Information on any event, please contact the Highland Chamber of Commerce, 618-654-3721 or info@highlandillinois.com
The Chamber’s Big Deal – Held in late winter or early spring, this major Chamber fundraiser is a night of FREE Casino entertainment– a time to play games, spend time with friends and have fun! The ever popular Silent Auction is also a featured event. For a $35 donation, you will receive admittance to the event, a delicious buffet dinner, a special event cocktail and other fun surprises. Event Sponsors are integral to the success of the Chamber's Big Deal. To support the Chamber as an Event Sponsor, download and fill out the Sponsorship Form here and return it to us along with your check. For more information contact the Highland Chamber of Commerce or 618-654-3721.
Peanut Butter & Jam Festivals – Fridays, 11:30-1:00, late May through mid-August Enjoy your lunch hour on the historic downtown Square. Both kids and adults will enjoy the free outdoor entertainment, PB&J sandwiches and popcorn. Other lunch time favorites are available for sale from local vendors.
For more information contact the Highland Chamber of Commerce or 618-654-3721.
Highland Farmer's Market – Thursdays, 4-8pm, mid-June through early October Held on the beautiful Downtown Square, this traditional Farmer's Market offers locally grown fruits, vegetables, flowers and other plants as well as the fine art work of local artisans. Cooking demonstrations and other scheduled activities make this a not-to-be-missed weekly event.
For more information contact the Market Master at 618-531-5111 or marketmaster@highlandillinois.com
Schweizerfest– Second weekend in June Highland’s homecoming is the celebration of our Swiss heritage. At the Schweizerfest, visitors enjoy activities, rides, entertainment and food in addition to parades both Saturday and Sunday nights.
This event is sponsored by the Highland Jaycees. For more information go to the Jaycees website at www.highlandjaycees.com. [Top]
Municipal Band Concerts – Fridays, 8 pm, mid-June through mid-August, on the Downtown Square
This talented 50 person band entertains audiences with a variety of musical selections including marches, Broadway hits and more. Concerts are free to the public. Bring lawn chairs.
For more information contact Sandra Allen at 618-363-0818 [Top]
Goomna Adventure Race– Third Saturday in June Co-ed three person teams compete in an outdoor adventure race that includes running, biking, swimming, canoeing, orienteering and much, much, more!
For more information contact the Highland Parks and Rec Department at 618-651-1386 or go to www.highlandillinois.gov. [Top]
Madison County Fair – Last full week in July Traditional county fair with product displays, livestock, arts and crafts, carnival rides, food, live music and arena events such as stock car race, tractor pull, demolition derby and 4-H show.
For more information go to www.madcofair.com or e-mail madcofair@hometel.com [Top]
Street Art Festival – First Saturday in August Artists transform the streets around the historic downtown square into an outdoor art museum as they create fabulous street paintings in chalk. Visitors amble through the streets watching the artists at work as they enjoy a variety of food and beverages, shop at the local artist’s expo and listen to live music.
For more information contact the Highland Chamber of Commerce or 618-654-3721. [Top]
St. Paul's Kirchenfest – Fourth weekend in August This two-day church festival has become a popular community event offering food (including the Bavarian dish prepared in a 500 pound skillet and a sit-down chicken dinner), live music, games, a competitive run, bike ride and much more.
For more information contact St. Paul Church at 618-654-2339 or go to www.kirchenfest.com [Top]
Homestead Harvest Days – Second weekend in September Sponosored by the Highland Historical Society, this three day event is packed with activities including demonstrations of threshing, old-time crafts, gas and steam engines, antique tractors, kids activities and tours of the most modern house around in the early 1900’s. Enjoy refreshments as you sit in the shade listening to old-time music.
For more information go to www.highlandhistory.org. [Top]
Family Night Hike – Mid-September
This fun family activity takes place at Highland’s Silver Lake Park. Follow the trail and look for a variety of animals and insects. Then, look to the stars through a telescope and see what hides in the sky. The evening finishes up with refreshments by the fire.
For more information contact the Highland Parks and Rec Department at 618-651-1386 or go to www.highlandillinois.gov. [Top]
Art in the Park – Second weekend in October The vibrant colors of Autumn provide the perfect canvas to paint a relaxing weekend filled with fine art, mouth-watering food and superb entertainment. Lindendale Park offers a tranquil setting where nearly 70 professional artists display their works of fine art. Festival attendees can shop for works of art in twelve categories. Children, too, can shop for just $5.00 at a special art gallery of work donated by the artists.
For more information go to www.highlandartscouncil.org [Top]
Haunted Hike – Held on a Friday and Saturday night in late October, visitors will glimpse what lurks in the darkness at Silver Lake Park on this haunted hike. The hike on Friday is for families with younger children, but on Saturday—prepare to be scared!
For more information contact the Highland Parks and Rec Department at 618-651-1386 or go to www.highlandillinois.gov.[Top]
Pumpkin Patch – Third Saturday in October
The Highland Civic Women’s Club sponsors this fun-filled day of activities for kids of all ages. They sell pumpkins for carving as well as amazingly creative pumpkins painted with your favorite cartoon characters. Other activities include pony rides, hay rides, barrel train rides, children’s games and lots of food.
For more information contact the Highland Chamber of Commerce or 618-654-3721. [Top]
Annual Lighted Christmas Parade – Friday after Thanksgiving
This annual holiday parade culminates with the official lighting of the downtown Square where musicians, madrigal singers, carriages rides, hot chocolate, kettle corn and Santa himself await visitors. For more information contact the Highland Chamber of Commerce or 618-654-3721. [Top]
The Chamber’s Big Deal – Held in late winter or early spring, this major Chamber fundraiser is a night of FREE Casino entertainment– a time to play games, spend time with friends and have fun! The ever popular Silent Auction is also a featured event. For a $35 donation, you will receive admittance to the event, a delicious buffet dinner, a special event cocktail and other fun surprises. Event Sponsors are integral to the success of the Chamber's Big Deal. To support the Chamber as an Event Sponsor, download and fill out the 
