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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STAYPINEAPPLE CHICAGO SETS THE STAGE AS THE PERFECT HOTEL NEAR THE CHICAGO THEATER DISTRICT

Staypineapple Chicago, An Iconic Hotel

Staypineapple Chicago, a hotel near the Chicago Theater District, is the best ticket in town to experience world-class entertainment inside some of the country’s most renowned theaters. 

A perfect choice for theater enthusiasts and cultural explorers alike, our hotel close to the Chicago Theater District puts you in the epicenter of Chicago's rich performing arts scene. We’re ideally situated a short walking distance from the city’s most celebrated theaters, including:

The Chicago Theatre: Known for its stunning architecture and iconic marquee that can be seen right outside of the windows of many of our comfortable guest rooms, this historic venue hosts a diverse range of performances from Broadway shows to live concerts.

The Goodman Theatre: Renowned for its innovative productions and captivating plays, the Goodman Theatre is a cultural gem and Chicago’s oldest and largest not-for-profit theater, located a short walk away from our Chicago Theater District hotel. 

The Cadillac Palace Theatre: Our hotel near the Cadillac Palace, where you can experience popular productions and Broadway hits, is an elegant theater known for its ornate interiors that were inspired by the Palace of Versailles.

The CIBC Theatre: This iconic venue, close to our Chicago Theater District hotel, which became a popular destination for vaudeville acts when it first opened, hosts a range of performances from dazzling Broadway hits to innovative new works.

The James M. Nederlander Theatre: A beacon for theatrical excellence and celebrated for its beautiful art deco design, not unlike the interiors of Staypineapple Chicago, features blockbuster Broadway musicals and top-tier performances.

The Harris Theater: As Chicago’s home for music and dance showcasing world-renowned and emerging talent, this theater is located along the northern edge of Millenium Park, which you can marvel at from our Millenium Park View Suite at our hotel near the Harris Theater.

While you’re staying at Staypineapple Chicago, our hotel near the Chicago Theater District in the heart of the bustling Loop neighborhood, plan the perfect night of dinner and a show by enjoying premier dining at our on-site restaurant, Atwood.

Book your stay at Staypineapple Chicago today and immerse yourself in the magic of the city’s theater scene. We can’t wait to welcome you to the best seats in town!

Ideally located in the heart of The Chicago Theater District

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.