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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 ...

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 parking and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II Gifts and Antiques ...

9.6/10 Exceptional! (465 reviews)

"The Shaker Mill Inn is located in West Stockbridge so it is away from the dense tourist traffic in Stockbridge, but is located with easy access to Tanglewood, Stockbridge, Norman Rockwell Museum, and I90 and the rural Berkshires. The garden was wonderful with many flowers in bloom—very pretty. The ..."

Reviewed on 2026/7/27

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

1 hour drive from Six Flags New England

A garden and in-room fireplaces await at this romantic aparthotel, which also offers a terrace and an outdoor pool.

8.8/10 Excellent! (2,507 reviews)

"Had no issues with the room or property. We enjoyed our stay very much. Only Thing, I would say is the pull out couch was not comfortable for my son (you can feel the springs), but we brought a blow up mattress for emergency use which came in handy. I also mentioned my silver Expedia status (per ..."

Reviewed on 2026/8/5

See all 1,507 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.