Western Massachusetts Romantic Holidays 2026

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Top Romantic Western Massachusetts Hotels

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

29 min drive from MGM Springfield

Stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa and 2 restaurants. Our guests praise the breakfast and the pool in their reviews. ...

Shaker Mill Inn

2 Oak Street West Stockbridge MA

44 min drive from MGM Springfield

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! (476 reviews)

"Everything was just perfect, except for the housekeeper didn’t make the bed and empty the trash"

Reviewed on 27 Sept 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

1 hour drive from MGM Springfield

Stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in ...

8.8/10 Excellent! (2,691 reviews)

"Great place great price!"

Reviewed on 1 Oct 2026

See all 1,536 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.