Name: Vacation Village in the Berkshires
Price range: $120 total
Rating: 8.8

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 destinations in Berkshire County

The Latest Berkshire County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Cornell Inn, Lenox & The Berkshires

$611

per person

Jun 23 - Jun 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.2/10 Wonderful! (1,000 reviews)

Lovely Inn , comfy bed and suite. The breakfast was delicious…especially enjoyed the frittata, fresh baked sweet breads, and latte. Appreciated the fireplace and cognac nightcap served on on a cool April evening ,coming back from a delicious dinner in Lenox. Kool speak easy style bar, good vibes!

Reviewed on May 1, 2026

Prospect Berkshires

$839

per person

Jun 23 - Jun 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.8/10 Exceptional! (24 reviews)

5/5 stars! Great experience, beautiful property, and super nice and helpful staff. The farm to table food at the cliff house restaurant was amazing. 100% coming back to this property

Reviewed on Apr 28, 2026

Lodges At Cresthaven

$928

per person

Jun 4 - Jun 7

found 3 hours ago

Roundtrip flight included

Chicago (MDW) to Albany (ALB)

9.4/10 Exceptional! (576 reviews)

The resort was beautiful! Unfortunately the pool wasn't open yet but we understood as it was early in the season and still a bit chilly. We loved the lake view!

Reviewed on Apr 12, 2026

Hilton Garden Inn Saratoga Springs

$1,320

per person

Jul 3 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Albany (ALB)

8/10 Very Good! (1,003 reviews)

Clean room friendly staff

Reviewed on Apr 27, 2026

DoubleTree by Hilton Schenectady Downtown

Downtown

$1,266

per person

Jun 20 - Jun 28

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Albany (ALB)

8.4/10 Very Good! (760 reviews)

Bar had a good selection and friendly staff

Reviewed on May 2, 2026

Find the Best Berkshire County Vacation Packages

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

Berkshire County Hotel Deals

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$111 nightly

$124 total

May 26 - May 27

Total with taxes and fees

9/10 Wonderful! (922 reviews)

Kitchen fully equipped for basic cooking. Outdoor hot tub is nice amd hot and well maintained.

Reviewed on May 2, 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

$86 nightly

$96 total

May 4 - May 5

Total with taxes and fees

9/10 Wonderful! (927 reviews)

I loved my stay.

Reviewed on May 3, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Fully refundableReserve now, pay when you stay

$108 nightly

$120 total

May 5 - May 6

Total with taxes and fees

8.8/10 Excellent! (2,347 reviews)

Muito bom para aproveitar em família ou a 2

Reviewed on May 3, 2026

See all 1,124 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.