Explore Chicago Boutique Hotels

Chicago Will Sweep You Off Your Feet

Whether you are passing through for business or pleasure, let your eyes feast on Chicago's renowned architecture. The gleaming buildings are crafted with mastery and a variety of artistic installations have been neatly incorporated into the cityscape.

A visually stunning city, this Midwest utopia is a must see. Stay well at one of the many established boutique hotels woven just as artfully throughout the city.

Local Chicago Guide »

Stayful Independent & Boutique Hotels in Chicago

Complement your Chicago adventures by staying at a boutique hotel that suits your unique traveling needs.

See all Boutique Hotels in Chicago »

  1. City Suites Hotel

    2 stars
    Near Vic Theatre
  2. Public Chicago Entrance Small

    PUBLIC Chicago

    4 stars
    Near Hancock Tower
  3. The Willows Hotel

    2 stars
    In Chicago (Lincoln Park)
  4. MileNorth Chicago

    4 stars
    Near Hancock Tower
  5. The Majestic Hotel

    3 stars
    Near Lincoln Park
  6. Silversmith Hotel & Suites

    3 stars
    Near Skydeck Ledge
  7. Warwick Allerton Hotel Chicago

    4 stars
    Near Hancock Tower
  8. dana hotel and spa

    4 stars
    Near Hancock Tower
  9. Hard Rock Hotel Chicago

    4 stars
    Near Millennium Park
  10. Raffaello Hotel

    4 stars
    Near Hancock Tower
  11. Chicago Getaway Hostel

    Chicago Getaway Hostel

    2 stars
    Lincoln Park
  12. Ivy Hotel

    Ivy Hotel

    4 stars
    Magnificent Mile - River North
Local Guide

Where have all the locals gone? Jot down some of our recommendations and the locals are sure to be found.

The Great Pizza Debate

Try Chicago's famous deep dish pizza

Gino's East vs. Giordano's stuffed pizza. Dine at both and you be the judge in this ongoing hot debate. While Chicago is famous for stuffed and deep-dish pizza, the locals often favor the thin crust at My Pie; a family owned pizza joint located outside of downtown. This lighter meal will be more manageable for many, and will leave room for after drinks or dessert.

If you would prefer to steer clear of choosing pizza favorites, visit Uncommonground. Their duck confit hash served in the mornings will make your eyes widen at the crisp golden beauty and at the rich flavors of this mouth watering dish.

Quench Your Thirst

You could fall in love at Bin 36, with the food that is. Go solo or with a friend and savor their charcuterie plates. Try one, try all. The knowledgeable servers effortlessly suggest pairing suggestions so you can focus on the task of consumption at hand.

Bin 36 — Image curtesy of bin36.com

It's hard to stay classy all of the time. So dive into Pippin's Tavern on North Rush Street and take a few swigs of a frothy beer in a casual pub atmosphere.

Evening To Do's

Take cover at The Hideout in Bucktown, a serious local hot spot where anything goes. The Hideout hosts performances ranging from poetry reads and plays to rock & roll and comedy. If consistency tickles your fancy, try an evening out at the Green Mill. This uptown jazz club maintains a traditional 40's vibe and service. Say hello to Stella for us.

The Underground is the place to be seen in Chi-town. This is one sensory stunning nightclub with intense beats.

What We Love

There is a lot to love about Chicago. Find the time to take a stroll at these two locations, and bring a camera!

Visit Lincoln Park

Lincoln Park has a beautiful stretch of lakefront greenery and is a serene oasis in comparison to the bustling brick and mortar city center. Here you will find the Alfred Caldwell Lily Pool, where the surrounding gardens beauty is unmatched. It doesn't stop there; Lincoln Park Neighborhood also houses a host of restaurants and shops with charming tree lined streets.

Alfred Caldwell Lily Pool in Lincoln Park

If you are still not satisfied with the abundance that Lincoln Park offers, catch glimpses of exotic animals at the zoo. Additionally, explore the Chicago History Museum or the Peggy Notebaert Nature Museum. Needless to say, this is a large neighborhood (and associated parks) packed with exciting travel destinations.

The east facade of the Chicago Histry Museum (built 1932)

Take a Walk on the Lakefront Trail

This is an 18-mile long trail stretching from Hollywood Avenue to the North, all the way South to 71st Street. The trail is friendly to walkers, joggers, bikers and bladers. Like we said, bring a camera! The views will leave you dumbfounded. Lincoln Park is actually along the trail, as well as other parks, beaches, gardens, and places to refuel an exhausted body.

Enjoy a walk or a bike ride on the Lakefront Trail