5 Amazing Things to Do in Westchester This June

A rock legend at Port Chester's Capitol Theatre, Kenny G at the Ridgefield Playhouse, and more make it a month to remember.

June 18

Who’s Who

The Who remains one of rock’s most iconic bands, having performed at Woodstock, being inducted into the Rock and Roll Hall of Fame, and changing the very landscape of contemporary music with the megahit musical Tommy. This month, catch The Who’s front man, Roger Daltrey, in the flesh when he takes the stage at Port Chester’s Capitol Theatre for a night of hits and rarities from The Who, his solo music, and anecdotes from his legendary career.

Kenny G
Photo courtesy of Kenny G

June 23

Ultra-Smooth Tunes

When many think of saxophone players, the name Kenny G still comes to mind. Following a sold-out 2022 show, this Grammy and American Music Award-winner, who has sold more than 75 million albums worldwide, returns to the Ridgefield Playhouse stage on June 23 for a night of ultra-smooth tunes.

June 28

Souled Out

Known as the Prince of Sophisticated Soul, R&B star Will Downing has earned that title with a career encompassing 32 years and 22 albums. Catch the beloved musician known for enduring hits like “A Million Ways,” “I Go Crazy,” and “Wishing on a Star” when he hits The Tarrytown Music Hall stage for one night only this month.

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American Roots Music Festival
Photo by ©Shervin Lainez

June 29

Putting Down Roots

Looking for a day filled with captivating chords and grassy outdoor seating ideal for the family? Katonah’s Caramoor Center for Music and the Arts is here to help with its annual American Roots Music Festival. From folk to blues to Americana, this year’s roster of locally and nationally acclaimed performers includes artists Madison Cunningham, Lizzie No, Solomon Hicks, and Rissi Palmer.

Gabriel “Fluffy” Iglesias
Photo by Jose Guerrero

June 29

The Right Fluff

Good luck keeping a straight face when Gabriel “Fluffy” Iglesias takes the stage. With his own Netflix series, more than 25 million followers on social media, and more than 1.1 billion views of his videos on YouTube, Iglesias remains one of the country’s most successful comics. Included in The Hollywood Reporter’s “Top 40 Comic Players,” Iglesias will be cracking wise at Stamford’s Palace Theatre this month for a night of his unique humor.

Related: 7 Must-Do Events in Westchester County Throughout the Year

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

Our Best of Westchester Elimination Ballot is open through March 6!

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