Name: Vacation Village in the Berkshires
Price range: $123 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.

Lodges At Cresthaven

$928

per person

Jun 4 - Jun 7

found 7 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

Tru By Hilton Albany Crossgates Mall

$1,192

per person

Jun 20 - Jun 28

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Albany (ALB)

8.6/10 Excellent! (1,006 reviews)

Fron desk was very helpful and accommodating.

Reviewed on May 1, 2026

Homewood Suites by Hilton Clifton Park

$1,092

per person

Jun 20 - Jun 28

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Albany (ALB)

9.6/10 Exceptional! (717 reviews)

Excellent experience. The bed was very good.

Reviewed on Apr 28, 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

$113 nightly

$126 total

May 24 - May 25

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 5 - May 6

Total with taxes and fees

9/10 Wonderful! (928 reviews)

I frequent the Berkshires so I was very happy to discover this wonderful place on my last visit. Now, I can’t imagine staying anywhere else. The location is convenient, the rooms clean and lovely, and the staff is wonderful.

Reviewed on May 3, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Fully refundableReserve now, pay when you stay

$110 nightly

$123 total

May 4 - May 5

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.