Best Towns Near Chicago to See Fall Colors
As autumn sweeps across the Midwest, the Chicago area transforms into a vibrant tapestry of gold, crimson, and amber. While the city itself offers glimpses of seasonal beauty, some of the most breathtaking fall foliage near Chicago can be found just beyond its borders. From charming small towns to scenic forest preserves, these nearby destinations make perfect day trips or weekend getaways for families eager to see fall colors near Chicago.
Whether you’re craving a stroll beneath fiery maples, a cozy café stop in a historic downtown, or a family photo session framed by glowing oaks, the towns surrounding Chicago deliver the whole fall experience. In this guide, we’ll highlight the best spots to witness nature’s autumn masterpiece, and for even more fall fun, check out our Fall Day Trips Guide.
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FAQs for Chicago Fall Foliage
Q: When is the best time of year to see fall colors in Chicago?
A: Though it may vary from year to year, the best time to see fall colors near Chicago is typically late September through early October.
Q: Where can I see fall foliage in the city of Chicago?
A: Within the city, Millenium Park, Garfield Park Conservatory, Lincoln Park, and Jackson Park are amongst the best places in Chicago for fall colors.
Where to See Fall Colors Near Chicago
Galena, Illinois
This northwestern Illinois town is no secret to those looking for an idyllic weekend escape. The picturesque village, located on the Mississippi River, offers year-round activities, and it’s especially photo-worthy in the fall around the second and third week of October. For a full itinerary, our weekend guide to Galena is a must-read.
Hubertus, Wisconsin
While the Kettle Moraine State Park runs through several towns, Hubertus is home to the famed Holy Hill segment of the Ice Age National Scenic Trail. There are two hiking options: a quick 0.6-mile hike around the Basilica only, or a longer option spanning approximately 6.7 miles and winding through lush forest, ending at the Holy Hill Basilica. Once you reach the top, take in the 360-degree views of all the fall colors best seen mid-September through October.
Grafton, Illinois
Grafton is a stunning place to soak in the Chicago-area fall colors, especially where the Mississippi and Illinois Rivers converge — the bluffs and riverbanks are dotted with warm colors during October. The best spot for viewing fall foliage is Pere Marquette State Park, featuring easy trails, expansive overlooks, and a cozy lodge. For even more wow-worthy views, take a drive along the Great River Road or ride the SkyTour Bluff Lift at sunset to see the autumn colors in all their glory.
Crown Point, Indiana
A few hours southeast of Chicago is the charming town of Crown Point, Indiana. It’s a sweet pick for a fall getaway — with colorful trees and lively parks and trails. Try the Erie Lackawanna Trail, which is perfect for a laid-back hike or bike ride. Lemon Lake Park also offers ample space for picnics, playground activities, and fresh air. Throw in downtown’s fall festivals, nearby pumpkin patches, and some cozy local restaurants, and Crown Point becomes an easygoing, family-friendly spot to soak up autumn.

Photo courtesy of the City of Crown Point, IN
St. Charles, Illinois
Located just northwest of Chicago, St. Charles lies on the Fox River and offers hayrides and s’mores at historic Primrose Farm, where families can wander through any of its 60-plus parks (Delnor Woods, Pottawatomie Park, etc.) under glowing fall foliage, or enjoy a relaxing walk along the Fox River Trail. Keep a lookout for local events like Scarecrow Weekend, which features food, a scarecrow costume contest, a kids zone, and more.
New Buffalo, Michigan
A cozy beach town perched on Lake Michigan, New Buffalo is mainly known as a summer town, but don’t let that fool you. The fall colors come alive in October, and nearby hiking trails, such as the Warren Dunes or Galien River County Park, offer a chance to catch sight of the colorful leaves. Then, warm up with cider and pumpkin treats at local farms. New Buffalo also has lots of kid-friendly spots—boardwalks, beaches, and fun places for ice cream—so between nature, food, and simple joys, everyone gets something in the day.
Savanna, Illinois
This northwest river town is a fantastic destination for leaf-peeping, thanks to its sweeping Mississippi River bluffs and access to scenic drives like the Great River Road; yes, that same road runs along the entire western border. Families can enjoy exploring the Mississippi Palisades State Park, where kid-friendly trails lead to breathtaking overlooks bursting with fall color. The charming small-town vibe, local diners, and nearby nature centers make it a relaxing and family-friendly getaway during the peak autumn foliage season, from September through early November.
Lake Geneva, Wisconsin
Lake Geneva is stunning in the fall, with vibrant colors reflecting off the lake and lining the scenic Shore Path for a perfect autumn stroll. Families can also enjoy boat tours, apple picking, and cozy cafés, making it an easy and beautiful fall getaway. For a more detailed guide, check out our guide on the Best Things to do in Lake Geneva.
Michigan City, Indiana
The forests at Indiana Dunes National Park near Michigan City come alive with vibrant autumn shades, and Lake Michigan reflects the colorful trees for an extra-special view. Nearby, Washington Park offers gentle trails and open spaces, an excellent place for leisurely walks and a fun family outing close to town.
Monticello, Illinois
Monticello, Illinois, is an excellent spot for families to enjoy the fall colors, especially at Allerton Park & Retreat Center, where 1,500 acres of trails, historic architecture, and picnic spots come alive in vibrant gold, red, and orange hues. Peak foliage typically occurs in mid-to-late October, with the second week often being the best. Nearby Homer Lake and Lake of the Woods preserves offer extra trails and natural beauty for a full day of leaf peeping.
Places featured in this article:
Galena
Kettle Moraine State Forest
Indiana Dunes State Park
