Western Massachusetts Romantic Holidays 2026

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Top Romantic Western Massachusetts Hotels

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

20 min drive from University of Massachusetts Amherst

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. ...

9.2/10 Wonderful! (2,107 reviews)

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

Travellers say...

"The staff is amazing, from checkin to checkout, very accommodating. Room was perfect! The rates are very reasonable!! It was clean, comfortable and welcoming. Breakfast was included. The grounds are beautiful with a restaurant right next door, who will send anything over via room service. Ten minutes ..."

Reviewed on 1 Oct 2026

Shaker Mill Inn

2 Oak Street West Stockbridge MA

11 min drive from University of Massachusetts Amherst

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

28 min drive from University of Massachusetts Amherst

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.