The Best Staycation Ideas in and Around Illinois

Relax, Recharge, and Rediscover: The Best Staycation Ideas in and Around Illinois

Who says you need to hop on a plane to experience a memorable getaway? Whether you're looking to unwind, explore, or just try something new, Illinois offers a wealth of staycation opportunities for every kind of traveler. From urban adventures in Chicago to peaceful retreats in state parks, here are some of the best staycation ideas to enjoy without leaving (or straying far from) the Prairie State.

1. Be a Tourist in Chicago
Even if you live nearby, there’s always something new to discover in the Windy City. Try a themed weekend:
Cultural Getaway: Visit the Art Institute of Chicago, Museum of Science and Industry, or the DuSable Black History Museum.
Foodie Tour: Explore neighborhoods like Pilsen, Chinatown, and West Loop for world-class eats.
Relaxing Retreat: Book a night at a luxury hotel like The Peninsula or The Langham and treat yourself to spa services or a rooftop cocktail.

Pro Tip: Take an architectural river cruise—it’s a favorite for a reason!

2. Nature Escapes: State Parks and Forest Preserves
If you’re craving nature, Illinois delivers with beautiful parks perfect for hiking, biking, and camping.

Starved Rock State Park: Waterfalls, canyons, and scenic overlooks make this a top choice.
Matthiessen State Park: Just minutes from Starved Rock, with equally stunning trails and fewer crowds.
Shawnee National Forest (Southern Illinois): Home to the Garden of the Gods and incredible rock formations.

Stay the night in a cabin or try glamping if you want to upgrade the outdoor experience.

3. Hidden Gems & Small-Town Charm
Illinois has plenty of charming small towns worth exploring for a quiet, unique getaway.

Galena: Known for its historic Main Street, wine tastings, and romantic B&Bs.
Ottawa: A gateway to Starved Rock and a lovely riverfront downtown with antique shops and local cafes.
Geneva: Great option closer to the Chicago area with boutiques, spas, and cozy inns.

4. Create a Home-Based Getaway
Can’t or don’t want to leave the house? Turn your own space into a relaxing retreat.

Theme Nights: Try “Italy in Illinois” with homemade pasta, Italian music, and a wine tasting.
Backyard Camping: Pitch a tent, make s’mores, and stargaze—no travel required.
DIY Spa Day: Light candles, soak in the tub, and unwind with a face mask and your favorite playlist.

Bonus: No packing required.

5. Wineries, Breweries & Distillery Tours
Take a flavorful day trip to one of Illinois’ many local beverage hotspots.

August Hill Winery (Utica): Near Starved Rock with a cozy tasting room.
Illinois Sparkling Co. (Peru): Ideal for bubbly lovers.
Galena Cellars Winery or Lynfred Winery (Roselle): Perfect for wine tastings and tours.
Distillery/Brewery Tours: Check out FEW Spirits in Evanston or Revolution Brewing in Chicago.

Make it a weekend with a nearby Airbnb or quaint hotel.

6. Dive Into Local Culture
Many communities across Illinois host events and festivals year-round. Depending on when you're planning your staycation:

•Check out summer street festivals in Chicago

•Visit Springfield for Abraham Lincoln historical sites

•Enjoy live music, farmers markets, or seasonal events in your area

•Wrap-Up: Stay Local, Think Big

You don’t have to travel far, or at all, to enjoy a fulfilling break. Whether you’re craving the energy of the city, the calm of the outdoors, or simply a fresh perspective at home, Illinois offers countless ways to recharge close to home. At Overstreet Builders, we believe your home should be the kind of place you never want to vacation from. Explore our communities: Hidden Creek and The Reserves of Saddle Creek, which include some of the last opportunities to build your custom dream home in Naperville. Whether you already have a lot or need help finding the perfect one, we’re here to bring your vision to life. Let us help you build the home you’ll never want to leave.