Tarrytown & Sleepy Hollow, NY

Local Events Calendar

Also check out: Entertaining Things to do in Tarrytown

April

Krishna Das Benefit Concert for Tibetan Home of Hope

Apr 30 (Thurs) 7:30pm

Tarrytown Music Hall

Join Krishna Das and friends for an evening of sacred kirtan music to benefit the Tibetan Home of Hope. The event is co-hosted by the Kirtan Wallah Foundation. Krishna Das is an American vocalist known for his performances of kirtan, a Hindu devotional music. Since 1996 Krishna Das has released sixteen music albums, numerous videos, and published two books. He performed at the 2013 Grammy Awards, where his album, Live Ananda (2012), was nominated for the 2013 Grammy Award for Best New Age album. Krishna Das tours the world chanting with people from all communities and walks of life. The benefit will support the Tibetan Home of Hope which provides shelter, healthcare and education to Tibetan children; a safe haven where children thrive academically and are able to connect to their culture within a loving community.

May

Craig Ferguson - Pants on Fire

May 1 (Fri) 8pm

Tarrytown Music Hall

Craig Ferguson is a multiple Grammy nominated, Peabody and Emmy Award-winning actor, writer, producer, director and comedian with a diverse career that encompasses film, television and the stage. He is a New York Times bestselling author and has recorded numerous standup specials for Netflix, Epix, Comedy Central and Amazon.
The wildly popular Late Late Show with Craig Ferguson ran on CBS for ten years and remains a cult favorite on YouTube racking up millions of views every year on fan posted bootleg clips.

Duck Derby

May 2 (Sat) 11am-3pm

Patriots Park, Tarrytown

get ready for the most adorable race on the river as the Tarrytown Duck Derby takes over Patriot’s Park! Watch thousands of bright yellow rubber ducks splash into the water and "race" to the finish line for a chance to win some seriously cool prizes. With high-energy music, local food, and the hilarious sight of a sea of ducks bobbing along, it’s a total blast for kids and adults alike. It’s quirky, it’s competitive, and it’s easily the most fun you’ll have cheering for plastic poultry all year!

The Paper Bag Players: Hey There, Howdy, Everybody!

May 2 (Sat) 1pm

Tarrytown Music Hall

America’s beloved children’s theater company, THE PAPER BAG PLAYERS, has been creating imaginative worlds from paper and cardboard since 1958. They present a joyful new production: HEY THERE, HOWDY, EVERYBODY!—packed with zany stories, foot-stomping dances, audience participation, and paper-and-cardboard magic. Kids will laugh, sing, and dance as they meet a parade of cats, galloping horses, cake-eating sleepwalkers, and more. It’s a funny, friendly, and thrilling hour of theater—perfect for children ages 3 through 9, and fun for the whole family!

Westchester Ballet Company presents Fairytale Classics—Peter and the Wolf & Cinderella

May 3 (Sun) 2pm

Tarrytown Music Hall

Step into a world of magic and imagination! Westchester Ballet Company presents Fairytale Classics—Peter and the Wolf & Cinderella, a charming one-hour ballet newly choreographed by resident choreographer Sabrina Gail Lobner. This vibrant new production reimagines two timeless favorites, performed by professional guest artists and an exceptional ensemble of young dancers from across the New York metropolitan area. A joyful theatrical experience the whole family will love!

Brett Goldstein: Sex, Death & Small Talk

May 3 (Sun) 7pm

Tarrytown Music Hall

Brett Goldstein—a breakthrough British creative force on and offscreen — has emerged as one of Hollywood’s most sought-after multihyphenates. He is the co-executive producer, writer, and star of the Peabody-winning Apple TV+ series, “Ted Lasso.” Hailed by fans and critics alike, season three made waves after surpassing its previous record-breaking haul, once again leading as this year’s most-nominated comedy series with 21 Emmy nominations. His scene-stealing performance as the brash yet lovable Roy Kent has earned him numerous accolades including two Primetime Emmy Awards for ‘Best Supporting Actor in a Comedy,’ making him the category’s first back-to-back winner in almost 15 years.

Film Series: Star Wars Episode IV: A New Hope

May 4 (Sun) 7:30pm

Tarrytown Music Hall

May the Fourth be with You!!

Classic films in a classic venue.
A farmboy joins forces with various allies to save their galaxy from the evil Empire's planet-destroying battle station, while also rescuing the princess leading the rebellion against them.
Runtime: 121 Minutes
Directed by George Lucas
Starring Mark Hamill, Harrison Ford, Carrie Fisher.Rated PG

Mother's Day Event

May 10 (Sun) 11am-3pm

Tarrytown Main Street

Get ready to celebrate Mom in the fresh air— We're taking over Main St for this super fun annual Mother’s Day event, for a sun-filled day of community and connection! Save the date for a vibrant afternoon of local food, music, & family fun that’s sure to make her day unforgettable.

TaSH Market Opening

May 25 (Sat) 8:30am - 1:30pm

Patriots Park, Tarrytown

The TaSH Farmers Market is officially moving back to its sunny home at Patriots Park this May! While the cozy indoor winter session at John Paulding School wraps up on April 25, opening day in the park kicks off a season of non-stop energy, live music, and the best local harvest in the Hudson Valley. Expect a high-vibe atmosphere where kids dance to live bands, foodies sample artisanal treats, and the whole community gathers for the ultimate outdoor Saturday tradition.
Check the official TaSH website for the final May opening date announcement and this year's vendor lineup.

June

Tarrytown Street Fair

June 7 (Sat) 10am-5pm

Tarrytown Main Street

Get ready for the ultimate takeover of Main Street because the Tarrytown Street Fair is back and bigger than ever! This is the village’s biggest party of the year, transforming the heart of town into a high-energy festival packed with incredible food, live music, and hundreds of unique vendors. Whether you’re hunting for a one-of-a-kind find, grabbing a local brew, or just soaking up the electric atmosphere with thousands of neighbors, the vibes are absolutely unmatched. You do not want to miss this chaotic, colorful, and completely essential Tarrytown tradition—mark your calendars because this is the place to be!

Tarrytown Community

Block Party

June 28 (Sun) 12-4pm

Tarrytown Main Street

Get ready to take over the streets because the Tarrytown Community Block Party is officially in the works! We’re shutting down Main Street to cars and opening it up for a massive pedestrian celebration filled with non-stop music, incredible festivities, and pure neighborhood vibes. Imagine wandering the heart of town with total freedom, dancing in the street, and soaking up the best of our local scene with your favorite people.
The date and time are still under wraps, so stay tuned—this is going to be the ultimate community hang you won't want to miss!

July

Independence Day Festivities & Fireworks

July 4 (Sat) All Day

All over Tarrytown

Celebrate Independence Day in the ultimate riverfront style with an unforgettable July 4th in Tarrytown! Spend your day wandering through our sun-drenched historic streets, popping into eclectic shops, and grabbing a festive bite at a local sidewalk cafe. 

Then head over to the riverfront for a massive celebration. The energy kicks off at Pierson Park with a fleet of food trucks, family activities, and a dedicated Kid Zone featuring face painting and games. As the sun sets, enjoy a high-energy live music performance that leads right up to the main event: a spectacular fireworks display over the Hudson River at 9:00 PM. Pro Tip: Skip the traffic and parking stress by taking the Metro-North train—it drops you off right in the heart of the action!

Tri the Park Tarrytown Youth Triathlon

July 19 (Sun) 8am

Pierson Park

Tarrytown’s first Youth Triathlon will be coming to Pierson Park on July 19th! Registration will open April 1st at 10am.

September

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!

Sleepy Hollow Street Fair

Sep 20 (Sat) 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

Tarrytown Halloween Parade

Oct 24 (Sat) Time tba

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!