Find Romantic Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Romantic Hotels

Our top choices for Western Massachusetts romantic hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is AED 290
AED 324 total
includes taxes & fees
24 Dec - 25 Dec
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 345
AED 386 total
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1003)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is AED 545
AED 773 total
includes taxes & fees
14 Jan - 15 January 2026
The Red Lion Inn

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2256)
"Stayed 3 nights, really great hotel and value. "
United States
Vince
The price is AED 401
AED 466 total
includes taxes & fees
1 Jan - 2 January 2026
D. Hotel Suites & Spa

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (750)
"Room was clean and the bed was very comfortable. "
United States
Michael
Inn on Boltwood

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (816)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is AED 403
AED 450 total
includes taxes & fees
16 Dec - 17 Dec
Berkshires Untold

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
"Nice place to stay for a wedding "
United States
Timothy
The price is AED 724
AED 809 total
includes taxes & fees
16 Dec - 17 Dec
The Williams Inn

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1000)
"Beautiful historic property with great dining options."
United States
Mark
Hotel Northampton

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is AED 732
AED 774 total
includes taxes & fees
28 Dec - 29 Dec
Centennial House

Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (682)
"Nice and quiet and conveniently located very close to UMass"
United States
Connor
The price is AED 525
AED 587 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Hadley Amherst
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.

Top Western Massachusetts Hotel Reviews

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