Berkshire County Vacations & Trips from ¥213,814

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The Latest Berkshire County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Albany Airport Inn
Marriott Albany
Best Western Plus Franklin Square Inn Troy/Albany
Fairfield Inn & Suites by Marriott Albany Downtown
Hampton Inn Albany-Wolf Road (Airport)

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 ¥18,987 per night from Jul 12 to Jul 13
¥18,987
¥22,989 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (2,430 reviews)
"Very nice room and facility"

Reviewed on Jul 9, 2026

Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ¥24,549 per night from Jul 12 to Jul 13
¥24,549
¥27,421 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
"Front desk staff was very accommodating. She was kind to let us check in as soon as rooms were cleaned. We traveled from California and were very sleepy and that made our stay more enjoyable."

Reviewed on Jul 10, 2026

The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ¥21,696 per night from Aug 9 to Aug 10
¥21,696
¥27,861 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (1,028 reviews)
"We have stayed at the BML numerous times over a span of four years. We originally found the BML through Expedia and have been returning every time we are in the Berkshires. We keep returning for two simple reasons: #1- the pristine condition of the property and our individual room (and we’ve stayed ..."

Reviewed on Jul 9, 2026

Berkshire Mountain Lodge
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

How much does a Berkshire County vacation package cost?
Less than you might think — from as low as ¥213,814, 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.

Stay near popular Berkshire County attractions

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.