Also check out: Entertaining Things to do in Tarrytown

August

September

Melissa Etheridge: RISE

Sep 8 (Tues) 8pm

Tarrytown Music Hall

Melissa Etheridge stormed onto the American rock scene in 1988 with the release of her critically acclaimed self-titled debut album, which led to an appearance on the 1989 Grammy Awards show. For several years, her popularity grew around such memorable originals as “Bring Me Some Water,” “No Souvenirs” and “Ain’t It Heavy,” for which she won a Grammy in 1992. Etheridge hit her commercial and artistic stride with her fourth album, Yes I Am (1993). The collection featured the massive hits, “I’m the Only One” and “Come to My Window,” a searing song of longing that brought Etheridge her second Grammy Award for Best Female Rock Performance. In 1995, Etheridge issued her highest charting album, Your Little Secret, which was distinguished by the hit single, “I Want to Come Over.” Her astounding success that year led to Etheridge receiving the Songwriter of the Year honor at the ASCAP Pop Awards in 1996.

Film Series: Jurassic Park

Sep 9 (Wed) 7pm

Tarrytown Music Hall

SPECIAL EVENT! Featuring preshow trivia and cocktails!

An industrialist invites some experts to visit his theme park of cloned dinosaurs. After a power failure, the creatures run loose, putting everyone's lives, including his grandchildren's, in danger

Runtime: 127 minutes. Directed by Stephen Spielberg. Starring Sam Neill, Laura Dern, Jeff Goldblum. Rated PG-13.

Pet Parade

Sep 12 (Sat)

Tarrytown - Pierson Park

Get ready for the most adorable takeover in the Hudson Valley at the Tarrytown Pet Parade! This high-energy community event is a must-visit for animal lovers, bringing together hundreds of local pets and their owners for a colorful, costume-filled march through our historic streets. From prize-winning outfits to pawsome local vendors and family-friendly activities, the atmosphere is pure joy and non-stop fun.
Whether you're showing off your own furry friend or just coming to soak up the "pawsitive" vibes, the Tarrytown Pet Parade is the ultimate way to celebrate our four-legged neighbors. It’s a quirky, spirited, and totally essential village tradition that you won’t want to miss!

MH Studio: Bill Kelly

Sep 12 (Sat) 7:30pm

Tarrytown Music Hall

Bill Kelly is a singer-songwriter, multi-instrumentalist, and producer. He has released five albums and earned numerous sideman credits while developing a distinctive voice that blends venturesome storytelling with echoes of John Prine, Squeeze, and Lyle Lovett. His distinctive, emotionally honest singing has drawn comparisons to Tom Petty and Townes Van Zandt. Larry Campbell captured it perfectly: “Bill Kelly has the voice and pen of a true artist with a great sense of melody.”

Molly Tuttle

Sep 15 (Tue) 8pm

Tarrytown Music Hall

Molly Tuttle is a Grammy-winning singer, songwriter, and virtuosic guitarist whose innovative blend of bluegrass, Americana, pop, and rock has made her one of the most dynamic artists in modern roots music. In 2025, she released her boldest statement yet,the critically acclaimedSo Long Little Miss Sunshine, nominated for two GRAMMY® Awards—Best Americana Album and Best Americana Performance for the lead single “That’s Gonna Leave AMark.” Recorded in Nashville with producer Mike Joyce (Orville Peck, Miranda Lambert, Lainey Wilson), the album marks Tuttle’s fifth full-length release and her most ambitious reinvention to date: a vibrant, deeply personal body of work rooted in self-acceptance and transformation. A highly decorated artist, Tuttle has been nominated for 5 GRAMMY Awards (including in the Best New Artist category) and earned back-to-back GRAMMY wins for Best Bluegrass Album.

Choir! Choir! Choir! Presents: Landslide: An Epic Fleetwood Mac Singalong!

Sep 17 (Thur) 8pm

Tarrytown Music Hall

“Why see a show when you can BE the show!?”
Choir! Choir! Choir! is the fully interactive, participatory show that turns audience into performer! So get ready to laugh, dance and SING! your hearts out with hundreds of other music-lovers just like you. It’s like a big birthday party for the greatest songs of all time and you’re invited! So grab a friend (or ten), and come out ready to GIVE IT ALL YOU’VE GOT! - all voices welcome, no experience necessary.They Teach, You Sing! Everyone Wins!
This time, Choir!Choir!Choir! Presents: Landslide: An EPIC Fleetwood Mac Sing-Along
Nothing feels better than belting out song like these with a room full of Fleetwood Mac fans! Channel your inner Stevie Nicks, grab your best friends and frenemies, and create harmonies that you won’t believe! Landslide: An EPIC Fleetwood Mac Sing-Along will be the most fun you’ve had in years…

Sleepy Hollow Street Fair

Sep 20 (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!

October

Sleepy Hollow Music Festival

Oct 3 (Sat) Time 11am-8pm

Kingsland Point Park, Sleepy Hollow

Get ready to rock the valley at the 3rd Annual Sleepy Hollow Music Festival where a massive dose of 90s nostalgia meets the edge of the Hudson River. This year’s stacked lineup features multi-platinum alternative rock headliners Everclear, Fastball, and The Smithereens performing alongside a fantastic array of local food trucks, craft beer gardens, and artisanal craft vendors. It is the ultimate family-friendly environment to kick off the village's world-famous Halloween season with non-stop live performances spanning multiple stages. Extend your festival weekend by exploring the charming, historic streets of neighboring Sleepy Hollow and Tarrytown. Take a short stroll from the music to uncover the legends of Washington Irving at the Sleepy Hollow Cemetery, or head down to Tarrytown's bustling Main Street for boutique shopping and outdoor dining. You can wrap up your trip by snapping a photo of the legendary Tarrytown Music Hall, ensuring a perfect blend of historic river town charm and unforgettable rock-and-roll energy.

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

 

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!

January 2027