Get Ready to Play Where's Winston!

By Berkshires Macaroni Kid April 10, 2024

PITTSFIELD— The featured event for Downtown Pittsfield, Inc.'s Downtown Celebrates Spring will be “Where’s Winston?”, a spring scavenger hunt for images of Officer Winston, the Pittsfield Police Department’s comfort dog, at a dozen downtown locations.

A spring image of Winston will be hidden in 12 locations in downtown Pittsfield. Every Winston will have a unique word with him. Find the hidden Winstons, write the words on the inside of the Where’s Winston? Game Card, and bring the card to the Berkshire Athenaeum to claim prizes. 

The first 5 children to find all 12 words and bring their completed Game Card to the Children’s Library at the Berkshire Athenaeum will win a Winston plushie. All children who find all 12 words will win a Winston Spring Pin. Children who find any 6 words will win a Winston Sticker. To redeem the Game Card for prizes, bring the completed card to the Children’s Library, April 13-20. The library is closed on Sunday.

Game Cards will be available at the following locations beginning April 13:

Children’s Library at the Berkshire Athenaeum

Bottomless Bricks

Dory & Ginger

Dottie's Coffee Lounge

Hot Harry's

Kidding Around Consignment

Mana Crypt Gaming Center

Marketplace Cafe

Otto's Kitchen & Comfort

The Plant Connector

Thistle 'n Thorn Floral

Witch Slapped

For more Downtown Celebrates Spring events, visit

Downtown Celebrates Spring is sponsored in part by The Feigenbaum Foundation.