Western Massachusetts Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Photo by Groovy Trip
- Plan, book, travel with confidence
Better together
Save up to NT$5,067 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Beach Western Massachusetts 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! (1,003 reviews)
"Great place on a pretty lake in the Berkshires"
Reviewed on 2025/7/7
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 2019/10/14
Fairfield Inn & Suites Springfield Holyoke
229 Whiting Farms Road, Holyoke, MA
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! (538 reviews)
"Nice check in staff"
Reviewed on 2025/7/7
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.