Title: Massachusetts Winery Hotels from CA $170: 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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## Top Cities in Massachusetts

![Quincy Market showing a city, an administrative buidling and heritage architecture](https://images.trvl-media.com/place/553248621561096542/b7bc36d3-4db7-4a73-b436-3b7f3ed57a67.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://images.trvl-media.com/place/285/91d1b7e9-345b-444c-9eac-0a50d2336cce.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)

![Worcester featuring a fountain, modern architecture and night scenes](https://images.trvl-media.com/place/6023336/de7f8f1a-58e3-4b1c-a66f-8011e8cf52c7.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)

![Provincetown featuring a house and general coastal views](https://images.trvl-media.com/place/6287459/5ef1487a-4104-45b1-b5c8-3573cd9901da.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Provincetown

[](https://expedia.ca/Provincetown-Hotels-Winery-Hotel.0-0-d2909-tWineryHotel.Travel-Guide-Filter-Hotels)

![Chatham showing a house and boating](https://images.trvl-media.com/place/10743/3f88cd8b-cb5f-4748-8f50-5f2201e66ba3.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Chatham

[](https://expedia.ca/Chatham-Hotels-Winery-Hotel.0-0-d10743-tWineryHotel.Travel-Guide-Filter-Hotels)

![Plymouth which includes shopping](https://images.trvl-media.com/place/9512/6571a09f-00d5-4f04-942f-c28e4c48fc6a.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)

![Hyannis showing a marina and a bay or harbour](https://images.trvl-media.com/place/553248635146342095/727e0fd8-4e19-4ca2-997d-3604702ab1c6.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)

![Falmouth showing boating and a house](https://images.trvl-media.com/place/7287/4622f316-cec7-4978-89a3-481c5473fd59.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Falmouth

[](https://expedia.ca/Falmouth-Hotels-Winery-Hotel.0-0-d7287-tWineryHotel.Travel-Guide-Filter-Hotels)

![Sandy Neck Lighthouse at Barnstable Harbor on Cape Cod](https://images.trvl-media.com/place/9668/e229a792-34f4-4ad2-b101-eb8a0d703a9f.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Sandwich

[](https://expedia.ca/Sandwich-Hotels-Winery-Hotel.0-0-d9668-tWineryHotel.Travel-Guide-Filter-Hotels)

## Check availability on Massachusetts Winery Hotels

Tonight

[Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-03-02&endDate=2026-03-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Massachusetts hotels with winery

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/bdde1267.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

(1,001 reviews)

"My favorite place to stay on the Island! "

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

David

CA $211

CA $256 total

includes taxes & fees

Mar 29 - Mar 30

[](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)

![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)

![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)

![Garden](https://images.trvl-media.com/lodging/5000000/4560000/4555100/4555042/01f382c5.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

CA $149

CA $170 total

includes taxes & fees

Apr 1 - Apr 2

[](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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/4ef4f7d8.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)

![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)

### Inn on the Square

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

Falmouth

8.6/10

Excellent

(1,001 reviews)

"Familiar hotel "

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

Wilfrido

CA $146

CA $200 total

includes taxes & fees

Mar 17 - Mar 18

[](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)

![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)

![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)

![Balcony view](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/f32ad30c.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

(1,000 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)

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

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/3f32a5de.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)

### Falmouth Inn

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

Falmouth

8.0/10

Very good

(1,001 reviews)

"I stay here alot"

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

Ronan

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

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

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/67eeb1a8.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

(1,002 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 $161

CA $239 total

includes taxes & fees

Mar 29 - Mar 30

[](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)

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/ed101a83.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)

### 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

(597 reviews)

"Convenient location. Clean room and helpful staff! "

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

Melissa

CA $191

CA $216 total

includes taxes & fees

Mar 12 - Mar 13

[](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/b4fc3b17.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)

![Boating](https://images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/c0436ae3.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)

![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)

![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 King 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)

### 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

"Amazing service and staff! "

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

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

### The Dagny Boston

10/10 Excellent

"friendly staff, perfect location to explore Boston on foot. "

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

![Hyatt Place Boston/Seaport District](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/5fe1e844_y.jpg)

### Hyatt Place Boston/Seaport District

10/10 Excellent

"It was a nice room, with a pretty cool view. I think I just had snow fatigue at that point lol. But the staff was very helpful, there were plenty of amenities that were useful, and it made a good Valentine’s Day location to fall back on. So we appreciated the stay."

[](https://expedia.ca/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information)

![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg)

### Hilton Boston Logan Airport

10/10 Excellent

"Clean, nice staff. Great bed. "

[](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.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

"This hotel was awesome! I went for a conference. All the staff were extremely hospitable and welcoming to everyone at the conference. The rooms are in great condition and very clean. The woman who cleans the 12th floor was so sweet and kind. The restaurants here are phenomenal. Kestra has amazing breakfast! My only complaint about this place is the valet staff. At least two walked by me as I loaded my own luggage into my car….after they brought my car up from the parking garage. I thought it was distasteful."

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

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

### Hyatt Regency Boston

10/10 Excellent

"Room was great, clean and lots of amenities. "

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

![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg)

### Omni Parker House 

10/10 Excellent

"Clean , amazing location and beautiful hotel. Will definitely stay here next time in Boston. Luxury without the high price. Noelle at the front desk was amazing giving us recommendations. She did not disappoint with those. "

[](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information)

![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg)

### Harborside Inn Of Boston

10/10 Excellent

"Very clean room. Location is great!"

[](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![YOTEL Boston](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg)

### YOTEL Boston

10/10 Excellent

"The staff, valet, bartender and cute little room was perfect! "

[](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information)

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