Tarrytown & Sleepy Hollow, NY
Local Events Calendar
Also check out: Entertaining Things to do in Tarrytown
October
Ghost Tours of The Music Hall 2026
Oct 9 - Nov 4
(Times vary)
Tarrytown Music Hall
tickets.tarrytownmusichall.org
Please join us for a guided tour created by Master Storyteller Jonathan Kruk, and discover the historic lore and spirits that linger here at The Tarrytown Music Hall.
The Music Hall was built in 1885 during the Millionaire’s Colony Era when mansions dotted the Hudson Valley landscape and families such as the Rockefellers, Goulds and Vanderbilts gathered at the Music Hall to participate in its lavish balls, flower shows and concerts. Since then, the Music Hall has been a reflection of the human spirit, mirroring the current events of the town and the rest of the world. In addition to Presidents’ speeches, it has hosted women’s suffrage rallies and endured several wars, depressions and pandemics including those of 1918 and 2019. It is a vessel through which many people pass. And some don’t leave …
The building is an official site of the Haunted History Trail of New York. Gotham Paranormal Research Society has investigated the Music Hall several times and has consistently detected paranormal activity including intriguing EVP (electronic voice phenomena) audio files and EMF (electromagnetic field) readings.
We have great respect and reverence for our spirits and invite you to join us as we learn and discover more about them.
The Magic of Motown
Oct 16 (Fri) 7:30pm
Tarrytown Music Hall
Get ready, Tarrytown… the music that defined a generation is coming your way. The Magic of Motown takes over the Tarrytown Music Hall on Friday, October 16th for one unforgettable night of nonstop hits, energy, and soul. This electrifying, critically acclaimed production has wowed audiences across the country, earning its reputation as “the #1 Motown show in the nation.” From the first note to the final encore, you’ll be swept into more than two hours of pure Detroit magic. Sing along to the timeless sounds of The Temptations, The Jackson Five, Diana Ross & The Supremes, Marvin Gaye, Aretha Franklin, Smokey Robinson, and more—brought to life with stunning vocals, dazzling choreography, and authentic costumes that capture the spirit of Motown at its peak. Whether you're dancing in your seat or up on your feet, this is a feel-good, high-energy experience that will have you smiling, singing, and wanting more.
Yellow Brick Joel: The Tribute Concert
Featuring David Clark and Bill Connors
Oct 17 (Sat) 8pm
Tarrytown Music Hall
Step into a world of timeless melodies and unforgettable piano anthems with Yellow Brick Joel: The Tribute Concert! This incredible live show features David Clark, a masterful performer who brings Billy Joel’s music to life, alongside Bill Connors, who channels the genius of Elton John in a way you’ve never seen before. The show is more than just a tribute, it’s a celebration of the piano-driven anthems that shaped pop and rock music in the 70’s and 80’s. David Clark’s portrayal of Billy Joel is spot-on, capturing the spirit of Joel’s storytelling and showmanship, while Bill Conners delivers a mesmerizing Elton John experience, complete with flamboyant energy and virtuosic piano playing. Yellow Brick Joel: The Tribute Concert isn’t just about hearing your favorite songs - it’s about experiencing the magic of these two musical icons coming together in one unforgettable show. Prepare to be transported back in time, to a place where great songs and dazzling performances ruled the stage.
Tarrytown Halloween Parade
& Block Party
Oct 24 (Sat)
Pre-activities 12pm
Parade 5pm
Block Party begins after parade
Broadway & Main St, Tarrytown
Experience the legendary Tarrytown Halloween Parade on Saturday, October 24, 2026, a high-energy spectacle that is the ultimate spooky season tradition in the Hudson Valley! The excitement is electric as massive, intricately designed floats roll by featuring next-level live performances, while both the parade-goers and the crowd show up in "next-level" crazy costumes for the best people-watching in New York.
Make a full day of it by arriving early to explore the historic downtown; it's the perfect time to visit the local boutiques to snag special spooky offerings and limited-edition Halloween treats you won't find anywhere else. The parade officially kicks off at 5:00 PM, and the adrenaline stays high as a massive Block Party begins right afterward! Whether you are marvelling at the professional choreography on the moving stages or dancing in the streets at the after-party, the Tarrytown Halloween Parade is an absolute must-visit for a wild and unforgettable night.
November
Sleepy Hollow Street Fair
Nov 8 (Sun) 10am-5pm
Beekman Ave, Sleepy Hollow
Step into the heart of the legend at the Sleepy Hollow Street Fair, the ultimate destination for anyone who lives for the spooky season! Set against the backdrop of the world’s most famous haunted village, this high-energy festival transforms Beekman Avenue into a massive outdoor celebration of all things Halloween and autumn. From artisanal vendors selling eerie treasures to live music and mouth-watering local food trucks, the energy is absolutely electric.
Whether you’re hunting for unique gothic crafts, soaking up the mysterious local atmosphere, or just exploring the legendary streets where the Headless Horseman rides, this fair is a must-visit for every Halloween lover. Don't miss out on the most spirited event in New York—it’s the perfect way to kick off your spooky season adventures in Sleepy Hollow!
December
6th Annual Tarrytown Winter Stroll
Dec 12 (Sat) 12-5pm
Tarrytown & Sleepy Hollow
Experience the magic of the season at the Tarrytown Winter Stroll, the ultimate holiday event that transforms our historic downtown into a glowing winter wonderland! This high-energy evening is a must-visit for families and festive shoppers, featuring live carolers, dazzling window displays, and extended hours at our unique local boutiques. Whether you’re sipping on hot chocolate, enjoying special holiday treats from our world-class restaurants, or soaking up the electric community atmosphere, the vibes are pure holiday joy.
Don't miss your chance to explore the heart of Tarrytown during this vibrant seasonal festival—it’s the perfect way to experience the village’s cozy charm and spirited energy under the twinkling lights. It is truly the most wonderful time of the year in the Hudson Valley!