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9 Cool Fall Concerts to Catch in the Hudson Valley

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These Hudson Valley venues host iconic performers all autumn long, making for a fall concert season you won’t want to miss.

We tend to cozy up and stay in during the winter months, but there are still plenty of reasons to get out in the Hudson Valley this season. The coming of fall means the advent of some of our favorite activities: apple picking, brewery hopping, cider sipping, hiking, and devouring apple cider donuts.

But we would be remiss not to also mention the concerts taking place throughout fall. Singer-songwriters like Sara Bareilles and Judy Collins will wow audiences with turns of phrase aplenty, and classical music fans will be delighted by the programming at Bard College.

Without further ado, here are the fall concerts we’re most excited for!

The Capitol Theatre

Sara Bareilles, Pace Women’s Justice Center Benefit Concert

October 6, 8 p.m.


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What should you expect? Just off an eight-week run as the Baker’s Wife in Lear deBessonet’s Into the Woods, Sara Bareilles will share her effortless vocals with the Hudson Valley. Bareilles is just as renowned as a pop artist as she is a Broadway ingenue.

Did you know? In 2020, her single titled “Saint Honestly” won her a Grammy for Best American Roots Performance, and she’s earned several Tony nominations throughout her career.

Tarrytown Music Hall

The Wailers

October 12, 8 p.m.


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What should you expect? Over the span of eight years, Bob Marley & The Wailers churned out hits like “Could You Be Loved,” “Three Little Birds,” and “Is This Love.” Before Marley’s passing in 1981, he requested that the group stay together in the case of his death. Decades later, The Wailers’ “quest to bring reggae to the forefront of the world’s stage” continues.

Did you know? The leader of The Wailers, bassist Aston “Family Man” Barrett, has fathered 41 children, but his nickname, “Family Man,” predates the birth of his first child.

Judy Collins

December 9, 8 p.m.


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What should you expect? A cross between a Judy Collins greatest hits concert and a holiday-themed cabaret of classics. She’ll grace the audience with selections from her recent Spellbound—her 55th album. It will be “an intimately elegant Christmas experience curated by Judy.”

Did you know? Joni Mitchell’s famous “Both Sides Now” was originally performed by Collins in 1968. The following year, Mitchell recorded her own rendition for her sophomore album, Clouds.


Sierra Boggess

October 22, 8 p.m.

What should you expect? Sara isn’t the only leading lady on our list—Caramoor will host Sierra Boggess for a cabaret. If you’ve had a finger on the pulse of musical theater at any point in the past 15 years, you likely understand how special an occasion this concert is. Boggess is an Olivier Award nominee with an enviable resume, having appeared in Broadway shows like It Shoulda Been You and School of Rock.

Did you know? Boggess originated the role of Ariel in The Little Mermaid and has played Christine Daaé in Phantom several times, including a stint on Broadway.

Josh Ritter

December 3, 8 p.m.


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What should you expect? Listeners have likened Ritter to Bob Dylan and Bruce Springsteen, and he earned a spot on Paste magazine’s “100 Greatest Living Songwriters” list. At present, he’s touring an acoustic set exclusively at small venues—he prefers it that way, as it allows him to “form a deeper connection with audiences.”

Did you know? Before pursuing music, Ritter was enrolled in the neuroscience program at Oberlin College.

City Winery Hudson Valley


October 26, 8 p.m.


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What should you expect? Take a listen to this group’s hit single, “Boston.” Frontman Dan Layus may be best known for that tune, but he has not settled artistically. He’s moved in a slightly more experimental direction with his latest release, Everyday an Eternity: Solo Piano Works. This fall concert will be comprised of “a genre-defying collection of powerful piano compositions,” and what better venue than City Winery for an intimate performance?

Did you know? Over the band’s career, six musicians have played as part of Augustana, but Dan Layus is the only remaining member. And they’ve toured with Maroon Five.

Fisher Center at Bard College

The Orchestra Now

October 29, 7 p.m.; October 30, 2 p.m.


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What should you expect? This group is Bard’s “graduate-level training orchestra” led by renowned conductor and Bard College president Leon Botstein. Ahead of their performance at Carnegie Hall—yes, that Carnegie Hall—they offer a program of German and Austrian compositions to the Valley.

Did you know? The Orchestra Now frequently performs at notable venues like Carnegie Hall, The Metropolitan Museum of Art, and Lincoln Center.

The Bard Conservatory Orchestra

December 3, 8 p.m.

What should you expect? At this fall concert, enjoy Tchaikovsky’s opus, The Nutcracker, as performed by some of the most impressive instrumentalists in the Hudson Valley.

Did you know? Tchaikovsky is generally considered the first great Russian composer. Among his most recognizable are The Nutcracker, The Sleeping Beauty, and Swan Lake.

Bethel Woods Center for the Arts

Valerie June

November 6, 8 p.m.


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What should you expect? One of the “most intriguing, fully formed new talents,” according to the New York Times. June earned a Grammy nomination for “Call Me A Fool,” a hit which aptly represents the brilliance of her discography. June has been active since the early 2000s and boasts a prodigious catalog of original songs.

Did you know? Last year, June released a book titled Maps for the Modern World, which includes poems, homilies, and artwork.

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