Holiday Tea, winter igloo, rooftop fire pit, s’mores, and live weekend music—celebrate the season at The Ambassador Gold Coast.

Experience heated rooftop igloos, chef-crafted shareables, cocktails, and skyline views 29 floors above the Magnificent Mile this winter.

Celebrate Thanksgiving in Chicago with The Chicago Hotel Collection — festive stays, local parades, and cozy city charm await!

Discover boutique hospitality redefined. Enjoy all-inclusive perks, premium upgrades, and exclusive rewards at The Chicago Hotel Collection.

Experience the best of summer in Chicago with The Chicago Hotel Collection. From rooftop views and Cubs games to lakefront festivals and fireworks, discover big city energy steps from your stay.

Plan your summer escape to Chicago starting May 2025. Stay near rooftops, festivals, and lakefront fun with The Chicago Hotel Collection.

Opened in 1926, Ambassador Chicago began as a Gold Coast icon—Chicago’s original boutique hotel built atop old beer tunnels.

The Chicago Hotel Collection acquires Ambassador Chicago, blending historic charm with modern comfort and exclusive guest perks.

Enjoy Chicago’s best outdoor dining this spring with rooftop views, riverfront patios, and beer gardens near The Chicago Hotel Collection.

Experience Chicago in March with festive events, sports, theater, and iconic sights. Book direct for the best rates and exclusive perks!

Chicago’s best late-night restaurants, from upscale dining to top-tier comfort food. Stay nearby and book direct to save on your stay.

Discover Chicago this weekend with whiskey tastings, SoxFest, Polar Adventure Day, mac & cheese crawls, and magic shows. Book direct & save!

Stay steps from the world’s largest Starbucks Reserve Roastery at The Chicago Hotel Collection. Book direct & save on your downtown stay!