Berkshire Trick Or Treat Times & Special Events

One of the most fun Holidays is on the way Halloween, and the Berkshires know how to do it up right. Check out all the events and trick or treat times for each city and towns.

If you have an event you would like added to our list please email me cheryl.wupe@townsquaremedia.com

Special Events

Thursday, Oct. 18
Pittsfield: Downtown Pittsfield, Inc. and 37 downtown businesses are hosting a trick-or-treat in downtown Pittsfield from 5 to 7 p.m. Children of all ages are invited to visit downtown businesses in their Halloween costumes to score candy and treats during the free, two-hour special event. An orange “Heart of the Berkshires” pumpkin will be displayed in the window of each participating location

Friday, Oct. 19
Lenox: The Mount will hold ghost tours from 5:45 to 7:45 p.m. and 7 to 9 p.m. Not recommended for children under 12, these tours cost $24 for adults and $20 for youths ages 12 to 18. Reservations are recommended.

Friday, Oct. 26
Lenox: The Mount will hold ghost tours from 5:45 to 7:45 p.m. and 7 to 9 p.m. Not recommended for children under 12, these tours cost $24 for adults and $20 for youths ages 12 to 18. Reservations are recommended.

Pittsfield: The annual Pittsfield Halloween parade steps off at 7 p.m. on Tyler Street.

Stockbridge: The Stockbridge Halloween Parade and Pumpkin Walk-About will take place. Marchers will meet at the corner of Main and Pine streets at 6 p.m. and march up Main Street to the Stockbridge Town Offices for cider and donuts After the party, take a walk-about outside the Stockbridge Library and see lighted pumpkins carved by local businesses and area children. Spooky stories and treats will be offered inside. Children interested in showcasing a jack o’lantern of their own, should drop them off at the library between 5 and 6 p.m. In case of rain, the parade is canceled, but events will continue in the Library.

Saturday, Oct. 27
Lenox: The Mount will hold its first annual dog parade at 11 a.m. People and their furry friends are encouraged to dress up and strut their stuff! Prizes will be awarded for Best Literary Costume, Cutest Costume, Best Hand-Made Costume, and Best Matching Costume. The parade is free; registration is recommended.

Lenox: Pittsfield historian Jeffry Bradway returns to Ventfort Hall Mansion and Gilded Age Museum, appearing in costume as Edgar Allan Poe. His presentation titled “Fantastic Terrors” will take place at 3:30 pm, a program eminently suitable for the Halloween season. A Victorian tea will follow Broadway’s performance. Tickets are $26 for advance reservations and $32 day of the event. Reservations are highly recommended as attendance is limited; call 413-637-3206.

North Adams: Greylock Works, 508 State Road, will host "Masquerade," a Halloween party, from 8 p.m. to midnight. Admission is $25. The party will feature the very cool rhythms of DJ BFG @gabbyquail brought to another level with A/V immersion by McZawa LLC. Pair your Halloween candy cravings with savory MIXOLOGY by Jesse Egan.

North Adams: The UNO Halloween Party will be held at the UNO Community Center at 157 River St. from 2 to 4 p.m. This free event will feature fun games, yummy treats and ghoulish dancing. Come in costume.

Monday, Oct. 29
Pittsfield: WordX Word presents "Fear in America" at 7 p.m. at the Berkshire Museum. Two days before Halloween, organizers are asking poets to talk about what REALLY scares us. By sharing personal stories, observations, moments of inspiration, and hope, the goal is to look to create a broad poetic tapestry with a goal that the resulting “conversation” between creative voices will make us stronger and help us find a way forward. Admission is free.

Tuesday, Oct. 30
Adams: Jeff Belanger, the Emmy-nominated host of "New England Legends" on PBS, ghostvillage.com founder and Travel Channel's Ghost Adventures writer will offer an evening of true ghost stories, research, and evidence from around the world at 7 p.m. at the Adams Free Library. The program is free and geared to those 13 and up. His talk will include images, audio clips, and videos from some of the world's most famous haunts plus a question and answer session for the audience.

Great Barrington: The Claire Teague Senior Center is having a Halloween party and one last cookout for the year from 11 a.m. to noon. On the menu is hamburgers, hot dogs, salad, baked beans, and dessert. The cost for lunch is $2 per person. The duo Sandy & Sandy will be singing during the event. Attendees in costume will receive a small prize and a group photo on the town's website. Please call the Senior Center at 413-528-1881 to reserve your spot.

Trick-or-Treat Hours
Adams: 5:30 to 7 p.m.

Becket: 5 to 7 p.m.

Cheshire: 5 to 7 p.m.

Clarksburg: 5:30 to 7 p.m.

Dalton: 5:30 to 7 p.m.

Egremont: 6 to 8

Florida: 6 to 8 p.m.

Great Barrington: 5:30 to 7:30 p.m.

Hancock: 5-7 p.m.; a community "trunk or treat" will be held from 4 to 6 p.m. at the school on Oct. 28

Hinsdale: 5:30 to 7:30 p.m.; costume parade begins at 5 p.m. at the area between the Congregational Church and the Kids Park

Lanesborough: 5 to 7 p.m.

Lee: 5 to 7 p.m.

Lenox: "Trick or Treat the Streets" will be held from 5:30 to 7 p.m. around downtown Lenox, where participating businesses will be giving out treats. Details on Facebook.

Lenox Dale: 5:30 to 7 p.m.

Monterey: 5:30 to 7:30

Mount Washington: No designated times

New Ashford: 5 to 7

New Marlborough: 5 to 7:30

North Adams: 5:30 to 7

Otis: 5 to 7 p.m.

Peru: No posted hours

Pownal, Vt.: No posted hours

Pittsfield: 5:30 to 7:30 p.m.

Readsboro, Vt.: 6 to 8 p.m.

Richmond: 5:30 to 7:30 p.m.

Sandisfield: No posted hours

Savoy: Trunk or Treat will be held at the Savoy Fire House from 1 to 3 p.m. Saturday, Oct. 27. Bring candy for sharing. Cider and donuts will be provided.

Sheffield: The Undermountain Elementary PTO will host this truck or treat event in the center of Sheffield on Friday, Oct. 27, from 4 to 6 p.m.

Stamford, Vt.: 6 to 7:30 p.m.

Stockbridge: 5 to 7 p.m.

Washington: The annual Pumpkin Walk is Friday evening, Oct. 27, from 6:30-10 p.m. at Washington Town Park (Route 8), with hayrides and bonfire, and trick-or-treating from 6:30 to 7:30 p.m.

West Stockbridge: 4-6 p.m.; annual town Halloween Party is 4-6 p.m. at West Stockbridge Congregational Church; costume contest is 5 p.m. (register from 4 to 4:45 p.m.) at the West Stockbridge Congregational Church; Halloween Parade 6:15 p.m. starting at Main Street across from the West Stockbridge Congregational Church

Williamstown: 6 to 7:30 p.m.

Windsor: 4 to 7 p.m.