
The Berkshires Holidays
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Top Flight + Hotel Deals in The Berkshires
Price found within the past 48 hours. Click for updated prices.


Brookmere
per person
5 May - 10 May
found 5 hours ago
Return flight included
Dublin (DUB) to Albany (ALB)
9/10 Wonderful! (6 reviews)
The property is nice and the restaurant was wonderful but the “spa” is minimal and other than that there is nothing to do. No hot tub, no sauna, no games, not even a deck of cards, nothing. I had much higher expectations.
Reviewed on 7 Mar 2025

Sundowner on Lake George
per person
5 May - 10 May
found 5 hours ago
Return flight included
Dublin (DUB) to Albany (ALB)
7.4/10 Good! (235 reviews)
Overpriced for what it is and given many other options. Totally expected a view and barely one of you stated outside at edge of deck.
Bed pillows were ridiculously uncomfortable /Get many small pillows for flexibility.
Reviewed on 12 Oct 2024

Lodges At Cresthaven
per person
5 May - 10 May
found 5 hours ago
Return flight included
Dublin (DUB) to Albany (ALB)
9.4/10 Exceptional! (397 reviews)
Travelled here for a quiet weekend with my husband. The stay was amazing, lodge was clean and very high end. Would definitely come here again for my next lake George visit!
Reviewed on 16 Mar 2025

The Inn at Saratoga
per person
5 May - 10 May
found 5 hours ago
Return flight included
Dublin (DUB) to Albany (ALB)
9.2/10 Wonderful! (1,000 reviews)
Charming old-world ambience. My room had a king-sized poster bed which some people would need a step ladder to get on (I'm not tall, but am agile!), but very comfortable. Some rooms need more logical placement of outlets for lights and electronics; other rooms are up to date. The ambience is friendly and the staff are excellent. Plus, it's so convenient to downtown and for leaving city center.
Reviewed on 27 Feb 2025
Top hotels in The Berkshires

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is €100 per night from 31 Mar to 1 Apr
€100
includes taxes & fees
31 Mar - 1 Apr
9/10 Wonderful! (537 reviews)
"Excellent stay at this beautiful property!"
Reviewed on 25 Mar 2025

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is €91 per night from 6 Apr to 7 Apr
€91
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (1,002 reviews)
"We highly recommend it!! My husband go there often for work and we usually stayed there. Very nice place!!"
Reviewed on 28 Mar 2025

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is €141 per night from 1 Apr to 2 Apr
€141
includes taxes & fees
1 Apr - 2 Apr
8.6/10 Excellent! (1,792 reviews)
"The location to jimney peak was great."
Reviewed on 26 Mar 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.
Frequently asked questions
Popular places to visit

Tanglewood Music Center
4/5(1 review)
You can make plans for a show at Tanglewood Music Center during your stay in Lenox. While you're in the area, stroll along the lakeside.
National Shrine of the Divine Mercy
3/5(1 review)
Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.
Naumkeag Museum
You can spend time studying the exhibits at Naumkeag Museum in Stockbridge. While you're in the area, stroll along the lakeside.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.