
Western Massachusetts Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Groovy Trip
- Plan, book, travel with confidence
Better together
Save up to RM 324 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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! (2,262 reviews)
Couples like: full-service spa, couples spa treatments, bar, Hot tub
Perfect getaway!
"The bed was so comfortable! The room had everything one could want: plugs for charging, mirrors, temperature control, warm shower. Breakfast was good and the coupon for Delaney House was much appreciated"
Reviewed on 29 Jul 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! (389 reviews)
"Well appointed room w lots of amenities. Good parking, friendly staff, easy check-in :)"
Reviewed on 29 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! (1,902 reviews)
"wonderful stay. quite clean room. clean is good."
Reviewed on 26 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.