Just a stroll from the Palmer House, Millennium Park is one of Chicago's most iconic and idyllic spots- home to The Bean, charming gardens, and plenty of places to lounge and soak in the skyline. It's also right next to the Art Institute of Chicago, if you're in the mood for a little art, and adjacent to Buckingham Fountain.
The Riverwalk is one the most scenic places to wander, and also a short distance from the Palmer House. It winds along the water with views of the city's sensational architecture and includes many little spots to grab a bite or drink such as the City Winery and Tiny Tapp.
Speaking of Chicago's architecture, the Architectural Boat Tours are one of the most unique and fascinating ways to see the city. These boats cruise down the Chicago River while guides share the stories and history behind some of the city's most notable buildings.
If you're up for a novel experience, the Skydeck at the Sears Tower (begrudgingly, I will tell you that is technically called the Willis Tower now) lets you step out onto a glass ledge over 1,300 feet in the air. On a clear day, you can see four states! It is also in close proximity to the Palmer House.
If you're in the mood to explore, Museum Campus has a little taste of everything- natural history (The Field Museum), sea creatures (The Shedd Aquarium), and even the stars (The Adler Planetarium). All set against the lakefront with breathtaking views of the skyline, adventuring between these renowned museums is an unforgettable experience.
If you're looking to feel immersed in the old-time elegance of Chicago, strolling down the Mag Mile is a great place to start. From classic department stores to everyone's favorite shopping staples and plenty of cafes and restaurants along the way, this part of the city is lively, scenic, and a fun way to spend an afternoon. Be sure to check out the Starbucks Reserve!
Sports fan or not, visiting Wrigley Field is a classic Chicago experience. It's one of the oldest ballparks in the country, and although the Cubs may not be playing at this time of year, it is surrounded by fun bars and a great neighborhood.
Since it'll be the end of October, I'd be remiss not to mention one of my absolute favorite activities in Chicago (and anywhere, for that matter). Home to Al Capone, H.H. Holmes, and many other haunting figures of the past, Chicago has some of the best spooky stories that are fantastically woven into eerie ghost tours and haunted pub crawls. It's a festive way to enjoy the history of Chicago. Also, if you're interested in checking out a couple spots that lend themselves to autumn and Halloween, here are a few of my favorites: Gatsby Speakeasy, Red Lion Pub, and King of Cups.
One of the greatest features of Chicago is how every neighborhood feels like it's own little world. From West Loop to Lincoln Park, Gold Coast to Logan Square, Wicker Park to River North, and everywhere in between, Chicago's neighborhoods (over 200!) are unrivaled and quite extraordinary. And, of course, the exceptional restaurant scene only adds to the excitement of the city. Please enjoy a few restaurant recommendation lists to use while you're in town! Samantha's Favorites: 1. Trivoli Tavern 2. Lux Bar 3. RL Restaurant 4. Gilt Bar 5. Alla Vita Jordan's Favorites: 1. Athenian Room 2. Greek Islands 3. Bavette's 4. Quartino's 5. Anywhere in Pilsen! Best Deep Dish Spots: 1. Uno's and Due's 2. Lou Malnati's 3. Giordano's 4. Pequod's 5. Gino's East Near the Palmer House: 1. Cindy's Rooftop 2. Italian Village 3. The Gage 4. The Berghoff 5. The Dearborn This is only a taste of what Chicago has to offer. Please ask us if you'd like more recommendations!