A Hotel for Huskies just minutes from UW campus. Check out our serious style, colorful motif, and a range of upscale amenities.

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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, an icon in itself, is a perfect choice of hotels near Millennium Park, offering accommodations that are ideal for whether you're visiting the Windy City for a business trip or a family vacation. Our hotel, which is a convenient five-minute walk to Millennium Park, provides the best location to explore everything the city has to offer.

Staypineapple Chicago is one of the best hotels near Millennium Park, offering easy access to the park and other 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!

Ideally located near Millennium Park

Join the CORE, Get Sweet Deals

The CORE has JUICY rates, the lowest guaranteed every day!

BOOK NOW

Amenities Built for the Weary Traveler

After a busy day of learning and exploring you’ll be glad to enjoy our Staypineapple Signature Amenities like The Naked Experience, a cozy, fresh, cuddly, luxurious, sleep-so-well, you-don’t-remember-it night or our daily Afternoon Delights where you can indulge in pineapple treats and coffee (take 2, nobody’s watching).

SURFPINEAPPLE

High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.

STREAMPINEAPPLE

Dance like no one's watching to your favorite playlist or stay up late and binge-watch your favorite show. We won't judge, stream away!

IN-ROOM COFFEE & TEA

Wake up with your choice of coffee or tea for use with the in-room Keurig. We even have decaf if that’s more your style. More of your favorite is just a quick tap of the Everything Button away.

PINEAPPLE BIKES

Many of Chicago's most popular sights and activities are just a few pedals away with our stylish bikes.

PATH WATER BOTTLE

Don't be afraid to drink the PATH water bottle on the desk! This reusable bottle is pre-filled with purified still drinking water and is yours to keep. Don't have room to take it home? Simply leave it in your room and we'll recycle it for you.

WATER BAR

Need a water refill? Visit the Water Bar in the lobby to refill your water bottle with cold, hot, still or sparkling water.