Find Winery Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Winery Hotels

Our top choices for Western Massachusetts hotels with winery

Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2238)
"Comfortable beds, good bedding, good shower, decent hot breakfast."
Canada
Robert
The price is SAR 377
SAR 438 total
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, (1004)
"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 SAR 380
SAR 424 total
includes taxes & fees
23 Dec - 24 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 SAR 393
SAR 446 total
includes taxes & fees
21 Dec - 22 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 SAR 443
SAR 507 total
includes taxes & fees
23 Dec - 24 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, (1002)
"Beautiful historic property with great dining options."
United States
Mark
Hotel Northampton
Deluxe Room, 2 Queen Beds, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds
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 SAR 443
SAR 495 total
includes taxes & fees
22 Dec - 23 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 SAR 503
SAR 562 total
includes taxes & fees
10 Dec - 11 Dec
Berkshire Valley Inn
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
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 SAR 491
SAR 549 total
includes taxes & fees
4 Jan - 5 January 2026
East Rock Inn
Loft, Private Bathroom (Skylight Loft) | Premium bedding, iron/ironing board, rollaway beds, free WiFi
Brook Farm Inn

Brook Farm Inn

3.5 star property
Lenox
9.4 out of 10, Exceptional, (163)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm 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 SAR 676
SAR 1,040 total
includes taxes & fees
11 Dec - 12 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
"The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh. "
Christina 2-night trip
Posted 6 days ago
The Yankee, Trademark Collection by Wyndham

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