Plan, book, travel with confidence
Better together
Save up to NT$5,067 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

Top Romantic Western Massachusetts Hotels

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

39 min drive from Six Flags New England

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 ...

9.4/10 Exceptional! (2,223 reviews)

Couples like: full-service spa, couples spa treatments, bar, hot tub

Travelers say...

We spent a weekend at this hotel. To be honest, I think I was expecting a little better based on the strong reviews. The property was in decent shape but the rooms were incredibly sparse and basic: our bathroom shower curtain liner fell off repeatedly, no ventilation in there, room furniture was ...

Reviewed on 2026/3/24

Shaker Mill Inn

2 Oak Street West Stockbridge MA

54 min drive from Six Flags New England

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! (446 reviews)

Spacious, clean, nice breakfast

Reviewed on 2026/2/15

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

1 hour drive from Six Flags New England

A garden and onsite dining await at this romantic hotel, which also offers a terrace and a bar.

8/10 Very Good! (1,000 reviews)

Couples like: onsite spa services, bar, winery tours

Travelers say...

Staff was pleasant! Clean and the restaurant was excellent!

Reviewed on 2026/3/22

See all 1,537 properties in Western Massachusetts

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.