Title: Book the Best Westport WINERY Hotels in 2026 | Expedia.ca [Hotels in Westport](https://expedia.ca/Westport-Hotels.d9742.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.ca/Westport-Vacation-Rentals.d9742.Travel-Guide-VacationRentals)[Westport Car Rentals](https://expedia.ca/Car-Rentals-In-Westport.d9742.Car-Rental-Guide)[Westport Vacation Packages](https://expedia.ca/Westport.d9742.Destination-Travel-Guides) ![CP254B A harbor view of the port of Westport, in southern Massachusetts, where Franklin D. Roosevelt visited for his health.](https://images.trvl-media.com/place/9742/e472ba36-47c7-4666-83f7-dbb364442fb3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Westport, MA from CA $161 - ![](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 Westport Winery Hotels Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=9742&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=9742&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=9742&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=9742&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Westport Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/18000000/17450000/17443700/17443695/ebabd3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/18000000/17450000/17443700/17443695/46845112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Fireplace (No Pets) | Living area](https://images.trvl-media.com/lodging/18000000/17450000/17443700/17443695/528008dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Suite, 2 Bedrooms, Kitchen (No Pets) | Private kitchen](https://images.trvl-media.com/lodging/18000000/17450000/17443700/17443695/7ab32f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The East Island Reserve Hotel Middletown 9.4/10 Exceptional (618) "The cottages are so well appointed, clean, and maintained. We always enjoy our stay there. See y’all soon for sure!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason [](https://www.expedia.ca/Newport-Hotels-The-East-Island-Reserve-Hotel.h17443695.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/0678b292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/4fda8b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/e14ed3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2796200/2796134/34cdb618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delano Homestead Bed & Breakfast Fairhaven 9.6/10 Exceptional (157) "Breakfast was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $166 CA $185 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Fairhaven-Hotels-Delano-Homestead-Bed-Breakfast.h2796134.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568497/1e045bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568497/35fe0177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568497/5f1ec280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568497/01ddc6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage House Inn Newport Middletown 8.8/10 Excellent (1001) "Everything about our stay was fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah [](https://www.expedia.ca/Middletown-Hotels-The-Carriage-House-Inn-Newport.h1568497.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327200/327192/f0b3ff3f.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/1000000/330000/327200/327192/d780e0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/330000/327200/327192/246c7877.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/1000000/330000/327200/327192/6a01ec97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic Beach Hotel Newport Middletown 8.4/10 Very good (1385) "Clean room, courteous staff, wonderful breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shirley [](https://www.expedia.ca/Newport-Hotels-Atlantic-Beach-Hotel-Newport.h327192.Hotel-Information) ![Signature Room, 1 King Bed, Ground Floor](https://images.trvl-media.com/lodging/37000000/36420000/36413200/36413101/d9d15fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36420000/36413200/36413101/a556225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, 2 Bedrooms, 2 Bathrooms, Garden Area](https://images.trvl-media.com/lodging/37000000/36420000/36413200/36413101/6911d14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36420000/36413200/36413101/a20bdee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Outlook Inn Downtown Newport 9.8/10 Exceptional (490) "Beautiful place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Haley [](https://www.expedia.ca/Newport-Hotels-The-Outlook-Inn.h36413101.Hotel-Information) ![Suites](https://images.trvl-media.com/lodging/2000000/1160000/1154500/1154457/b3ae2f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154500/1154457/3b7298ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suites](https://images.trvl-media.com/lodging/2000000/1160000/1154500/1154457/3da14d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King with Fireplace & Jacuzzi | Deep soaking bathtub](https://images.trvl-media.com/lodging/2000000/1160000/1154500/1154457/a9f3103d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beech Tree Inn & Cottage Off Broadway 9.8/10 Exceptional (588) "Yes great staff clean room great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Habib CA $142 CA $161 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Newport-Hotels-Beech-Tree-Inn-Cottage.h1154457.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/2300/2282/b5e3601d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/2300/2282/58cfbfeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/2300/2282/2a70d055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/10000/2300/2282/4d70860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn South Kingstown (Newport Area) by IHG Saunderstown 8.2/10 Very good (1003) "Great Restaurant on premises " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $159 CA $180 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Saunderstown-Hotels-Holiday-Inn-South-Kingstown.h2282.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/108000000/107620000/107619200/107619161/w3312h2473x0y11-cbcc0fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107619200/107619161/2c97d680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/108000000/107620000/107619200/107619161/907c1053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/108000000/107620000/107619200/107619161/d275be6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brayton Point Beach Bungalow in Somerset Massachusetts Somerset 10/10 Exceptional (4) "Brilliant house. Everything we needed was there. Area was quiet, lovely setting. Amazing hosts made us feel at home." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ann R. CA $200 CA $313 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Somerset-Hotels-Brayton-Point-Beach-Bungalow-In-Somerset-Massachusetts.h107619161.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21970000/21964500/21964489/8a3fe868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Private Bathroom](https://images.trvl-media.com/lodging/22000000/21970000/21964500/21964489/4931c779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21970000/21964500/21964489/42e49b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, iron/ironing board](https://images.trvl-media.com/lodging/22000000/21970000/21964500/21964489/94e4777d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellevue House Downtown Newport 9.0/10 Wonderful (530) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianne CA $149 CA $172 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Newport-Hotels-Bellevue-House.h21964489.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/9c91c77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/a80877bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/1ef031e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/afa6faf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards Middletown 9.8/10 Exceptional (169) "Really enjoyed my stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lucas CA $178 CA $231 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Newport-Hotels-Dog-Friendly-Cottages-W-Easy-Access-To-Newport.h69239615.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=2025-12-22&endDate=2025-12-23®ionId=9742&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Westport Hotel Reviews ![Atlantic Beach Hotel Newport](https://images.trvl-media.com/lodging/1000000/330000/327200/327192/f0b3ff3f_y.jpg) ### Atlantic Beach Hotel Newport 10/10 Excellent "Clean room, location, amenities " [](https://expedia.ca/Newport-Hotels-Atlantic-Beach-Hotel-Newport.h327192.Hotel-Information) ![Hampton Inn Fall River/Westport](https://images.trvl-media.com/lodging/1000000/10000/900/874/5d0fd31c_y.jpg) ### Hampton Inn Fall River/Westport 10/10 Excellent "Clean room staff was wonderful." [](https://expedia.ca/Westport-Hotels-Hampton-Inn-Fall-RiverWestport.h874.Hotel-Information) ![The Pell - Part of JdV by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/200/165/033d36b6_y.jpg) ### The Pell - Part of JdV by Hyatt 10/10 Excellent "Cute and immaculate hotel with restaurant on site. Will stay again, for sure." [](https://expedia.ca/Middletown-Hotels-The-Pell-Part-Of-JdV-By-Hyatt.h165.Hotel-Information) ![Omni Providence Hotel](https://images.trvl-media.com/lodging/1000000/30000/24600/24536/w8954h6719x0y3-c7102b0c_y.jpg) ### Omni Providence Hotel 10/10 Excellent "Amazing property!" [](https://expedia.ca/Providence-Hotels-Omni-Providence-Hotel.h24536.Hotel-Information) ![The Newport Harbor Hotel & Marina](https://images.trvl-media.com/lodging/1000000/10000/2800/2777/4381f3cd_y.jpg) ### The Newport Harbor Hotel & Marina 10/10 Excellent "This was a wonderful place to stay" [](https://expedia.ca/Newport-Hotels-The-Newport-Harbor-Hotel-Marina.h2777.Hotel-Information) ![Hotel Providence](https://images.trvl-media.com/lodging/2000000/1180000/1172500/1172496/492d25dd_y.jpg) ### Hotel Providence 10/10 Excellent "Great hotel in an excellent location " [](https://expedia.ca/Providence-Hotels-Hotel-Providence.h1172496.Hotel-Information) ![Howard Johnson by Wyndham Middletown Newport Area](https://images.trvl-media.com/lodging/1000000/20000/11100/11015/b02cb468_y.jpg) ### Howard Johnson by Wyndham Middletown Newport Area 10/10 Excellent "Perfect for the weekend. Pool and hot tub were clean." [](https://expedia.ca/Newport-Hotels-Howard-Johnson-By-Wyndham-Middletown-Newport-Area.h11015.Hotel-Information) ![Neptune, an Ash Hotel](https://images.trvl-media.com/lodging/12000000/11270000/11260400/11260330/f95bb33c_y.jpg) ### Neptune, an Ash Hotel 10/10 Excellent "Staff members were very nice" [](https://expedia.ca/Providence-Hotels-The-Dean-Hotel.h11260330.Hotel-Information) ![Renaissance Providence Downtown Hotel](https://images.trvl-media.com/lodging/2000000/1640000/1637000/1636958/w2662h4000x0y0-3c838662_y.jpg) ### Renaissance Providence Downtown Hotel 10/10 Excellent "Fine except for an. awful breakfast and service." [](https://expedia.ca/Providence-Hotels-Renaissance-Providence-Downtown-Hotel.h1636958.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - 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) - [Hotels with Wifi in Boston ](https://www.expedia.ca/Boston-Hotels-Hotel-With-Wifi.0-0-d178239-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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