Fun Stuff To Do In October – Chicagoland

10-2025-Fun-Stuff-To-Do-In-October

Arlington Heights Harmony Fest

From beats to bites -- we're turning up the music and the flavor at Harmony Fest featuring the Taste of Arlington Heights on Friday, Oct. 3rd, 5-11 p.m., and Saturday, Oct. 4th, 3 - 11 p.m.! Join the Village of Arlington Heights and the Arlington Heights Chamber of Commerce for free concerts in Harmony Park, and amazing food and drinks from Arlington Heights restaurants! Kiddos can enjoy fun games in the Nak4 Kids' Zone, 5-7 on Friday and 4-7 on Saturday.

Date & Time: October 3–4 (all day)
Address: Harmony Park, Downtown Arlington Heights

 

Algonquin Harvest Market

Kick off autumn at the annual Algonquin Harvest Market. Head to historic downtown Algonquin for fresh produce, art, crafts, good food, great entertainment, giveaways, and family fun! Brought to you by the Rotary Club of Algonquin.

Date & Time: Oct 4, 2025, 10:00 am – 4:00 pm
Address: S Main St & Washington St, Algonquin, IL 60102

 

Jumptoberfest

Annual Ski Jump Tournament in Fox River Grove. Ski jumpers from around the world compete on our 70-meter hill. Great Food and Beverages, Children 12 and Under Free. Free Parking. No Carry-Ins Allowed. No Dogs Allowed. Norge Ski Jump is held rain or shine. Purchase buttons at the gate $25.00

Date & Time: Oct 4-5, 2025, Saturday 10:30 PM – 6:00 PM, Sunday 11:00 AM – 6:00 PM
Address: 100 Ski Hill Rd, Fox River Grove, IL 60021

 

A Fall-Color Tree Walk

Check out the fall colors at the Chicago Botanic Garden. Take a fall-color tree walk from the Visitor Center to the Daniel F. and Ada L. Rice Plant Conservation Science Center. While it is true that prime fall color occurs at the Garden during the first two weeks of October, it is also true that there is a nonstop fall show that spans a much longer period of time, late summer to late autumn, achieving a crescendo of color in those peak weeks of October. Cook County residents: Adults $23.95, Children 3-12 $15.95. Non-Cook County Residents: Adults $25.95, Children 3-12 $17.95

Date & Time: October, 10:00 AM-6:00 PM
Address: 1000 Lake Cook Road, Glencoe, IL 60022, (847) 835-6801

 

BOO-mingdale Halloween Party

Join us for a day of Halloween fun on Saturday, October 18! From 9:00 a.m. to 1:00 p.m., enjoy hayrides, games, crafts, trunk-or-treating, and more in the Village Complex lots with the Police, Fire, and Park District. Then head to the Library lot from 11:00 a.m. to 2:00 p.m. for a hay maze, moonwalk, stilt walkers, and refreshments. Costumes encouraged! Children under 10 must be with an adult. Parking is prohibited in event lots; please use nearby residential streets.

Date & Time: October 18, 9:00 am–2:00 pm
Address: 201 S. Bloomingdale Rd. and library lot

 

McHenry County Brews & Barrel Festival

Come join us for a day filled with delicious brews and spirits. This in-person event will be held at the Starline Factory, where you can sample a variety of craft beers and spirits from local breweries and distilleries. Get ready to enjoy live music and great food while sipping on your favorite drinks.

Date and time: Saturday, October 18 · 1:00 PM – 5:00 PM
Address: 300 West Front Street, Harvard, IL 60033