Title: Book the Best Block Island WINERY Hotels in 2025 | Expedia.ca [Block Island Travel Guide](https://expedia.ca/Block-Island.dx580)[Hotels in Block Island](https://expedia.ca/Block-Island-Hotels.d580.Travel-Guide-Hotels)[Vacation Rentals in Block Island](https://expedia.ca/Block-Island-Vacation-Rentals.d580.Travel-Guide-VacationRentals)[Flights to Block Island](https://expedia.ca/Cheap-Flights-To-Block-Island.d580.Travel-Guide-Flights)[Block Island Car Rentals](https://expedia.ca/Car-Rentals-In-Block-Island.d580.Car-Rental-Guide)[Block Island Vacation Packages](https://expedia.ca/Block-Island.d580.Destination-Travel-Guides) ![Block Island showing general coastal views, sailing and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35057-Block-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Block Island, RI from CA $205 ![](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 Block Island Winery Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=580&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=580&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=580&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=580&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Block Island Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/71000000/70570000/70568800/70568791/b9ba01a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/71000000/70570000/70568800/70568791/a51116cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70570000/70568800/70568791/22cc974d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/71000000/70570000/70568800/70568791/b1d56a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shepherd's Run South Kingstown 9.2/10 Wonderful (81) "Really pretty hotel with comfy rooms, lovely to grab a glass of wine or two and sit on the patio or in one of the inside sitting areas. Convenient to local spots including the beach and town. " CA $340 CA $456 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/South-Kingstown-Hotels-Shepherds-Run.h70568791.Hotel-Information) ![1 bedroom, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/dd52a5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/90fd470a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/2af61719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/5c3f324b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandy Shore Motel Westerly 8.2/10 Very good (501) "Had a wonderful stay at Sandy Shore Motel. Staff is very friendly, room very clean and bright. " CA $182 CA $205 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116990000/116983000/116982931/138dbf0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116990000/116983000/116982931/92e37eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116990000/116983000/116982931/1eb267df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116990000/116983000/116982931/07ddfbc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington Stonington 10/10 Exceptional (1) "We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of... CA $210 CA $452 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Pawcatuck-Hotels-A-Tiny-Escape-Charming-Eco-Friendly-Retreat-Awaits-In-Stonington.h116982931.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/35000000/34170000/34164000/34163904/w1024h679x0y3-f785140e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34170000/34164000/34163904/10c878a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room, Ensuite (Seaview King Bedroom)](https://images.trvl-media.com/lodging/35000000/34170000/34164000/34163904/0fd2e74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/35000000/34170000/34164000/34163904/1e817ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Langworthy Inn Westerly 9.6/10 Exceptional (12) "Liked the winery and location to golf and wedding venue" CA $374 CA $521 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Westerly-Hotels-Langworthy-Inn.h34163904.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/102000000/101380000/101378300/101378283/fe3c2669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101380000/101378300/101378283/32cdad8a.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/102000000/101380000/101378300/101378283/w1029h685x0y0-a69ac1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101380000/101378300/101378283/w1016h683x4y0-e09dc616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos Stonington 10/10 Exceptional (14) "Great little apartment just down the road from downtown Westerly!" CA $196 CA $344 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Pawcatuck-Hotels-Close-To-Downtown-Westerly.h101378283.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33970000/33967400/33967378/28c0e8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33967400/33967378/f3506ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33967400/33967378/2dd63313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33970000/33967400/33967378/5ffe929d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exceptional Historic "The Wakefield" in town. Narragansett Beaches-3 mi-Rec Room Wakefield-Peacedale 10/10 Exceptional (138) "The house was gorgeous, incredibly clean and had plenty of room for our group of 12 women. Highly recommend!" CA $910 CA $2,472 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/South-Kingstown-Hotels-Exceptional-Historic-The-Wakefield-Downtownbeaches.h33967378.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/85000000/84030000/84025400/84025305/w2024h1365x0y0-78e1d2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/85000000/84030000/84025400/84025305/381cabea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84030000/84025400/84025305/4587c5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84030000/84025400/84025305/f702af39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI! South Kingstown 10/10 Exceptional (33) "Perfect get away. Quality in everything you will want on a vacation. Surrounded by water, great fishing, and close to beaches, mansions, scenic opportunities, and ,yes, the best accomodations you'll find in Rhode Island.. It is by far one of the best weeks we spent away from home." CA $553 CA $1,029 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/South-Kingstown-Hotels-Stunning-Waterfront-Home-With-Big-Yard-Private-Dock.h84025305.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116610000/116600800/116600707/w1170h770x0y0-046803a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116610000/116600800/116600707/5291bd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116610000/116600800/116600707/8b0af85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116610000/116600800/116600707/7c874caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cool Breezes,Ocean Views-Great to Gather or Staycation for Small & Large Groups Narragansett 9.8/10 Exceptional (9) CA $508 CA $1,319 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Narragansett-Hotels-Blissful-Beach-Bungalow-Ocean-Breezes.h116600707.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/49000000/48190000/48185000/48184964/dfda4e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48185000/48184964/0d1cc472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48190000/48185000/48184964/0e7a24f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48185000/48184964/284ed614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Across-Scarborough beach, AC, ocean views, big yard, Narragansett, beach items Narragansett 10/10 Exceptional (29) "Great time beautiful property we had a grad party here " CA $840 CA $2,060 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Narragansett-Hotels-Immaculate-House-Walk-To-BEACH.h48184964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33960600/33960505/w1170h750x0y4-ce0e9b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33960600/33960505/0d684195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33970000/33960600/33960505/5a601695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33970000/33960600/33960505/1c7b5483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 mile to Scarborough Beach-CENTRAL AIR! Block Island Ferry, Narragansett, 7 bed Briggs Farm 9.8/10 Exceptional (103) "Great location, perfect house for a trip to RI and BI!" CA $980 CA $2,505 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Narragansett-Hotels-7-BR3-Full-BA-With-CENTRAL-AIR-Includes-Linens-And-Towels.h33960505.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=2025-10-27&endDate=2025-10-28®ionId=580&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Block Island Hotel Reviews ![Pleasant View Inn](//images.trvl-media.com/lodging/8000000/7250000/7244200/7244139/f10c3c8d_y.jpg) ### Pleasant View Inn 10/10 Excellent "Great beachfront property for a relaxing long weekend. Clean facility, friendly staff, nice area with restaurant/take out options and beautiful coastline sightseeing nearby. " [](https://expedia.ca/Westerly-Hotels-Pleasant-View-Inn.h7244139.Hotel-Information) ![Hampton Inn South Kingstown - Newport Area](//images.trvl-media.com/lodging/2000000/1870000/1867000/1866918/d25a1bce_y.jpg) ### Hampton Inn South Kingstown - Newport Area 10/10 Excellent "Quiet location, property well maintained, helpful staff." 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