Pittsfield Dog Park

Popular places to visit

Berkshire Museum

Berkshire Museum

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

Berkshire Museum
Bousquet Ski Area

Bousquet Ski Area

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

Bousquet Ski Area
Pleasant Valley Wilderness Sanctuary

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

Barrington Stage Company

You can enjoy a show at Barrington Stage Company during your stay in Pittsfield. Wander the lakeside in this quaint area.

Barrington Stage Company

Crane Museum of Papermaking

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

Crane Museum of Papermaking

Colonial Theater

You can make plans for a show at Colonial Theater on your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Colonial Theater

Top Hotel Deals

Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Hotel On North
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
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Pittsfield
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
2 out of 5
Pittsfield
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The Yankee, Trademark Collection by Wyndham
Solomon Ely Homestead - Charming Pittsfield Stay
Solomon Ely Homestead - Charming Pittsfield Stay
2 out of 5
Pittsfield
Solomon Ely Homestead - Charming Pittsfield Stay
Heart of the Berkshires
Heart of the Berkshires
970 W Housatonic St, Pittsfield, MA
Heart of the Berkshires
Elegant Pittsfield Home Near Downtown & Skiing!
Elegant Pittsfield Home Near Downtown & Skiing!
Pittsfield
Elegant Pittsfield Home Near Downtown & Skiing!
See all 617 properties in Pittsfield Dog Park
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.