Make Staypineapple Chicago Your Go-To Hotel Near Millennium Park
Staypineapple Chicago, An Iconic Hotel
Welcome to Staypineapple Chicago, just a hop, skip, and jump away from Chicago’s iconic Millennium Park. Staypineapple Chicago, the best hotel in downtown Chicago, is an icon in itself and a perfect choice for travelers looking for boutique comfort near the park. Whether you’re visiting the Windy City for a business trip, a family getaway, or a weekend adventure, our location puts the best of Chicago right at your doorstep.
Our hotel, just a convenient five-minute walk to Millennium Park, provides the ideal base to explore everything the city has to offer, with easy access to both the park and nearby attractions.
Just steps from the hotel, you'll find yourself immersed in the lush green spaces of Millennium Park — home to iconic Chicago landmarks like Cloud Gate (the "Bean"), Crown Fountain and the striking Jay Pritzker Pavilion. Spend a leisurely afternoon exploring the park, snap a photo by the Bean, or enjoy a live concert at the pavilion.
A short walk from Staypineapple Chicago, one of the most unique hotels close to Millennium Park, will get you to all the exciting events happening at the park year-round at or around the park throughout the year.
Don’t miss attending a performance at the Jay Pritzker Pavilion, one of the largest outdoor concert venues in Chicago. With free summer concerts and events, the pavilion offers something for everyone. The Chicago Jazz Festival lights up Millennium Park in August, and during the winter months, the park also transforms into a wonderland with ice skating at the McCormick Tribune Ice Rink.
In Grant Park, just a 7-minute drive or 20-minute walk away from Staypineapple Chicago, catch the Grant Park Music Festival in June, Lollapalooza in August, and the NASCAR Chicago Street Race in July. October brings the Chicago Marathon, starting and ending in the park.
Those celebrating Chicago Pride in June can take a short 20-minute car ride or 30 minutes on the L to get to the starting point of the Chicago Pride Parade.
In September and October, the internationally acclaimed event series, Sundays on State, transforms Chicago’s iconic State Street — happening right next to Staypineapple Chicago.
Also in October, don’t miss the Chicago International Film Festival happening citywide.
The Chicago Thanksgiving Parade in November marches down State Street — right next to our hotel! Some of our rooms have perfect views, and we offer cozy packages so you can watch in comfort (just like this Staypineapple guest’s festive CORE Memory).
And just 4 minutes away by foot, the Christkindlmarket in Daley Plaza brings holiday cheer all season long in November and December — with a surprise gift for guests who book direct with our special Christkindlmarket offer.
Once the New Year is in full swing, theater lovers will enjoy Chicago Theatre Week in February, when more than 100 performances across the city offer value-priced tickets, with many at theaters located within a short walking distance of Staypineapple Chicago.
In addition to its proximity to Millennium Park and all the exciting events surrounding the park year-round, Staypineapple Chicago, one of the finest hotels near the park, is just a short walk from Chicago’s Theater District. This vibrant area is home to Broadway shows, world-class performances, and live theater at iconic venues such as the Chicago Theatre and CIBC Theatre. From theater and dance to comedy, the district offers something for everyone.
Staypineapple Chicago is also ideally located for baseball fans, just a short train ride from Wrigley Field—home to the Chicago Cubs. Whether attending a game or exploring this historic stadium, our hotel—one of the top choices among Millennium Park Chicago hotels—offers the perfect base to enjoy all the action. Situated in the heart of the city, staying at our hotel allows you to experience the excitement of the ballpark while also being close to downtown Chicago's vibrant culture, dining and shopping.
Book your stay with us today and discover why Staypineapple is one of the best hotels near Millennium Park—a great choice for your next adventure in Chicago!
