The Berkshires Beach Vacations
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Top Beach The Berkshires Hotels
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
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! (1,002 reviews)
"Beautiful lakefront property. Spacious, clean room. Breakfast was basic, but it's close to Lee where there are plenty of beautiful coffeeshops and restaurants. I rented a kayak one morning and the lake was incredibly peaceful."
Reviewed on Jul 14, 2025
Chesapeake Inn of Lenox
210 West Street, P.O. Box 1920, Lenox, MA
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
Lakehouse Inn
615 Laurel St., Lee, MA
Stay at this 4-star beach B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (273 reviews)
"This is a fantastic spot. Kurt and his staff are great. It was everything we wanted for a trip to the Berkshires."
Reviewed on Jul 16, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.