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Follow the Green Pumpkin Trail to collect healthy treats from local businesses and participate in kids' activities including pumpkin painting and costume swap. Join us October 17th from 11 a.m.-3 p.m.
Winterfest in Downtown Oak Park
Collect sweet treats at this signature holiday cookie walk on December 5th (11 a.m.-3 p.m.). Take photos with Saint Nicholas and enjoy a variety of family friendly entertainment acts.
Taste: Just a Bite of Forest Park
On August 27, join all participating eateries for a weekend of locally made home grown food! Special tasting plates and drink specials will be featured at all restaurants.
Halloween Casket Races
The Annual Casket Race is back! The Casket Race features trophies for 1st, 2nd and 3rd place, plus the most frightfully funny and creepy designs. Cheer on your favorite team - or join the race!
Join us and see what fabulous offerings the boutiques and shops have for Holiday 2015! Bring a food donation for the Forest Park Food Pantry and receive a special savings!
Wright Ride 2015
Come join us in Oak Park for a family friendly bike ride! Enjoy 10, 30, 50, and 68 mile routes. Experience beautiful tree lined architecturally rich communities, and after the ride dine and shop with us. This leisurely ride is perfect for the novice, casual cyclist, or experienced long-distance rider.
Home for the Holidays in Downtown Oak Park
Catch the old-fashioned holiday spirit with free horse-drawn sleigh rides and a visit from Santa!
Art dans la Rue
Embrace European culture at Downtown Oak Park's French street festival featuring art, food, wine, music, film, dance and more! The event will be held on August 4th from 12-9 p.m.
Pedal Oak Park Tour
Oak Park is home to the world's largest collection of buildings designed by Frank Lloyd Wright. Explore its picturesque historic neighborhoods on the Pedal Oak Park Tour, a guided bicycle tour of the exteriors of 22 Wright-designed structures. Cost is $30 (Trust Members), $35 (Non-members). The Pedal Oak Park Tour operates Fridays, Saturdays and Sundays in June-September from 9:30 to 11:30 a.m.
2015 Annual Holiday Walk
Live window displays, horse-drawn carriage rides and Santa and his reindeer are just part of the magic of The Annual Holiday Walk. Enjoy winter on Madison Street!
Dog Days of Summer
On July 30th this Thursday Night is for the dogs! Madison Street pays homage to the Animal Care League of Oak Park! Dogs and cats will be available for adoption. Contests for dog lovers of the area! Special savings and free treats too. 5% of sales will go to the Animal Care League of Oak Park.
Sample craft beer from Midwestern microbreweries at this zero-waste event presented by Seven Generations Ahead. Join us in Downtown Oak Park August 15th from 3-7 p.m.
Forest Park Sidewalk Sale
Big deals all along Madison Street! Bring friends and browse our stores and grab a bite to eat at one of our many restaurants!
Celebrate fall at this free two day music festival offering a premier line-up, seasonal food, microbrews, wine and Kids' Root Beer Garden. September 18th 4-10 p.m. & September 19th 12-10 p.m.
The Berwyn Park District presents BAM (Berwyn Arts & Music) Fest on Saturday, July 25th in Proksa Park. This Youth Arts & Music Festival will feature live music, youth art galleries, art creation stations, workshops and fun activities. This event will also feature a battle of the bands and teen lounge with live DJ's.
Shop Outdoor Sale
Join us in Downtown Oak Park July 16th (10am-9pm), 17th (10am-8pm), and 18th (10am-5pm) for our shop outdoor sale. Browse tables and racks to find the best deals of the season.
Autumn Wine Walk
Experience an afternoon of wine-tastings at unique boutiques and specialty shops! Enjoy appetizers from local restaurants and great deals while shopping for the Holidays!
Berwyn's Oktoberfest 2015
Save the dates for Friday, September 18th from 6-11 p.m. and Saturday, September 19th from Noon-11 p.m. and make the trip to Berwyn's Historic Depot District. The event boasts an international food court, carnival and amusement rides, family entertainment pavilion, and crafters and vendors. Enjoy live musical performances, a Beer Garden featuring special Oktoberfest seasonal selections!
25th Annual Berwyn Route 66 Car Show
The 25th Annual Berwyn Rt66 Car Show sponsored by Paisans Pizzeria & Bar will be held on Ogden Avenue in Berwyn. Berwyn has always been a great Route 66 town with a thriving, dynamic and fast-growing community at its hear. Stand on Historic Route 66 and see over 500 vintage and custom cars, trucks and motorcycles. This show has something for everyone! Demonstrations of Automobile Flamethrowing will thrill spectators!
Taste of Main Street
Join us for this annual tradition and enjoy an eclectic mix of small plates and sweets. Stick around for an after-party with entertainment. Tickets include food samples and after-party.
Viva Italia: Italian Night
O Sole Mio! Join us for a fabulous Thursday night of great food, music an store specials. We have a lot of Italy on Madison Street!
Music in the Street
Be part of the Depot District's tradition at the 5th Annual Music in the Street event on July 18th. The festival will feature live local bands, food and vendors. Admission is free, open to all-ages, and dog-friendly.
Forest Park Music Fest
Celebrate Summer at the all new Music Fest on Madison. Enjoy Chicago's best up-and-coming bands, artisans, local food vendors and merchant sidewalk sales.
Riverside Historic Walking Tours
Discover the winding roads, delightful parks, beautiful landscapes, varied architecture and much, much more! The North Tour covers the area north of the railroad tracks and features the Longcommon, an architecturally significant school, a place of worship designed by Jenney, and homes by Silsbee, Wright, Perkins, and Purcell & Elmslie. The South Tour includes Swan Pond Park, Scottswood Common, Wright's Country Estate & service buildings, architecture by Jenney, Drummond, Kenny & Vinci, Wittlesey, and a home designed by Olmsted's partner, Calvert Vaux. Dates: May 31 (North), June 28 (South), July 26 (North), August 30 (South), September 20 (North), October 25 (South).