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February 19-22, 2026

A Celebration of Mainstream
Gender Diversity

What is Paint the Town?
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Paint the Town is a gathering of gender diverse individuals. Our objective is to create a supportive space for those interested in being open and visible within mainstream society. In support of this objective we have created an online space to welcome new members, before the event, and maintain friendships long after.

Who We Are
Where is Paint the Town?
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Our base of operations is the River North part of downtown Chicago. It is known for being a hub of nightlife with dozens of restaurants and live entertainment venues. River North is also adjacent to the Magnificent Mile shopping district and just across the river from the theater district, located in the world famous Chicago Loop. The North Halsted area (formally known as Boystown and just 20 minutes by train or Uber) is one of the largest LGBT communities in the country. â€‹

Where
Why February?
Why Chicago in February?

The answer is simple - cheap hotels.

Chicago is known for pricey hotels, but not in the winter.

February might be to cold for the beach, but the great restaurants and entertainment venues are all open and plenty warm.

You’ll just need to remember to pack that very fashionable winter coat.

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