to Lowell](https://expedia.ca/Cheap-Flights-To-Lowell.d8422.Travel-Guide-Flights)[Things to do in Lowell](https://expedia.ca/Things-To-Do-In-Lowell.d8422.Travel-Guide-Activities)[Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Highlands.d553248635976469184.Car-Rental-Guide)[Highlands Vacations](https://expedia.ca/Highlands.d553248635976469184.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/459c28c94220d5b185621a918b0d802b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tiffany Zhou # Find Winery Hotels in Highlands, MA from CA $155 ![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 Highlands Winery Hotels Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976469184&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976469184&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976469184&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976469184&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highlands Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17268/8af8c16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17268/18196e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/20000/17300/17268/6d65b577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17268/33ddba84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Salem - I-93 at Exit 2 by IHG Salem 8.0/10 Very good (633) "Good location, close to the highway and with plenty of nearby shopping and food options." CA $145 CA $157 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Manchester-Hotels-Holiday-Inn-Salem-I-93-At-Exit-2.h17268.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 (358) "Beautiful hotel, great location." CA $343 CA $372 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Salem-Hotels-The-Artisan-At-Tuscan-Village.h96727634.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/6081fc81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/7b7395b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/85a4ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/afa66f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites - Nashua - Merrimack Merrimack 7.2/10 Good (825) "The property is good. Staff was amazing but the whole time I stayed there was a lot of noise from the top floor the entire time. Staff were really helpful and friendly. " CA $143 CA $155 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Manchester-Hotels-WoodSpring-Suites-Nashua-Merrimack.h19162022.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/27200/27147/f8c1b586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/27200/27147/8f148bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27200/27147/054944d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Studio Suite, 2 Queen Beds | Private kitchen](https://images.trvl-media.com/lodging/1000000/30000/27200/27147/4f41f9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residences at Daniel Webster Merrimack 8.4/10 Very good (1001) "The residence is located next to the highway, very noisy." CA $168 CA $183 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Manchester-Hotels-Residences-At-Daniel-Webster.h27147.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=2025-10-23&endDate=2025-10-24®ionId=553248635976469184&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Highlands Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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