Title: Book the Best South Yarmouth WINERY Hotels in 2026 | Expedia.ca

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# Find Winery Hotels in South Yarmouth, MA from CA $167

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## Check availability on South Yarmouth Winery Hotels

Tonight

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7627&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for South Yarmouth hotels with winery

![Gazebo](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/cf5e1161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/cf9e4214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/ef31cc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/c530c2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Veranda Cape Cod Family Resort

[](https://www.expedia.ca/South-Yarmouth-Hotels-Veranda-Cape-Cod-Family-Resort.h1181333.Hotel-Information)

Bass River

9.2/10

Wonderful

(262)

"Beautiful grounds, quiet and comfortable. Very well run. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benita

CA $247

CA $282 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/South-Yarmouth-Hotels-Veranda-Cape-Cod-Family-Resort.h1181333.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/ec7f5979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/7b4a3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/40c1b64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/3bdd02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Beach & Pond Getaway; Heart of Cape Cod

[](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

South Yarmouth

10/10

Exceptional

(12)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin B.

CA $233

CA $774 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/471fd6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0ed95706.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)

### Chatham Wayside Inn

[](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

Chatham

9.2/10

Wonderful

(603)

"Super cozy and clean with fantastic staff and great location loved everyday spent here "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

noushin

[](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/056f2544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/6ac8a051.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)

![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)

### Uncommoner Hotel by Reverie Boutique Collection

[](https://www.expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information)

West Yarmouth

9.4/10

Exceptional

(97)

"Hotel was quiet and very clean , pool water was cool"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robyn

CA $146

CA $167 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/ae47522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/2b1f0d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/03e2796f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/023eb077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Village Inn Cape Cod

[](https://www.expedia.ca/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information)

Yarmouth Port

10/10

Exceptional

(222)

"It was so charming, would definitely stay there again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle

CA $233

CA $266 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

Chatham

9.6/10

Exceptional

(101)

"Our second year in a row staying here. Cute house and great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin M.

CA $123

CA $559 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/1fed40da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

West Brewster

9.6/10

Exceptional

(50)

"House was perfect for our family reunion! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregg H.

CA $182

CA $713 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/abe7cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/f2fbf262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/01e797f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/2d001dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

[](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

Wellfleet

10/10

Exceptional

(75)

"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janice H.

CA $192

CA $597 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/31cd0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/961738aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/eadc4fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/fc910d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint condo near private beach access with fireplace - close to dining

[](https://www.expedia.ca/Dennis-Port-Hotels-Quaint-Condo-Near-Private-Beach-Access-With-Fireplace-Close-To-Dining.h75523575.Hotel-Information)

Dennis Port

9.0/10

Wonderful

(62)

"Clean, beautiful, great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer B.

CA $83

CA $426 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Dennis-Port-Hotels-Quaint-Condo-Near-Private-Beach-Access-With-Fireplace-Close-To-Dining.h75523575.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/c0db5e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/a7bbdf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/598d00d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/74272731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

[](https://www.expedia.ca/Harwich-Hotels-Pond-Front-In-The-Woods.h69397439.Hotel-Information)

Harwich - Brewster Border

10/10

Exceptional

(6)

"Lovely property with attentive hosts "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

marian t.

CA $589

CA $1,270 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Harwich-Hotels-Pond-Front-In-The-Woods.h69397439.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=2025-12-29&endDate=2025-12-30&regionId=7627&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top South Yarmouth Hotel Reviews

![Ambassador Inn & Suites](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/9800ad9a_y.jpg)

### Ambassador Inn & Suites

10/10 Excellent

"Everything stood out I was made to feel like I was their only guest, a great place to stay with courteous staff, and everything you need for your stay. Thank you for making it a great stay I will be back in the future"

[](https://expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information)

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- [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)
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- [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)