Title: Massachusetts Winery Hotels from CA $186: Book the Right Winery Hotels Room in Massachusetts, United States of America - Expedia.ca

[Massachusetts Travel Guide](https://expedia.ca/Massachusetts.dx223)[Massachusetts Hotels](https://expedia.ca/Destinations-In-Massachusetts.d223.Hotel-Destinations)[Vacation Rentals in Massachusetts](https://expedia.ca/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[Massachusetts Flights](https://expedia.ca/Destinations-In-Massachusetts.d223.Flight-Destinations)[Massachusetts Car Rentals](https://expedia.ca/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[Massachusetts Vacations](https://expedia.ca/Massachusetts.d223.Destination-Travel-Guides)

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![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Massachusetts

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475491-Boston.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Boston

[](https://expedia.ca/Boston-Hotels-Winery-Hotel.0-0-d178239-tWineryHotel.Travel-Guide-Filter-Hotels)

![Nantucket showing a marina, central business district and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26131-Nantucket.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Nantucket

[](https://expedia.ca/Nantucket-Hotels-Winery-Hotel.0-0-d285-tWineryHotel.Travel-Guide-Filter-Hotels)

![Springfield which includes a city, a high-rise building and a bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63440-Springfield-Western-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Springfield

[](https://expedia.ca/Springfield-Hotels-Winery-Hotel.0-0-d6047669-tWineryHotel.Travel-Guide-Filter-Hotels)

![Plymouth which includes shopping](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105337-Southeast-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Plymouth

[](https://expedia.ca/Plymouth-Hotels-Winery-Hotel.0-0-d9512-tWineryHotel.Travel-Guide-Filter-Hotels)

![Worcester featuring a fountain, modern architecture and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80021-Worcester-Mass.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Worcester

[](https://expedia.ca/Worcester-Hotels-Winery-Hotel.0-0-d6023336-tWineryHotel.Travel-Guide-Filter-Hotels)

![Hyannis showing a marina and a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105114-Cape-Cod.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Hyannis

[](https://expedia.ca/Hyannis-Hotels-Winery-Hotel.0-0-d1544-tWineryHotel.Travel-Guide-Filter-Hotels)

![](https://mediaim.expedia.com/destination/1/8bd66a7ae7636691016dd57f41ee8c80.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Oak Bluffs

[](https://expedia.ca/Oak-Bluffs-Hotels-Winery-Hotel.0-0-d140231-tWineryHotel.Travel-Guide-Filter-Hotels)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531387-gloucester.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Gloucester

[](https://expedia.ca/Gloucester-Hotels-Winery-Hotel.0-0-d8008-tWineryHotel.Travel-Guide-Filter-Hotels)

## Check availability on Massachusetts Winery Hotels

Tonight

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-01-16&endDate=2026-01-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Massachusetts hotels with winery

![View from property](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/04588712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/2385000d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/b950a23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mansion House Inn And Spa

[](https://www.expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information)

Vineyard Haven

9.4/10

Exceptional

(1,000 reviews)

"Our second time staying. Friendly staff, perfect location, great views. Highly recommend."

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

Kurt

CA $241

CA $290 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/9836548c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room | Bathroom](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/6821da1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/97bc0509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Single Room, 1 Queen Bed](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/536ce5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mariner Motel

[](https://www.expedia.ca/Falmouth-Hotels-Mariner-Motel.h4555042.Hotel-Information)

Falmouth

8.6/10

Excellent

(1,000 reviews)

"Clean, comfortable bed, easy check in and check out"

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

Stephanie

[](https://www.expedia.ca/Falmouth-Hotels-Mariner-Motel.h4555042.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/aa02dacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1280h882x0y8-1138e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1240h900x20y0-2c2f6896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/78ad9652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn on the Square

[](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

Falmouth

8.6/10

Excellent

(1,005 reviews)

"Great location Comfortable beds Reasonably price "

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

Thomas

CA $144

CA $198 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/7a38c33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/f32ad30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/e4e4c240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/2167de37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Faraway Martha's Vineyard

[](https://www.expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information)

Edgartown

9.0/10

Wonderful

(1,001 reviews)

"Very cozy comfortable hotel!!"

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

Holly

[](https://www.expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information)

![36-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/b0e1e614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/fc5aa5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/3f1a493f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbor View Hotel

[](https://www.expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information)

Edgartown

8.8/10

Excellent

(1,000 reviews)

"The area was safe and the dining experience was great. "

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

Albert

[](https://www.expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Accessible](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/339f4ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/9f2f620c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/e319d793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Falmouth Inn

[](https://www.expedia.ca/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information)

Falmouth

8.0/10

Very good

(1,001 reviews)

"Room was clean. Staff was friendly "

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

Bridgette

CA $138

CA $186 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/0271fbcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/03465c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/3225f1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyannis Harbor Hotel

[](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information)

Hyannis

8.0/10

Very good

(1,000 reviews)

"Lovely stay! One of the best hotels to stay in Hyannis. "

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

Mary

CA $158

CA $237 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information)

![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/a643a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/b3201884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/14178bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/e7d5cd2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

[](https://www.expedia.ca/Edgartown-Hotels-Edgar-Hotel-Marthas-Vineyard.h12163.Hotel-Information)

Edgartown

8.4/10

Very good

(596 reviews)

"Convenient location. Clean room and helpful staff! "

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

Melissa

CA $208

CA $235 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Edgartown-Hotels-Edgar-Hotel-Marthas-Vineyard.h12163.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/9ae0d064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/a184ce49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/0c92aeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/b4fc3b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pequot Hotel

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Pequot-Hotel.h9780586.Hotel-Information)

Oak Bluffs

9.4/10

Exceptional

(572 reviews)

"breakfast was excellent, staff were very kind, gracious and accommodating"

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

John

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Pequot-Hotel.h9780586.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d6b2594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d22dc480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/a304fffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 1 King Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/5b0e4f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lightkeepers Inn

[](https://www.expedia.ca/Edgartown-Hotels-The-Lightkeepers-Inn.h11172592.Hotel-Information)

Edgartown

9.4/10

Exceptional

(210 reviews)

"Great hotel"

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

Benjamin

[](https://www.expedia.ca/Edgartown-Hotels-The-Lightkeepers-Inn.h11172592.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.

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## Top Massachusetts Hotel Reviews

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg)

### citizenM Boston North Station

10/10 Excellent

"Very helpful and courteous staff"

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg)

### The Revolution Hotel

10/10 Excellent

"Clean and smelled good"

[](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information)

![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg)

### Hyatt Regency Boston

10/10 Excellent

"Great location!!!"

[](https://expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information)

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg)

### Omni Boston Hotel at the Seaport

10/10 Excellent

"The entire facility was great. "

[](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information)

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg)

### The Langham, Boston

10/10 Excellent

"No complaints , everything . I would go back again and again."

[](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information)

![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg)

### The Dagny Boston

10/10 Excellent

"Spotless room, great staff, and amazing location! "

[](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg)

### The Godfrey Hotel Boston

10/10 Excellent

"Perks for being first time stay. Nice touch. Also its a great location."

[](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg)

### The Westin Copley Place, Boston, a Marriott Hotel

10/10 Excellent

"Great location"

[](https://expedia.ca/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information)

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg)

### Seaport Hotel Boston

10/10 Excellent

"Friendly staff and clean rooms "

[](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

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