This includes the return of the acclaimed "Ghosts and Hauntings of Upstreet Pittsfield," which looks at sites said to be haunted throughout the Park Square historic district. For the first time, a kid-friendly version of this program will be offered, hosted by Taylor Staubach of Berkshire Family Hikes.

 

All other tours are conducted by journalist-historian Joe Durwin. The tours take place in areas of downtown and run approximately 90 minutes, with six to eight stops along an ADA accessible route of city sidewalks/crosswalks.

 

Inclement weather postpones to the following day. Tour groups are strictly limited by size, and advance registration is required. Tickets are $6 per person; children are $4 for the family friendly walk. 

 

For registration or more information, go to TheseMysteriousHills.com or email Berkshirehomehistorian@gmail.com

 

Ghosts & Hauntings of Downtown Pittsfield

Decades of collected ghost sightings, paranormal encounters, and chilling legends in this easy stroll around eight iconic buildings of downtown.
Oct. 15, 17, 29, 31 at 6 p.m. 

 

Macabre Pittsfield: 1800s

Embark on a journey through the dirt and cobble-stoned downtown Pittsfield of the 1800s. A place of desecrated graves and skeletons in church basements, of rumsellers shacks, opium dens, and murders most foul.

Oct. 22& 24 at 6 p.m.

 

Macabre Pittsfields: Roaring 20s

Bootlegging, jewel heists, grisly murders, the KKK, and much more confront us as we step back 100 years in time to a Pittsfield that is very different, yet strangely familiar. 
Sunday, Oct. 30, at 2 p.m.

 

Ghosts & Hauntings For Kids

Taylor Staubach of Berkshire Family Hikes leads this family-friendly version of the classic ghost tour. Appropriate for all ages. Spooky fun with a dash of local history in this child-oriented walk.
Oct. 18, 21, 25 & 28 at  6 p.m.