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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

At this hotel, get ready to lounge by the shoreline in Lee, as you'll be close to the beach. A restaurant and a 24-hour fitness center are just some of the amenities ...

9/10 Wonderful! (1,000 reviews)

Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical ...

Reviewed on Dec 9, 2025

Chesapeake Inn of Lenox

210 West Street Lenox MA

34 min drive from Jiminy Peak Mountain Resort

Feel the sand between your toes at this bed & breakfast and lounge by the shoreline in Lenox, as you'll be not far from the beach. An outdoor tennis court, an ...

Travelers like: close to beach, outdoor pool

Travelers say...

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

Reviewed on Oct 14, 2019

Fairfield Inn & Suites Springfield Holyoke

229 Whiting Farms Road Holyoke MA

1 hour drive from Jiminy Peak Mountain Resort

Book a stay at this business-friendly hotel in Holyoke. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (594 reviews)

Room was very clean, the breakfast was delicious!

Reviewed on Dec 12, 2025

See all 1,482 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.