Discover a true taste of Ireland in the heart of Chicago at the Guinness Open Gate Brewery, the second taproom of its kind in the United States. This iconic destination combines over 260 years of brewing tradition with the innovative energy of Chicago. Enjoy classic Guinness favorites alongside exclusive, locally crafted beers brewed right on-site. Whether you’re a lifelong Guinness fan or a casual beer lover, the Guinness Open Gate Brewery offers an unforgettable experience that celebrates the best of Irish brewing with a Chicago twist.

Au Cheval is a renowned Chicago restaurant known for serving some of the city’s best burgers in a relaxed, yet upscale setting. Famous for its perfectly cooked patties, indulgent toppings, and signature crispy fries, it’s a must-visit for food lovers looking for a classic American experience with a gourmet twist.

Walking down the cobblestone alleyway of 114 North Green Street’s historic courtyard feels like stepping back in time, transporting you to old-school Chicago. Hidden at the end, Trivoli Tavern offers a taste of the past with strong drinks, coal-fired seafood, fresh oysters, pastas, and charred butcher’s cuts and chops. The lively conversation and inviting atmosphere add to the nostalgic charm. Nestled inside Trivoli Tavern is Lobster Bar, where a salty, old-school vibe complements a menu of shellfish, sushi, sake, and slushies. Whether you're indulging in a hearty brunch or savoring fresh seafood, this dynamic spot offers a perfect blend of great food, drinks, and unforgettable atmosphere.

Located down a brick-paved alley in Chicago's West Loop, Green Street Smoked Meats is a nationally acclaimed BBQ destination serving up house-smoked, Central Texas-inspired BBQ in a laid-back, warehouse-style setting. With rock music playing in the background, guests enjoy tender brisket, juicy ribs, and flavorful sausages served at the counter—making it a must-visit for BBQ enthusiasts looking for bold, authentic flavors in a vibrant atmosphere.

J.P. Graziano Grocery is a beloved family-owned Italian deli and grocery store in Chicago, known for its delicious sandwiches, specialty items, and old-school charm. Since 1937, they've been serving up authentic, high-quality ingredients and hearty, flavorful subs, making it a must-visit spot for locals and visitors alike.

Step into Chicago's ultimate adult playground at Punch Bowl Social, where the fun never stops and the good vibes keep rolling. This one-of-a-kind venue is packed with activities to unleash your inner kid, from bowling and karaoke to vintage arcade games, ping-pong, and shuffleboard. Whether you're belting out your favorite tunes, challenging friends to a friendly competition, or racking up strikes on the lanes, every corner of Punch Bowl Social is designed for adventure. Perfect for a night out, a group hang, or even a unique date, it’s the go-to spot for letting loose and making memories—all with a playful twist.

Step into a world of fun and friendly competition at Puttery Chicago, the city's ultimate indoor mini-golf experience. Combining creative course design with a lively atmosphere, this modern take on mini-golf brings together vibrant lighting, unique themes, and interactive features that make each hole a new adventure. Challenge your friends, family, or date to a round of golf like no other, where the game is just as much about laughs and good times as it is about precision. With its full-service bar, delicious bites, and stylish setting, Puttery is the perfect place to unwind, socialize, and enjoy a fresh twist on a classic game.

Experience a one-of-a-kind skating adventure in the heart of downtown Chicago at Maggie Daley Park. Glide along the winding skating ribbon, surrounded by lush trees, vibrant bushes, and other natural beauty that makes this spot truly special. With the stunning Chicago skyline as your backdrop, it’s the perfect blend of urban charm and outdoor fun, offering an unforgettable skating experience for all ages and skill levels. Whether you’re skating solo, with friends, or enjoying a cozy date, Maggie Daley Park provides a magical setting that captures the essence of winter in Chicago.