Western Massachusetts Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

Photo by Groovy Trip
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
  • 51 min drive from Six Flags New England
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

The Black Swan Lee - Lenox, Ascend Hotel Collection
Chesapeake Inn of Lenox

Chesapeake Inn of Lenox

3 out of 5
210 West Street, P.O. Box 1920, Lenox, MA
  • 55 min drive from Six Flags New England
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

Chesapeake Inn of Lenox
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

2.5 out of 5
229 Whiting Farms Road, Holyoke, MA
  • 23 min drive from Six Flags New England
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! (541 reviews)
Great Hotel
"Great hotel right off the toll road. Ashley was the front desk attendant when we checked in. We went to the room and realized we had booked a smaller room than we thought. We thought we had booked a suite with a separate bedroom. I went down to speak with Ashley about my mistake, and she politely ..."

Reviewed on Jul 18, 2025

Fairfield Inn & Suites Springfield Holyoke
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.