As fall settles into the Midwest, Chicagoans like me begin craving a peaceful escape from the city. Luckily, just a short drive away, La Crosse and Beloit, Wisconsin, offer the perfect mix of natural beauty and small-town charm. Whether you're up for outdoor adventures, fall festivals, or cozy dining, these two towns provide the ultimate autumn getaway.

La Crosse: a river town full of fall beauty

Just a four-hour drive from Chicago, the La Crosse Region is nestled along the Mississippi River and makes for an ideal fall escape. As the season unfolds, the bluffs light up in vibrant shades of red, orange, and gold, creating breathtaking, picture-perfect views.

Top fall activities in La Crosse:

Grandad Bluff Park

Towering 600 feet above the Mississippi River, Grandad Bluff offers breathtaking views of the river and tri-state area. Visitors can hike this famous landmark or drive to the iconic overlook. The fall colors make it even more spectacular—pack a lunch or coffee and take in the scenery.

Fall festivals

If you visit in October, don’t miss La Crosse’s lively and nationally renowned “Oktoberfest USA.” The festival features parades, live music, German cuisine, lederhosen games, and of course, beer! Be sure to book early, as Oktoberfest is a popular, weekend-long event!

Riverside vibes

The La Crosse Region lies along the Great River Road and hosts multiple attractions along the Mississippi River. Great River Landing in Onalaska, Wisconsin, is a family-friendly destination and the trailhead to the Great River State Trail, 24 miles long. Riverside Park of La Crosse also offers a tranquil, scenic escape during the fall season. It showcases shorelines dusted with vibrant, autumn colors. Riverside Park is also home to the La Crosse Queen paddle boat, which offers sightseeing cruises on the mighty river.

Wine, dine, and stay

For dining, stop by Digger’s Sting for a classic supper club experience, or head to The Charmant Hotel for French-inspired meals and beautiful views of the Mississippi River from its rooftop. And for a sweet treat, visit the iconic Pearl Ice Cream Parlor, known for its homemade fall flavors like the caramel apple sundae. For accommodations, Home2 Suites is a comfortable option in the heart of historic downtown La Crosse. Its convenient location is ideal for walking to the many restaurants, cultural hubs, and shops.

Beloit: Urban chic meets small-town charm

Just 90 minutes from Chicago, Beloit is a hidden gem with a vibrant downtown, a thriving art scene, and plenty to explore in the fall.

Top fall activities in Beloit:

Beloit Farmers' Market

The second-largest outdoor market in Wisconsin runs every Saturday morning through October, perfect for stocking up on fresh produce, flowers, baked goods, and local crafts. Grab some fresh apples or something pumpkin-spiced for a fall picnic by the Rock River. The market continues indoors at the Downtown Beloit Association from November through April. 

One-of-a-kind restaurants

Start your day at Bagels & More, a local favorite known for its fresh, made-from-scratch bagels. Whether you’re craving a classic bagel with homemade cream cheese or hot comfort food from the kitchen, it’s the perfect place to warm up with a latte and enjoy the relaxed downtown vibe. Beloit is home to three traditional Wisconsin Supper Clubs and many family-owned dining options that you won’t find in other cities.

Oktoberfest

Oktoberfest, hosted by Downtown Beloit Association, is one of Beloit’s most popular outdoor events! Hundreds of locals and visitors fill the 300 block of State Street in the historic downtown to enjoy several types of beer, live music, food, axe throwing, and hammerschlagen!

Outdoor adventures

Rent a paddle boat or kayak to explore the Rock River at Riverside Park. Or hike the trails at Big Hill Park, with over 190 acres of fall foliage on the bluffs of the Rock River. The stunning fall scenery makes it even more special. On your way to Big Hill Park, stop at Apple Hut for hot apple cider donuts and to pick your own apples.

Sip & relax at G5 Brewing Company

Visit G5 Brewing Company, a family-owned brewery offering seasonal and signature craft beers. Their cozy indoor space and outdoor patio make it the perfect spot to unwind after a day of exploring. Be sure to try their Wisconsin cheeseburger and truffle fries—they’re perfection!

Why choose La Crosse and Beloit for your fall escape?

Both towns offer peaceful, less crowded retreats with unique fall experiences—from scenic riverside views to charming downtown streets. Whether you want to hike, pick apples, or enjoy a fall festival, the La Crosse Region and Beloit provide the perfect autumn getaway, just a short drive from Chicago. To learn more about La Crosse and Beloit, check out ExploreLaCrosse.com and visitbeloit.com.