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 our reviews. ...
9.2/10 Wonderful! (2,218 reviews)
"Lovely property. The front desk clerk was angry and bitter and the breakfast was underwhelming but otherwise, ok."
Reviewed on 13 Aug. 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! (392 reviews)
"Very casual and easy check in and out; lovely and substantial breakfast"
Reviewed on 11 Aug. 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 center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,952 reviews)
"Liked the fact there are 2 pools, an indoor and an outdoor."
Reviewed on 17 Aug. 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.