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Top The Berkshires Beach Resorts & Hotels

Lakehouse Inn

Lakehouse Inn

615 Laurel St. Lee MA
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a ...
9.6/10 Exceptional! (299 reviews)
Staff wonderful, homemade breakfasts, outstanding experience!

Reviewed on Apr 12, 2026

Opens in a new windowLakehouse Inn
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket MA
This cabin features a garden, laundry facilities, and barbecue grills.
9.6/10 Exceptional! (240 reviews)
The house was cozy and comfortable. Perfect for the relaxing visit we planned. The host was responsive and helpful.

Reviewed on Apr 9, 2026

Opens in a new windowQuiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA
Fully refundable
$114 nightly
The price is $128 total per night from May 5 to May 6
$128 total
May 5 - May 6
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
9/10 Wonderful! (1,000 reviews)
the place is beautiful and serene. The room is clean and they have all the amenities that you need. Room temperature is perfect.

Reviewed on Apr 14, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $74 total per night from Apr 30 to May 1
$74 total
Apr 30 - May 1
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
9/10 Wonderful! (845 reviews)
This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires.

Reviewed on Apr 26, 2026

Opens in a new windowMonument Mountain Motel
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
Fully refundable
$76 nightly
The price is $85 total per night from May 19 to May 20
$85 total
May 19 - May 20
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
8.4/10 Very Good! (1,000 reviews)
Love the place

Reviewed on Apr 27, 2026

Opens in a new windowQuality Inn Great Barrington
Sunset Inn
Great for beach vacations

Sunset Inn

150 Housatonic Street Lee MA
$109 nightly
The price is $122 total per night from May 13 to May 14
$122 total
May 13 - May 14
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area and express check-out are also ...
7.6/10 Good! (412 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
Decent clean quiet

Reviewed on Apr 11, 2026

Opens in a new windowSunset Inn
Chesapeake Inn of Lenox
Great for beach vacations

Chesapeake Inn of Lenox

210 West Street Lenox MA
This bed & breakfast features an outdoor pool, an outdoor tennis court, and a restaurant. Free perks include cooked-to-order breakfast, free self parking, and ...
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 Oct 14, 2019

Opens in a new windowChesapeake Inn of Lenox
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge MA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $78 total per night from Apr 30 to May 1
$78 total
Apr 30 - May 1
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
6.8/10 (1,000 reviews)
I used heat and it worked

Reviewed on Apr 3, 2026

Opens in a new windowPleasant Valley Motel West Stockbridge
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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.

Beach Condos in The Berkshires

Beach Villas in The Berkshires

The Kemble- Built by a US Secretary of State in Lenox

The Kemble- Built by a US Secretary of State in Lenox

Lenox MA

More Beachfront Hotels in The Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA
$114 nightly
The price is $128 total per night from May 5 to May 6
$128 total
May 5 - May 6
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)

How to find the best The Berkshires beach hotels?


We have 4,804 honest, unfiltered reviews from genuine customers you can check out, with an average review rating of 8.4.


How can I find The Berkshires beach hotels with nice views?


Use our ocean view filter to see the The Berkshires beach hotels that offer spectacular views. From cliffside panoramas to beach view hotels with rooms overlooking the sand. Check out poolside and tranquil garden views, too.


How much does it cost to stay in a beach hotel in The Berkshires?


Currently, we have resorts and hotels in The Berkshires on the beach going from $74 a night to $338 for top-end luxury. Prices vary depending on your travel dates, amenities, and neighborhood.


How do I find The Berkshires beach hotels that are good for families?


Filter your search results by clicking on the family friendly filter to see kid-friendly amenities and activities. From beach resorts with kids’ clubs to beachfront hotels offering fun watersports—you have plenty of choice.


Why should I book my beach hotel in The Berkshires with Travelocity?


With great deals on a vast selection of The Berkshires beachfront hotels, 24/7 customer service, and the ability to bundle your hotel, flights, and car rental to save more—Travelocity makes it easy.


Do any beach hotels in The Berkshires have a pool?


Many The Berkshires hotels on the beach have pools. You can choose which amenities you want and use our pool filter to see the The Berkshires beach hotels that have pools on site.


When is the best time to stay in a beach hotel in The Berkshires?


The best time to visit The Berkshires for local events and activities is .


Are there cheap beach hotels in The Berkshires?


Prices for The Berkshires beach hotels currently start at just $74 a night. With 41 The Berkshires beach hotels to choose from, you have stacks of tempting options, whatever your budget.


What are some great things to do in The Berkshires by the beach?


Enjoy swimming, reading, and sunbathing on the beach in The Berkshires. There’s also action-packed beach fun and watersport adventures, too. Check each hotel’s information section to find out what’s available.


How can I find the best beach hotels deals in The Berkshires?


Pop in your travel dates and hit search and hunt though our fantastic deals on The Berkshires beach resorts and beachfront hotels. Download the free Travelocity appOpens in a new window for awesome member discounts.  


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