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! (2,261 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Avery
"Great stay! 4 stars b/c one day the housekeeping forgot to empty trash can and pick up used towels in bathroom."
Reviewed on Jul 5, 2025
Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
Stay at this property in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer ...
9.6/10 Exceptional! (385 reviews)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
Reviewed on Jul 2, 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! (1,846 reviews)
"amazing for the price and overall SOOO clean"
Reviewed on Jun 28, 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.