Escape the City (Just for a Bit): Fun & Easy Day Trips from Chicago✨

July 3, 2025

Escape the City (Just for a Bit): Fun & Easy Day Trips from Chicago

Living in the heart of Chicago means you’re never far from the action—but sometimes, even city lovers need a quick change of pace. Whether you call Reside’s Lakeview, Lincoln Park, or Gold Coast communities home, you’re just a short ride from some truly unforgettable day trips. So grab your sunnies, cue up your favorite playlist, and let’s hit the road!


Starved Rock State Park – Waterfalls & Fresh Air

A family is walking through the woods holding hands.

About two hours from the city, Starved Rock feels like stepping into another world. With 13 miles of hiking trails, sandstone canyons, and hidden waterfalls, it’s the ultimate nature escape. Not into hiking? No worries—you can still soak in the views, pack a picnic, and enjoy a slower pace for the day.

New Buffalo, Michigan – Beach Vibes + Wine Time

A group of people are jumping in the air on a beach at sunset.

Yes, Chicago has lakefront living, but New Buffalo brings a whole new energy. Just 90 minutes from the city, this beachy Michigan town is perfect for lounging by the water, dining at The Stray Dog, and even sneaking in a wine tasting at one of the nearby Southwest Michigan vineyards. Summer Fridays, anyone?

Lake Geneva, Wisconsin – Small-Town Charm

A group of people are standing next to each other holding cups of coffee and shopping bags.

Craving cobblestone streets and boutique shopping? Lake Geneva delivers. Less than two hours north, this walkable lakefront town offers a mix of cute cafés, boat tours, and historic mansions. It’s a sweet spot for couples, friends, or solo explorers looking for a little R&R.

Milwaukee, Wisconsin – Art, Food & Curds (Yes, Really)

Three paintings are hanging on a green wall in a dark room.

For a more urban adventure, Milwaukee is your go-to. Just under two hours from Chicago, you’ll find vibrant neighborhoods, amazing food, lake views, and the iconic Milwaukee Art Museum. Don’t forget to try the cheese curds—trust us on this one.

A group of people are sitting on a ledge on top of a building.

Whether you’re looking for waterfalls, wine tastings, or just a new backdrop for your weekend, day trips from Chicago are full of fun and surprises. And the best part? You’ll be back in your Reside apartment by nightfall—ready to relax, recharge, and plan your next mini escape.

Live well. Get out there. Come home to Reside.

Aerial view of Chicago skyline along Lake Michigan with a sandy beach and curving lakeside road

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