4 Night Adventure vacations in The Berkshires

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

$702

per person

Jul 11 - Jul 15

found 11 hours ago

Roundtrip flight included

Houston (IAH) to Albany (ALB)

9/10 Wonderful! (1,000 reviews)

the place is beautiful and serene. The room is clean and they have all the amenities that you need. Room temperature is perfect.

Reviewed on Apr 14, 2026

The Red Lion Inn

$739

per person

Jul 11 - Jul 15

found 11 hours ago

Roundtrip flight included

Houston (IAH) to Albany (ALB)

8.8/10 Excellent! (1,001 reviews)

Breakfast was awesome, I recommend the Cinnamon French Toast.

Reviewed on Apr 13, 2026

The Yankee Inn

$735

per person

Jul 11 - Jul 15

found 11 hours ago

Roundtrip flight included

Houston (IAH) to Albany (ALB)

9.2/10 Wonderful! (1,003 reviews)

Rooms where really clean, staff was great very helpful and generous. Breakfast was good, small selection but a good ones. Tub was nice n hit. Plenty clean towels

Reviewed on Apr 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to The Berkshires

View all trips

How can I book the best The Berkshires adventure trips?

Choose your own adventure in The Berkshires, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect The Berkshires family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in The Berkshires. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive The Berkshires adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a The Berkshires adventure vacation for couples?

Book a The Berkshires couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in The Berkshires?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in The Berkshires with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a The Berkshires adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure The Berkshires Hotels

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

35 min drive from Tanglewood Music Center

Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...

8.8/10 Excellent! (2,342 reviews)

Clean room staff it's respectful and easy going

Reviewed on Apr 28, 2026

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

8 min drive from Tanglewood Music Center

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (1,001 reviews)

Room was very clean, staff helpful, coffee bar out of cream, the parking lot was in a disarray due to construction. The worse part was the driveway up to the hotel, it was full of huge potholes

Reviewed on Apr 25, 2026

Berkshire Valley Inn

2541 Hancock Rd Williamstown MA

42 min drive from Tanglewood Music Center

Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

See all 1,124 properties in The Berkshires

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.