Explore Downtown St. Charles, where you’ll find a vibrant mix of entertainment and relaxation! Catch a show at one of their two theaters, sample local brews at five nearby breweries, or savor a crisp cider at a local cidery. Dive into boutique shopping and indulge in a delightful array of dining options. Don’t miss out on the scenic riverfront views from charming restaurant patios, or take a leisurely stroll through their beautiful parks. There’s something for everyone to enjoy!

If you're looking to dive into city life during the holiday weekend, we highly recommend experiencing the city from the water. Hop aboard a boat for an unforgettable architecture tour that immerses you in the rich history of our vibrant city. It’s the perfect way to get up close and personal with our breathtaking views and discover the beauty of our skyline like never before!

We’re lucky to call this incredible city home, renowned for having some of the best food in the world. Here are a few of our top recommendations. If you plan to visit any of these spots, we suggest making reservations ahead of time.

Trivoli Tavern

Guinness Open Gate Brewery Chicago

Miru

Robert's Pizza

RPM Steak *our favorite espresso martini*

Blue Sushi Sake Grill

Volare

Sienna Tavern

Giordano's

Mon Ami Gabi

Nestled in one of Chicago’s northern neighborhoods, Spiteful Brewing holds a special place in our hearts as it was where our "first" official date took place. We often head over there to sip on our favorite brews—like their Grapefruit Radler and the Bleacher Bum (a Blonde Ale with Peach)—while enjoying a friendly game of gin rummy on the patio.