Where the Legend Lives
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2025 Schedule: Fridays, July 11th through August 29th. July 11 – Bertha Hope Quartet July 18 – Javier Madrazo Quartet July 25 – Mel …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2025 Schedule: Fridays, July 11th through August 29th. July 11 – Bertha Hope Quartet July 18 – Javier Madrazo Quartet July 25 – Mel …
Frankie Sands rescheduled from July 31. Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, …
Parking in the Villages of Tarrytown and Sleepy Hollow will be extremely limited on the night of the Halloween parade due to road closures. The Halloween Parade urges you to use Metro-North Railroad or Westchester County buses instead. The 23rd annual Village of Tarrytown Halloween Parade steps off at 5 pm from Patriot's Park. March south …
Patriots Park in Tarrytown comes alive on December 6 with the village’s annual Holiday Kickoff, a cozy, family-friendly celebration that blends the charm of the season with the community’s creative spirit. From 2 to 4 pm, children can enjoy a cheerful Santa meet-and-greet while families take part in hands-on Hanukkah crafts—an inviting mix of traditions. …
The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 7. Main Street transforms into an outdoor market with food, music, local retailers, arts & crafts, souvenirs and more! Explore more local shopping at Tarrytown's and Sleepy Hollow's galleries, gift shops and antique stores. ENTERTAINMENT LOCATION & SCHEDULE …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
There’s something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.