Colonial Theater Tours

Colonial Theater is an influential component of the region's dynamic culture. Check what's on and settle in for a delightful night of theatrics.

This arts and culture attraction in Pittsfield comes recommended by fellow travelers, so make a spot for it on your schedule. Don't think that's all there is to do here, though. There are a lot more options ready for you to explore after Colonial Theater. Bousquet Ski Area, Hancock Shaker Village, and Berkshire Museum are nearby.

Plan a trip to see Colonial Theater

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

Gedney Farm

3.5 out of 5
Save 100% on your flight
Price was $767, price is now $489 per person
$489
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
9.2/10 Wonderful! (130 reviews)
We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return.

Reviewed on Oct 29, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,028, price is now $609 per person
$609
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
9/10 Wonderful! (8 reviews)
Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay....

Reviewed on Oct 20, 2025

Wilder House Berkshires

Wilder House Berkshires

2 out of 5
Save 100% on your flight
Price was $767, price is now $515 per person
$515
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
9.8/10 Exceptional! (36 reviews)
Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area.

Reviewed on Sep 25, 2025

Popular places to visit

View of peak foliage in the Berkshires.

Berkshire Museum

You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Berkshire Museum
Hardly anyone here! Great way to spend a week day, skiing and tubing!

Bousquet Ski Area

4/5(9 reviews)

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Bousquet Ski Area
Bye fall

Pleasant Valley Wilderness Sanctuary

Explore the great outdoors at Pleasant Valley Wilderness Sanctuary, a lovely green space in Lenox. Wander the lakeside in this quaint area.

Pleasant Valley Wilderness Sanctuary

Berkshire Athenaeum

You can spend an afternoon browsing the exhibits at Berkshire Athenaeum in Pittsfield. Wander the lakeside in this family-friendly area.

Berkshire Athenaeum

Barrington Stage Company

You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.

Barrington Stage Company

Crane Museum of Papermaking

You can spend an afternoon browsing the exhibits at Crane Museum of Papermaking during your travels in Pittsfield. Stroll along the lakeside in this quaint area, or seek out the ski slopes.

Crane Museum of Papermaking

Best Lodging Options Near Colonial Theater

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
The Central Downtown Inn & Suites
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Hotel On North
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Berkshire Inn
Solomon Ely Homestead - Charming Pittsfield Stay

Solomon Ely Homestead - Charming Pittsfield Stay

2 out of 5
Pittsfield
Solomon Ely Homestead - Charming Pittsfield Stay
Berkshire Ski House / Pittsfield

Berkshire Ski House / Pittsfield

Pittsfield
Berkshire Ski House / Pittsfield
Spacious Historic Home in the Berkshires!

Spacious Historic Home in the Berkshires!

3 out of 5
Pittsfield
Spacious Historic Home in the Berkshires!
Elegant Pittsfield Home Near Downtown & Skiing!

Elegant Pittsfield Home Near Downtown & Skiing!

3 out of 5
Pittsfield
Elegant Pittsfield Home Near Downtown & Skiing!
Charming Apartment In Berkshire Victorian Home

Charming Apartment In Berkshire Victorian Home

Pittsfield
Charming Apartment In Berkshire Victorian Home
See all 681 properties in Colonial Theater
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.

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