
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! (2,230 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
The staff were super, we enjoyed having a good restaurant on site, the pool was clean and the breakfast was varied. We enjoyed our stay here.
Reviewed on Dec 5, 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 Ebenezer II Gifts and Antiques and Hotchkiss ...
9.6/10 Exceptional! (407 reviews)
Clean quiet and relaxing
Reviewed on Nov 19, 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! (2,155 reviews)
Great views
Reviewed on Nov 30, 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.
