LGBTQ+, Tours & attractions
How to spend 24 hours in Chicago’s Northalsted (Boystown) neighborhood
Northalsted (also known as Boystown) is known around the world as the oldest official recognized gay neighborhood in the country.
Rosalind Cummings-Yeates
A born and raised Windy City girl, Rosalind Cummings-Yeates loves to show visitors and locals the multi-dimensional appeal of her town. She’s a writer who specializes in travel and arts topics for local and international publications. She’s the author of the guidebooks Moon 52 Things to Do in Chicago (Avalon) and Exploring Chicago Blues (History Press). She lives in Rogers Park; follow her adventures on Instagram and TikTok.
17 posts by Rosalind Cummings-Yeates
Architecture & history, Blog, Special events
How to celebrate Juneteenth 2026 in Chicago
Dating back to 1865, Juneteenth is a nationally celebrated commemoration of the ending of chattel slavery in the U.S. On June 19, 1865, Union soldiers…
Blog, Free & cheap, Special events
The best free things to do in Millennium Park this summer
Millennium Park events this summer Free evening concerts on Monday and Thursday from June 15 – Aug. 6 Free movie screenings on Tuesdays from June…
Neighborhoods, Tours & attractions
How to spend 24 hours in Chicago’s Hyde Park neighborhood
The historic, tree-lined streets of Chicago’s storied Hyde Park neighborhood are filled with Gothic architecture, cultural landmarks, and a welcoming energy that gives it a…
Architecture & history, Tours & attractions
How to celebrate Black History Month in Chicago
The significance of Black history in Chicago has helped shape the city into a cultural and economic powerhouse. And there’s no better time to discover…
Blog, Special events
6 ideas for planning a family reunion in Chicago
With rich culture, acclaimed dining, and fascinating history, Chicago is the perfect location for a family reunion. These multi-generational gatherings are a beloved tradition for…
Blog, Dining
Chicago’s oldest neighborhood restaurants
Chicago’s much-lauded dining scene has earned a well-deserved reputation as the ultimate foodie city. Restaurants offer everything from iconic Chicago fare like deep dish pizza…
Architecture & history, Blog, Neighborhoods
The history of Pullman in Chicago: the birth of a National Monument and the country’s first Black labor union
Head to the historic Pullman neighborhood to explore the first National Park Service site in Chicago. This historic area on the city’s South Side was…
Blog, Music, Neighborhoods
The history of jazz music on Chicago’s South Side
Chicago is a city shaped by music — and a place with a deep impact on the musical landscape. This is where house music was…
Blog, Neighborhoods
What to eat, see, and do in Chicago’s South Shore neighborhood
Stretching along the Lake Michigan shoreline from 67th Street to 79th Street, Chicago’s South Shore neighborhood is noted for its architectural beauty and cultural institutions.…
Arts, culture & entertainment, Blog
Experience Black art and culture in Chicago
From the start of the Great Migration until today, Chicago has supplied a rich tapestry of Black art and culture. The Chicago Black Renaissance produced…
Architecture & history, Arts, culture & entertainment
Things to do, see, and eat in Chicago’s Bronzeville neighborhood
History lines the streets in Chicago’s landmark Bronzeville neighborhood. Dubbed the city’s “Black Metropolis,” this south side community served as the headquarters for African American…
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