
Western Massachusetts Romantic Holidays
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Top Romantic Western Massachusetts Hotels

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants and room service. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (2,252 reviews)
Couples like: full-service spa, couples spa treatments, bar, Hot tub
Travellers say...
We’ve stayed here every fall for the past 3 years, and will continue doing so. Suite is spacious, breakfast is good, employees are kind and respectful.
Reviewed on 17 Oct 2025

Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
9.6/10 Exceptional! (401 reviews)
We stayed 3 nights. Quiet, unique Inn with three levels in a New England heritage-style building. One thing... if you can't climb stairs, check first to see if your room is on the first floor. We loved this place and highly recommend it.
Reviewed on 19 Oct 2025

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,079 reviews)
Front desk was friendly and helpful. Plenty of parking near our specific unit. Our room was clean, spacious, and very comfortable. The pool and hot tub area were clean and had plenty of towels to use. This was our first time here and we will definitely come back.
Reviewed on 19 Oct 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.