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! (2,259 reviews)
"Room was clean and staff was wonderful, only issue was loose toilet seat, and you needed to hold the handle down to flush toilet"
Reviewed on 2 Jul. 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 2 Jul. 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! (1,852 reviews)
"Very nice places"
Reviewed on 6 Jul. 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.