Winery Hotels & Resorts in Western Massachusetts from NZ$177

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Winery Hotels

Best Western Massachusetts Winery Hotels

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is NZ$211
includes taxes & fees
15 Dec - 16 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

2.5 star property
South End
8.6 out of 10, Excellent, (1001)
"Great location and good breakfast considering it is continental brkfast"
United States
MARICEL
The price is NZ$209
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn & Suites Springfield/Downtown
View from property
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3.0 star property
West Springfield
9.2 out of 10, Wonderful, (567)
"Room was clean and staff was super friendly "
United States
Jessuca
The price is NZ$241
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott West Springfield
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3.0 star property
Holyoke
9.4 out of 10, Exceptional, (2254)
"Very clean room, great variety of food at breakfast, friendly and helpful staff."
United States
Liz
The price is NZ$177
includes taxes & fees
23 Nov - 24 Nov
D. Hotel Suites & Spa
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton

Hotel Northampton

3.5 star property
Northampton
9.2 out of 10, Wonderful, (1000)
"Excellent location in downtown Northampton. Everything in walking distance. Lovely historical hotel."
United States
John
Hotel Northampton
Loft, Private Bathroom (Skylight Loft)
Brook Farm Inn

Brook Farm Inn

3.5 star property
Lenox
9.4 out of 10, Exceptional, (162)
"Comfortable, quiet, convenient location, very friendly staff. "
United States
Susan
Brook Farm Inn
Deluxe Room, 2 Queen Beds, Non Smoking
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 star property
Northampton
7.2 out of 10, Good, (1000)
"Clean rooms , great breakfast "
United States
Sophie
The price is NZ$231
includes taxes & fees
23 Nov - 24 Nov
Quality Inn & Suites Northampton - Amherst
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is NZ$256
includes taxes & fees
8 Dec - 9 Dec
East Rock Inn
Exterior
Berkshire Valley Inn

Berkshire Valley Inn

2.5 star property
Williamstown
9.2 out of 10, Wonderful, (564)
"We had a short but pleasant stay. "
United States
Scott
The price is NZ$244
includes taxes & fees
22 Nov - 23 Nov
Berkshire Valley Inn
Property grounds
The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.

Easthampton Ma.
10.0 out of 10, Exceptional, (70)
"This was our second time staying here and we had a great time!"
United States
Andy L.
The price is NZ$493
includes taxes & fees
22 Dec - 23 Dec
The Creation Station is a cozy place so make yourself at home.
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

Black Friday Sale

Save up to 40% on select hotels
Book now

Top Western Massachusetts Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Room was clean and smelled nice, staff were friendly and helpful, hot tub was clean and not crowded!"
Sheri 1-night trip
Posted 5 days ago
The Yankee, Trademark Collection by Wyndham

Explore a world of travel with Expedia