Berkshire County Holidays

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Your Berkshire County Holiday

With a Berkshire County holiday package, you can forget about the stress of planning and simply focus on experiencing what this exciting destination has on offer. Kick off your trip to Berkshire County with a few nights in Lenox visiting popular attractions like National Shrine of the Divine Mercy and Norman Rockwell Museum. Williamstown is another city that draws crowds from far and wide. Massachusetts Museum of Contemporary Art and Mount Greylock are two of the leading places to see in this destination. If you're ready to stop daydreaming and start doing, Expedia will help turn your Berkshire County holiday into reality.

Top destinations in Berkshire County

Lenox featuring an administrative building
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Lenox

Lenox
Great Barrington
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Great Barrington

Great Barrington

Top Berkshire County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Latham/Albany Airport

Super 8 by Wyndham Latham/Albany Airport

2 out of 5
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Albany (ALB)
7.2/10 Good! (922 reviews)
Have stayed here many times. Good.

Reviewed on 4 Aug 2025

Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Albany (ALB)
8.6/10 Excellent! (1,014 reviews)
Prixw reasonable with good service

Reviewed on 31 Jul 2025

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Albany (ALB)
8/10 Very Good! (1,168 reviews)
Clean, quiet, nice staff, close to airport

Reviewed on 7 Aug 2025

La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Albany (ALB)
7.4/10 Good! (1,001 reviews)
No hot water in the sinks, rust in tub area, keys didn’t work properly

Reviewed on 4 Aug 2025

Park Manor Hotel

Park Manor Hotel

4 out of 5
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Albany (ALB)
8.2/10 Very Good! (1,141 reviews)
There was a restaurant on the property which was convenient. Not much else within walking distance, but for what I needed - place to stay and place to get food - it was sufficient.

Reviewed on 6 Aug 2025

Berkshire County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Top Sights
Bash Bish Falls State Park, Pittsfield State Forest and Tolland State Forest

Top hotels in Berkshire County

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is £99 per night from 27 Aug to 28 Aug
£99
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,931 reviews)
"Studio was nice and spacious. I got there late and left early so didn’t take advantage of amenities but they looked nice."

Reviewed on 5 Aug 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (543 reviews)
"Very spacious room with full kitchen. Definitely worth the price. Would use again"

Reviewed on 5 Aug 2025

Get rates
Berkshire Mountain Lodge
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is £59 per night from 21 Aug to 22 Aug
£59
21 Aug - 22 Aug
includes taxes & fees
5.2/10 (761 reviews)
"This family is professional and kind. I left a $100 tip because I watched attend to her guests and her two Autistic sons as well as her elderly parent. Amazing"

Reviewed on 2 Aug 2025

FairBridge Inn Express
See all 1,108 properties in Berkshire County
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.
All Inclusive Holidays
All Inclusive Holidays
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Frequently asked questions

How much does a Berkshire County travel package cost?
From just £751. Yes, you read that correctly. Our Berkshire County packages are an easy way to make your budget stretch further. Combine your preferred hotels, flights and rental car and get to know this popular destination.
If I'm not able to travel, can I cancel my Berkshire County travel package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Locked in your Berkshire County travel package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Berkshire County?
Book everything all in one place with our Berkshire County travel packages. You'll find deals on hotels, flights and more that'll keep your pocketbook happy and your spirit of adventure alive. And, with more than 550 air carriers and 1,000,000 properties globally to choose from, you'll have the flexibility to mix and match all you want.
Does Expedia offer Book Now, Pay Later Berkshire County holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient monthly instalment plans. If making small repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is easier with this plan. Put down a small deposit on your holiday and then start packing your bags.

What are the top hotels in Berkshire County?
When it comes to hotels in Pittsfield, Holiday Village In The Berkshires and The Black Swan Lee - Lenox, Ascend Hotel Collection are two fantastic options. If you're also staying in New Marlborough, Holiday Village In The Berkshires and The Black Swan Lee - Lenox, Ascend Hotel Collection will make you feel right at home.
How far in advance should I book my Berkshire County holiday?
While not all air carriers advertise tickets early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is the time you can score some incredible bargains. If you're booking at the last minute, there's a chance you could get lucky. Sometimes the cheapest prices become available only weeks before departure.
What does an Expedia Berkshire County travel package include?
Car rentals, hotels and flights — we connect you to the best deals. All you have to do is figure out your favourite combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to craft an awesome Berkshire County trip.
What should I know before booking a Berkshire County travel package?
Whether it's relaxation or adventure you're chasing, a Berkshire County travel package lets you organise your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Berkshire County Expedia travel package?
With a travel package, the choice is in your hands. Whether you're hoping to fly to Berkshire County in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners worldwide.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.