
The Berkshires Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Photo by Photo courtesy of Berkshire Visitors Bureau
- Plan, book, travel with confidence
- Better togetherSave up to NT$25,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Beach The Berkshires Hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel
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! (1,001 reviews)
"Excellent all around. Wife and I are fairly particular but this exceeded our expectations on many levels. More high-end than most all mid-level hotel chains."
Reviewed on 2026/6/24

Chesapeake Inn of Lenox
210 West Street 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 ...
7.4/10 Good! (8 reviews)
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 2019/10/14

Lakehouse Inn
615 Laurel St. Lee MA
Book a stay at this 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! (303 reviews)
"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."
Reviewed on 2026/6/22
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.
