Stockbridge Bowl Tours

Plan a trip to see Stockbridge Bowl

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

The Dewey

3.5 out of 5
Price was $912, price is now $698 per person
$698
per person
Oct 30 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
8.6/10 Excellent! (323 reviews)
We were not informed that the bathroom was NOT part of the room, but across the public hallway. Even though it was for our use only, I would have never accepted the room had I known in advance. I would definitely stay here again and recommend it but would request a different room with an en-suite bathroom.

Reviewed on Aug 11, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,148, price is now $742 per person
$742
per person
Oct 30 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway.

Reviewed on Sep 8, 2025

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

3 out of 5
Save 100% on your flight
Price was $5,428, price is now $4,033 per person
$4,033
per person
Oct 30 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
No reviews

Popular places to visit

A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip

Tanglewood Music Center

5/5(150 reviews)

You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.

Tanglewood Music Center
Rockwell called his Stockbridge studio, his “best studio yet.” The building was originally located in the backyard of his home on South Street in Stockbridge, Mass. In 1976, toward the end of his life, Rockwell left the studio and its contents to Norman Rockwell Museum. The building was cut in two and moved to the Museum’s grounds in 1986. #Details

Norman Rockwell Museum

4.5/5(193 reviews)

You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.

Norman Rockwell Museum

Frelinghuysen Morris House and Studio

You can spend time exploring the galleries in Frelinghuysen Morris House and Studio during your trip to Stockbridge. Wander the lakeside in this family-friendly area.

Frelinghuysen Morris House and Studio

The Mount

5/5(37 reviews)

You can spend an afternoon studying the exhibits at The Mount during your trip to Lenox. While you're in the area, stroll along the lakeside.

The Mount

Shakespeare and Company

5/5(28 reviews)

You can get tickets for a performance at Shakespeare and Company during your stay in Lenox. While you're in the area, stroll along the lakeside.

Shakespeare and Company

Lenox Library

4.5/5(3 reviews)

Lenox Library is just one of the places to see in Lenox, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's gardens or attend a sporting event.

Lenox Library

Best Lodging Options Near Stockbridge Bowl

Stockbridge Home: Walk to Town Beach!

Stockbridge Home: Walk to Town Beach!

Stockbridge
Stockbridge Home: Walk to Town Beach!
Summer Cottage at The Lake!

Summer Cottage at The Lake!

Stockbridge
Summer Cottage at The Lake!
Artist's Camp on Lake Mahkeenac

Artist's Camp on Lake Mahkeenac

Stockbridge
Artist's Camp on Lake Mahkeenac
Stockbridge Bowl Lake Community

Stockbridge Bowl Lake Community

Stockbridge
Stockbridge Bowl Lake Community
Beachwood Cottage

Beachwood Cottage

Stockbridge
Beachwood Cottage
Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!

Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!

Stockbridge
Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!
Apple Tree Inn

Apple Tree Inn

3 out of 5
10 Richmond Mountain Rd, Lenox, MA
Apple Tree Inn
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!

Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!

Stockbridge
Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!
See all 760 properties in Stockbridge Bowl
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.