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Top Beach Western Massachusetts Hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA

39 min drive from Jiminy Peak Mountain Resort

Stay at this hotel in Lee. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the restaurant in their reviews. Popular attractions ...

9/10 Wonderful! (1,000 reviews)

It’s an older property, but clean and comfortable. The staff was extremely friendly and welcoming.

Reviewed on 13 Jan 2026

Chesapeake Inn of Lenox

210 West Street Lenox MA

34 min drive from Jiminy Peak Mountain Resort

Stay at this golf B&B in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen Morris House ...

Travellers like: near the beach, outdoor pool

Travellers say...

Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive

Reviewed on 14 Oct 2019

Fairfield Inn & Suites Springfield Holyoke

229 Whiting Farms Road Holyoke MA

1 hour drive from Jiminy Peak Mountain Resort

Stay at this business-friendly hotel in Holyoke. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...

9/10 Wonderful! (604 reviews)

Room was spotless, staff were nice.

Reviewed on 8 Jan 2026

See all 1,464 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.