Title: Book the Best Chelmsford WINERY Hotels in 2026 | Expedia.ca [Hotels in Chelmsford](https://expedia.ca/Chelmsford-Hotels.d6745.Travel-Guide-Hotels)[Vacation Rentals in Chelmsford](https://expedia.ca/Chelmsford-Vacation-Rentals.d6745.Travel-Guide-VacationRentals)[Chelmsford Car Rentals](https://expedia.ca/Car-Rentals-In-Chelmsford.d6745.Car-Rental-Guide)[Chelmsford Vacation Packages](https://expedia.ca/Chelmsford.d6745.Destination-Travel-Guides) ![Aerial view of Chelmsford, Massachusetts in winter ](https://images.trvl-media.com/place/6745/eb0ef4a7-8ab5-4281-8fc1-effd46bbae1f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Chelmsford, MA from CA $139 - ![](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 Chelmsford Winery Hotels Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=6745&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6745&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6745&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6745&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chelmsford hotels with winery ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8.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/1000000/20000/16700/16645/8de841cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/c6e54f9e.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) ### Doubletree by Hilton Hotel Leominster Leominster 8.6/10 Excellent (1003) "Rooms clean, staff friendly. Nice bar, great breakfast buffet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah CA $174 CA $195 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17268/8af8c16a.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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/17300/17268/7f10e335.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) ### Holiday Inn Salem - I-93 at Exit 2 by IHG Salem 8.0/10 Very good (652) "Great place and not expensive!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) anthony CA $129 CA $139 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Manchester-Hotels-Holiday-Inn-Salem-I-93-At-Exit-2.h17268.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 (1002) "Clean room and convenient right by the airport." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $155 CA $173 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Logan-Airport-Revere.h690647.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) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/3699cd3c.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) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/1c70c3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites - Nashua - Merrimack Merrimack 7.2/10 Good (845) "Good location" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Donnie [](https://www.expedia.ca/Manchester-Hotels-WoodSpring-Suites-Nashua-Merrimack.h19162022.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) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/97000000/96730000/96727700/96727634/96d8cbc3.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 (379) "Beautiful hotel, great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $254 CA $276 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Salem-Hotels-The-Artisan-At-Tuscan-Village.h96727634.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) ![32-inch flat-screen TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/30000/27200/27147/7e0e6d1c.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) ![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) ### Residences at Daniel Webster Merrimack 8.4/10 Very good (1003) "staff was superb...friendly and room was perfect ..we travel once a week from way up northern Maine...and we finally found our place to stay every time !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $160 CA $174 total includes taxes & fees Dec 11 - Dec 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=2025-12-23&endDate=2025-12-24®ionId=6745&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Chelmsford 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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