
Western Massachusetts Romantic Vacations
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Top Romantic Western Massachusetts Hotels

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the hot tub and spa. Other amenities to enjoy ...
9.2/10 Wonderful! (2,245 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
"The restaurant was very good"
Reviewed on Sep 22, 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! (398 reviews)
"I enjoyed my stay in The Clark Suite. Very easy check in and helpful staff. West Stockbridge is a quaint town, easy to walk about and wonderful dinner/ice cream options. The Shaker Inn provided Gluten Free options for breakfast including fresh oj, fruit and great coffee. The room/bathroom were immaculate. ..."
Reviewed on Sep 22, 2025

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
A garden and in-room fireplaces await at this romantic condo, which also offers a terrace and an outdoor pool.
8.6/10 Excellent! (2,026 reviews)
"Clean room and friendly staff. No issues at all. Will definitely stay again."
Reviewed on Sep 29, 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.