Around Chicago: October


Pumpkins and skeletons and lining up in Highwood for the Great Pumpkin Fest ( J jacobs photo)
Pumpkins and skeletons and lining up in Highwood for the Great Pumpkin Fest ( J jacobs photo)

From the city and Oak Park to Glencoe and Highwood, there are events worth posting on the calendar.


In the past few years with the exception of COVID 2020 tiny, north suburban Highwood has been trying for a Guinness record of carved pumpkins. But what area residents and visitors like is that the town’s Great Highwood Pumpkinn Fest includes music, a charity run, food, games and rides.

The event opens Oct. 7 with pumpkin carving and music, then continues, Oct. 8-10 from 9 a.m. to 11 p.m. This year, it also includes free COVI D testing. Check the schedule for specific event times and ride cost.

Highwood snuggles east of Highland Park along Waukegan Avenue, Green Bay Road and Sheridan Road.


Merely strolling among trees, water features and gardens at the Chicago Botanic Garden is worth the trip. However, CBG also holds the Night of 1000 Jack O’ Lanterns Oct. 13-17 and Oct. 20-24 from 6:30 to 10:30 p.m. Creative faces may spark ideas for home carving and are a terrific photo op (selfie?) Find more information at Chicago Botanic Garden

Chicago Botanic Garden is just east of Edens Expressway at 1000 Lake Cook Road, Glencoe.


Chalet Nursery’s Scarecrow Making is sold out its garden is stacked with pumpkins, corn stalks and other decorations for October and Halloween. Plus it has some fun selfie areas.\

It’s events calendar includes the movie “Haunted Mansion” shown outside Oct 14 at 6:30 p.m. Registration needed and a “Howl-O Ween” Pet Parade, Oct. 31 from 11 a.m. to noon.

Chalet Nursery is at 3132 Lake Ave., Wilmette. Visit Events – Chalet Nursery for more information.


Chalet Nursery decorates for fall. (J Jacobs photo)
Chalet Nursery decorates for fall. (J Jacobs photo)


Oak Park

Poe’s dark side is perfect for the season. The Oak Park Park Theatre Festival brings “The Madness of Edgar Allan P:oe: A Love Story” to the Pleasant Home Foundation Oct. 15-Nov. 7, 2021. where audiences can move from room to room for different scenes.

Pleasant Home is at 217 Home Avenue, Oak Park.For tickets and more information visit Oak Park Theatre Festival


Fall is a great time to drive through the Morton Arboretum but there is also something doing among the trees for walkers. The Arboretum has “Walking Plays” of popular fairy tales. Oct. 15-Nov. 7, 2021. Tales area abut 90 minutes and walks are less than two miles. To sign up and find more information visit Walking Plays/MortonArboretum.


The whole city is open virtually in October through a Chicago Architecture Center app during Open House Chicago. There are trails, neighborhoods and treasures to explore. To see some of it in person, go Oct. 16-17. Registration needed. Visit Open house Chicago.

Jodie Jacobs