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! (2,247 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
"Third time staying love the pool, and the staff is always ready to help with a smile. This has become our family’s spot. Kudos to housekeeping for the great job they do. A++"
Reviewed on Jul 17, 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! (387 reviews)
"The hospitality and attentiveness was outstanding. Both John and his wife Patti were there for any needs we had. I had by accident via Expedia set my arrival date for a day later than we arrived. When we got to Shaker I discovered this. John accommodated us nevertheless. The grounds were great and ..."
Reviewed on Jul 12, 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! (1,888 reviews)
"The room was massive and had all kitchen needs met"
Reviewed on Jul 18, 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.