Berkshire County Vacations & Trips from ￥419,448

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The Latest Berkshire County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was ￥476,505, price is now ￥419,448 per person
￥419,448
per person
Jul 3 - Jul 9
found 22 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Albany (ALB)
8.8/10 Excellent! (2,355 reviews)
Everything was great Room staff kitchen and pool . It was a quiet and peaceful stay

Reviewed on May 23, 2026

The Perch Hotel

The Perch Hotel

2 out of 5
Price was ￥573,856, price is now ￥475,259 per person
￥475,259
per person
Jul 3 - Jul 9
found 22 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Albany (ALB)
9.6/10 Exceptional! (29 reviews)
Such an amazing stay at the Perch - beautiful place with spacious rooms and a super cozy vibe. We felt right at home upon arrival and can’t wait to venture back again in the near future. Definitely recommend staying here!!

Reviewed on Feb 21, 2026

Hilton Garden Inn Saratoga Springs

Hilton Garden Inn Saratoga Springs

3 out of 5
Price was ￥578,834, price is now ￥501,511 per person
￥501,511
per person
Jul 3 - Jul 9
found 22 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Albany (ALB)
8/10 Very Good! (1,004 reviews)
Great location, friendly staff and spacious rooms. Perfect for families!

Reviewed on May 20, 2026

The Springwater B&B

The Springwater B&B

4 out of 5
Price was ￥622,125, price is now ￥556,237 per person
￥556,237
per person
Jul 3 - Jul 9
found 22 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Albany (ALB)
10/10 Exceptional! (567 reviews)
The staff was incredibly friendly and the breakfast was amazing!

Reviewed on May 6, 2026

The Amelia

The Amelia

2 out of 5
Price was ￥608,632, price is now ￥546,173 per person
￥546,173
per person
Jul 3 - Jul 9
found 22 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Albany (ALB)
9.8/10 Exceptional! (30 reviews)
The Amelia is fantastic. I loved the decor, the attention to details. So comfortable and a great location

Reviewed on May 22, 2026

Berkshire County Hotel Deals

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 ￥13,963 per night from May 26 to May 27
￥13,963
￥19,153 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (946 reviews)
"The stay was great . No complains at all . Definitely will be staying in the near future ."

Reviewed on May 22, 2026

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ￥17,077 per night from May 26 to May 27
￥17,077
￥19,076 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (958 reviews)
"The hotel was funky is a good way, I liked the design and layout of the room and the dining area."

Reviewed on May 23, 2026

Berkshires Untold
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 ￥13,729 per night from May 27 to May 28
￥13,729
￥17,081 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (2,363 reviews)
"Everything was great Room staff kitchen and pool . It was a quiet and peaceful stay"

Reviewed on May 23, 2026

Vacation Village in the Berkshires
See all 1,126 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.

Frequently asked questions

How much does a Berkshire County vacation package cost?
Less than you might think — from as low as ￥419,448, 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.