Berkshire County Vacation Packages

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Your Berkshire County Vacation

With a Berkshire County vacation 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 vacation into reality.

Top vacation destinations in Berkshire County

Great Barrington
FlightsFlightsHotelsHotels

Great Barrington

Great Barrington

Top Berkshire County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG

Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG

2.5 out of 5
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
8.6/10 Excellent! (1,008 reviews)
Close to the airport - clean and well managed.

Reviewed on Jul. 23, 2025

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
7.8/10 Good! (1,174 reviews)
Like: proximity to airport Dislike: half-broken shower and very noisy elevator nearby that kept me up at night

Reviewed on Jul. 25, 2025

Park Manor Hotel

Park Manor Hotel

4 out of 5
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
8.2/10 Very Good! (1,113 reviews)
Great stay. Excellent

Reviewed on Jul. 24, 2025

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Downtown Albany
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
9/10 Wonderful! (1,007 reviews)
what a beautiful hotel! loved the outdoor spaces to hang with a beer from the bar! what hotels even have a bar anymore? this one! very nice my first time at a hyatt place and i will always seek one out now!

Reviewed on Jul. 26, 2025

Hampton Inn & Suites Albany Airport

Hampton Inn & Suites Albany Airport

2.5 out of 5
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
8.4/10 Very Good! (1,577 reviews)
The staff is very friendly, courteous, and helpful. The check in process is smooth and stress free. The breakfast is excellent with a variety of options. The location is easy to get to and close to

Reviewed on Jul. 22, 2025

Berkshire County Hotel Deals

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 CA $119 per night from Aug 25 to Aug 26
CA $119
CA $148 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,896 reviews)
"This was the best stay ever we had in our hotel’s section so far,"

Reviewed on Jul. 24, 2025

Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jul 29 to Jul 30
CA $233
CA $260 total
Jul 29 - Jul 30
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The hotel was very unique as there was art spaces in the lobby. Liked that the room had lvp flooring."

Reviewed on Jul. 23, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Aug 14 to Aug 15
CA $313
CA $350 total
Aug 14 - Aug 15
includes taxes & fees
9.6/10 Exceptional! (473 reviews)
"We did not care for the barn door to the bathroom. Wouldn't stay closed and large gap meant a loud radio or TV required... Otherwise, our stay was great and we would definitely recommend it."

Reviewed on Jul. 22, 2025

The Williams Inn
See all 1,113 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.
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Frequently asked questions

How much does a Berkshire County vacation package cost?
Less than you might think — from as low as CA $969, actually! By bundling hotels, flights and car rentals into a custom-made package, your Berkshire County escape is only clicks away.
How do I get a cheap travel package to Berkshire County?
Booking a Berkshire County vacation package with Expedia is a smart way to save. We have over 550 air carriers and 1,000,000 hotel options globally. With such a fabulous range to choose from, you'll have no trouble creating your dream adventure.
What are the top hotels in Berkshire County?
For properties in Great Barrington with cozy beds and friendly service, look up Hampton Inn Boston - Logan Airport and Boston Park Plaza. If you're visiting Hancock as well, you can look forward to a good night's sleep at Hilton Boston Logan Airport or Sheraton Boston, a Marriott Hotel.
How far in advance should I book my Berkshire County vacation?
While not all air carriers release ticket prices early, it's usually possible to compare international airfares on Expedia up to a year in advance. This is the time when you can score some fantastic deals. If you've left everything to the last minute, you might still be in luck. Low prices occasionally emerge a few weeks before departure.
What does an Expedia Berkshire County travel package include?
Choose from a combination of hotels, flights and rental cars. Once you've made your booking, you can add some activities and experiences. Want to pick your fare class? That's easily done too. The choice is yours when it comes to arranging your perfect Berkshire County getaway.
What should I know before booking a Berkshire County travel package?
Our prices are already low. However, you'll score even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Berkshire County Expedia vacation package?
Most definitely. Expedia has over 550 airline partners to choose from around the world. With so many choices, finding the ideal carrier to get you to Berkshire County will be easy.
If I'm not able to travel, can I cancel my Berkshire County vacation package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Berkshire County vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.