Title: Book the Best South Yarmouth WINERY Hotels in 2025 | Expedia.ca [South Yarmouth Travel Guide](https://expedia.ca/South-Yarmouth.dx7627)[Hotels in South Yarmouth](https://expedia.ca/South-Yarmouth-Hotels.d7627.Travel-Guide-Hotels)[Vacation Rentals in South Yarmouth](https://expedia.ca/South-Yarmouth-Vacation-Rentals.d7627.Travel-Guide-VacationRentals)[Flights to South Yarmouth](https://expedia.ca/Cheap-Flights-To-South-Yarmouth.d7627.Travel-Guide-Flights)[South Yarmouth Car Rentals](https://expedia.ca/Car-Rentals-In-South-Yarmouth.d7627.Car-Rental-Guide)[South Yarmouth Vacation Packages](https://expedia.ca/South-Yarmouth.d7627.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/483000/483827-cape-cod.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in South Yarmouth, MA from CA $200 ![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 South Yarmouth Winery Hotels Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Yarmouth Winery Hotels ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/f436a6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/9874775f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn Chatham 9.2/10 Wonderful (569) "Great hotel, great locatiion" CA $225 CA $313 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/15000000/14770000/14763200/14763138/6ed01d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace Apartment | In-room dining](https://images.trvl-media.com/lodging/15000000/14770000/14763200/14763138/6635c198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace Apartment | View from room](https://images.trvl-media.com/lodging/15000000/14770000/14763200/14763138/8a34403c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/15000000/14770000/14763200/14763138/b28b2f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingfisher Harwich Port Harwich Port 9.0/10 Wonderful (35) "We had a wonderful stay ! The room was clean, comfortable, and well-maintained — everything we needed for a relax stay! " CA $247 CA $283 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Harwich-Port-Hotels-Seadar-Inn-By-The-Sea.h14763138.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/76dbfadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/10f6fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![VISIONARY KING ELITE](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/82541975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/75730e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uncommoner Hotel by Reverie Boutique Collection West Yarmouth 9.2/10 Wonderful (61) "Such a nice place to stay for a weekend getaway, we will definitely be back!" CA $168 CA $200 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039319/20671c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039319/709e68aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039319/aec9027b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039319/5d1c35cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Salt Box – Cozy Studio Steps from Private Beach Bliss Bass River 10/10 Exceptional (1) "Great location, friendly staff" CA $389 CA $591 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Salt-Box-Cozy-Studio-Steps-From-Private-Beach-Bliss.h113039319.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113370000/113361600/113361506/09a857f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113370000/113361600/113361506/40dcf369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113370000/113361600/113361506/a287b775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113370000/113361600/113361506/864807e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio Cottage Steps from the Beach Bass River 9.0/10 Wonderful (2) "Stay was short but a nice stay. The cottage could use a little updating but was very comfortable and close to the beach." CA $389 CA $593 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/South-Yarmouth-Hotels-Cozy-Studio-Cottage-Steps-From-The-Beach.h113361506.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039299/c2e26b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039299/bd9a7c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039299/2399357a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039299/ca96cee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy coastal retreat with stunning Nantucket Sound views! Bass River CA $452 CA $684 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/South-Yarmouth-Hotels-Cozy-Coastal-Retreat-With-Stunning-Nantucket-Sound-Views.h113039299.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113440000/113431800/113431747/e46af6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113431800/113431747/66fb1fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113440000/113431800/113431747/894ea4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113431800/113431747/984c643b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1BR Seaside Cottage with Stunning Nantucket Sound Views Bass River CA $361 CA $762 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/South-Yarmouth-Hotels-Cozy-1BR-Seaside-Cottage-With-Stunning-Nantucket-Sound-Views.h113431747.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039328/e9a1301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039328/f05ec122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039328/7b1cb800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/114000000/113040000/113039400/113039328/693f6627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Seaside Cottage with Spectacular Water Views Bass River CA $357 CA $539 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/South-Yarmouth-Hotels-Cozy-Seaside-Cottage-With-Spectacular-Water-Views.h113039328.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039278/99cefca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039278/b0282904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039278/009135fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113040000/113039300/113039278/6182ad9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Seaside Studio with Private Beach & Partial Ocean Views! Bass River CA $479 CA $723 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/South-Yarmouth-Hotels-Romantic-Seaside-Studio-With-Private-Beach-Partial-Ocean-Views.h113039278.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/80dc7830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/3e96b60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/1390ed21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/c0a86b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location Dennis Port 9.0/10 Wonderful (24) "Loved the location. Enjoyed breakfasts and lunches in the back and loved the outside shower. So nice to shower off under the stars or sunny sky. Would definitely stay here again" [](https://www.expedia.ca/Dennis-Port-Hotels-Adorable-Cape-Escape-W-Private-Beach-Access.h61643319.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=2025-10-19&endDate=2025-10-20®ionId=7627&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top South Yarmouth Hotel Reviews ![Ambassador Inn & Suites](//images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/9800ad9a_y.jpg) ### Ambassador Inn & Suites 10/10 Excellent "Staff was great, hotel was clean and our room was comfortable. Good price too!" 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[Oceanfront Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Oceanfront-Hotels.0-n6340396-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Pet-Friendly-Hotel.0-n6340396-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Shopping-Hotel.0-n6340396-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Ski-Hotel.0-n6340396-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Waterpark-Hotels.0-n6340396-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Wedding-Hotels.0-n6340396-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Hamilton](https://www.expedia.ca/Hamilton-South-Hamilton-Hotels-Hotels-With-Free-Parking.0-n112094-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - 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[Winery Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Winery-Hotel.0-0-d6600-tWineryHotel.Travel-Guide-Filter-Hotels) - [Aparthotels in West Dennis](https://www.expedia.ca/West-Dennis-Apart-Hotels.d183350-aaApartHotels.Travel-Guide-Accommodation) - [Hotels near West Dennis Beach](https://www.expedia.ca/West-Dennis-Beach-Hotels.0-l6070221-0.Travel-Guide-Filter-Hotels) - [Chalets in West Dennis](https://www.expedia.ca/West-Dennis-Chalets.d183350-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in West Dennis](https://www.expedia.ca/West-Dennis-Guest-Houses.d183350-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in West Dennis](https://www.expedia.ca/West-Dennis-Hotels-Beach-Hotel.0-0-d183350-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in West Dennis](https://www.expedia.ca/West-Dennis-Hotels-Couples-Resorts-Hotels.0-0-d183350-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in West Dennis](https://www.expedia.ca/West-Dennis-Hotels-Hotels-With-Free-Breakfast.0-0-d183350-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in West Dennis](https://www.expedia.ca/West-Dennis-Hotels-LGBT-Friendly-Hotel.0-0-d183350-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [West Dennis Hotels](https://www.expedia.ca/West-Dennis-Hotels.d183350.Travel-Guide-Hotels) - [Motels in West Dennis](https://www.expedia.ca/West-Dennis-Motels.d183350-aaMotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Adults-Only-Resorts.0-0-d10485-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Beach-Hotel.0-0-d10485-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Boutique-Hotel.0-0-d10485-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Cheap-Hotels.0-0-d10485-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Hotel-With-Pool.0-0-d10485-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Hotels-With-Free-Breakfast.0-0-d10485-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Hotels-With-Hot-Tubs.0-0-d10485-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Hotels-With-Kitchenettes.0-0-d10485-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Lake Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Lake-Hotels.0-0-d10485-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Luxury-Hotel.0-0-d10485-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Oceanfront-Hotels.0-0-d10485-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in West Yarmouth](https://www.expedia.ca/West-Yarmouth-Hotels-Pet-Friendly-Hotel.0-0-d10485-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels near Whydah Pirate Museum](https://www.expedia.ca/Whydah-Pirate-Museum-Hotels.0-l553248621533117085-0.Travel-Guide-Filter-Hotels) - [Flights from West Dennis](https://www.expedia.ca/lp/flights/183350/flights-from-west-dennis) - [Bass River Lighthouse](https://www.expedia.ca/Bass-River-Lighthouse-West-Dennis.d6070147.Vacation-Attraction) - [West Dennis Beach](https://www.expedia.ca/West-Dennis-Beach-West-Dennis.d6070221.Vacation-Attraction) - [Visit West Dennis](https://www.expedia.ca/West-Dennis.dx183350) - [Whydah Pirate Museum](https://www.expedia.ca/Whydah-Pirate-Museum-West-Yarmouth.d553248621533117085.Vacation-Attraction) - [Wilbur Park](https://www.expedia.ca/Wilbur-Park-South-Yarmouth.d6297911.Vacation-Attraction) - [Things to do in West Dennis](https://www.expedia.ca/Things-To-Do-In-West-Dennis.d183350.Travel-Guide-Activities) - [Book Winery Hotels in South Yarmouth on Expedia.com](https://www.expedia.com/South-Yarmouth-Hotels-Winery-Hotel.0-0-d7627-tWineryHotel.Travel-Guide-Filter-Hotels)