Winery Hotels & Resorts in Western Massachusetts from AU$150

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Check availability on Western Massachusetts Winery Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Western Massachusetts Winery Hotels

Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2237)
"Comfortable beds, good bedding, good shower, decent hot breakfast."
Canada
Robert
The price is AU$150
includes taxes & fees
28 Dec - 29 Dec
D. Hotel Suites & Spa
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, (1003)
"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 AU$170
includes taxes & fees
16 Dec - 17 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)
"Clean rooms, close to everything, breakfast included"
United States
Haily
The price is AU$171
includes taxes & fees
29 Dec - 30 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, (580)
"Room was clean and staff was super friendly "
United States
Jessuca
The price is AU$204
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott West Springfield
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton

Hotel Northampton

3.5 star property
Northampton
9.2 out of 10, Wonderful, (1001)
"Beautiful historic property with great dining options."
United States
Mark
Hotel Northampton
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, (1001)
"Staff was great and the room was well appointed and clean. "
United States
Stephanie
The price is AU$199
includes taxes & fees
10 Dec - 11 Dec
Quality Inn & Suites Northampton - Amherst
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 AU$203
includes taxes & fees
9 Dec - 10 Dec
Berkshire Valley Inn
Room (King Room)
Gateways Inn & Restaurant

Gateways Inn & Restaurant

3.0 star property
Lenox
8.0 out of 10, Very good, (192)
"Very well kept property, nice restaurant and is in a great area"
United States
Josephine
The price is AU$265
includes taxes & fees
4 Jan - 5 Jan 2026
Gateways Inn & Restaurant
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 AU$220
includes taxes & fees
4 Jan - 5 Jan 2026
East Rock 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, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is AU$427
includes taxes & fees
9 Dec - 10 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.
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Top Western Massachusetts Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Staff were awesome. Will stay again."
Kim 2-night trip
Posted 6 days ago
The Yankee, Trademark Collection by Wyndham

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