Also check out: Entertaining Things to do in Tarrytown

April

A.J. Croce Presents Croce Plays Croce

Apr 10 (Fri) 8pm

Tarrytown Music Hall

Acclaimed singer songwriter, piano virtuoso and multi-instrumentalist A.J. Croce is once again taking his celebrated Croce Plays Croce Tour across the country, bringing audiences an unforgettable evening of music that bridges generations and celebrates the enduring power of song. From his earliest performances as a teenager, to his critically acclaimed albums and world tours, A.J. Croce has forged a remarkable career entirely on his own terms. Over the course of three and a half decades and eleven studio albums, he has become known as an acclaimed songwriter, multi- instrumentalist, and electrifying performer, with more than twenty songs reaching Billboard’s Top 40 charts across multiple genres. Celebrated for his ability to bridge styles and eras with effortless grace, Croce moves fluidly through American roots, rock ’n’ roll, blues, jazz, soul, and world music, creating a sound that is as distinctive as it is timeless.

RDA’s Dance Night Series Returns!

Apr 11 (Sat) 7-9pm

Rivertown Dance Academy - 69 N. Broadway

After the success of our Latin Dance Night, we’re excited to invite you to our next special event… Join us for a fun and welcoming evening featuring:
Mini swing dance lessons, Open dancing, Tasty bites, Open wine & beer bar + signature cocktail.

Partners encouraged, Singles welcome.
Partners can be significant others, friends, or family. If you don’t have a partner, you’re still welcome. Participants will be paired up or work with the instructor.
$40 per person
Space is limited, and advance registration is required. No experience necessary and all levels welcome!

Reserve your spot here:
https://www.rivertowndanceacademy.org/store/p43/swingdancesoireetickets.html#/

The Uncle Louie Variety Show

Apr 11 (Sat) 7pm

Tarrytown Music Hall

The Uncle Louie Variety Show has been making audiences laugh for years with its hilarious and unique take on growing up as an Italian-American. The show is composed of two dynamic comedians, Lou Greco and Carlo Russo, who have gained international popularity with the comedic celebration of their Italian heritage.
The comedic duo grew up together in Syracuse, New York, and began writing comedy together during their high school Italian class. Over time, Greco and Russo began putting their ideas on tape and then video. Many viewers were introduced to The Uncle Louie Variety Show on YouTube via the ornery, yet loveable, character “Uncle Louie” and the “Broken English Italian Word of the Day”. Today, “Uncle Louie” is joined by the beloved characters “Pasqualino”, “Zia Maria”, and “Zia Rosa” who are always getting themselves into trouble with their hilarious antics.

Pat McGann

Apr 12 (Sun) 7pm

Tarrytown Music Hall

Pat McGann is quickly rising as one of the sharpest stand-ups in the comedy world. A relative latecomer to the scene, Pat began stand up at the age of 31 after realizing he was not very good at selling packaging. He hustled his way to become thehouse emcee at Zanies Chicago, where he distinguished himself as especially adept at working the crowd.
A father of 3 young children, Pat’s appeal stems from his quick wit & relatable take on family. In 2017, McGann began touring as the opening act for Sebastian Maniscalco, moving with him from clubs, to theaters, and to arenas, including 4 sold out shows at Madison Square Garden. McGann’s relatively short, but impressive resume, includes performances on The Late Show with David Letterman, The Late Show with Stephen Colbert, Montreal’s famed Just For Laughs Festival, Gilda’s LaughFest, The Great American Comedy Festival and the Nashville Comedy Fest. McGann still calls Chicago home.

Drive-in Movie Night

Apr 17 (Sat) 6:30pm

Parking lot E, Tarrytown 

Buckle up and grab your favorite snacks—it’s time to pick the feature film for our first Drive-In Movie Night of the year!

Empire State Warriors: NY Carry Forward 5K

Apr 19 (Sat) 9am

Pierson Park, Tarrytown 

Partnering with Wounded Warrior Project for a 5K along the Riverwalk on Sunday, April 19th. Lace up and stretch to reach a powerful personal milestone while ensuring every mile completed provides veterans and their families with the essential resources to heal, connect, and thrive—join us right here in New York to help change the way our nation cares for our heroes!

3rd Annual Half Way to Halloween

Apr 25 (Fri) 12-6pm

All over Tarrytown

It's basically a big ol scary scavenger hunt all throughout Tarrytown and Sleepy Hollow. Teams will travel around to various landmarks looking for clues or items, completing tasks, and answering questions. Prizes and an after party to follow. Contact the Tapp to join.

Duck Derby

Apr 25 (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!

May

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!