Westchester
Calendar of Events
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Westchester Magazine’s Wine & Food Festival
Westchester Magazine’s highly anticipated Wine & Food Festival returns June 3-8, 2025! Join this delicious, week-long celebration of the culinary spirit of Westchester with top local restaurants, exceptional wines, beers, spirits, burgers, food trucks, and award-winning chefs. From the always sold-out Burger & Beer Blast to the iconic Grand Tasting Village and the Party on the Pier, there's something…
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Ossining Juneteenth Celebration
Ossining Juneteenth Celebration
Join the fun at the Ossining Juneteenth Celebration with events happening throughout the month including a parade and flag raising on June 6 (Main St. & Spring St., Ossining), a celebration and concert on June 9 (40 Somerstown Rd., Ossining) and a basketball tournament and family fun day on June 28 (29 S. Highland Ave., Ossining).
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Sleepy Hollow Music Festival
Sleepy Hollow Music Festival
After a successful debut year in 2024, the Sleepy Hollow Music Festival returns with plenty of music and entertainment. Featuring world-class acts on two different stages including the talents of Band of Horses, Jade Bird and Living Colour, among others. Dozens of food trucks will be on-hand to offer a wide variety of tasty options to satisfy…
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Lyndhurst Rose Day
Visit the blooming rose garden at Lyndhurst complete with music by a harpist, horticulturalists on-hand to answer questions and Penny Lick Ice Cream providing delicious treats. The charming children's Rose Cottage playhouse will be open for viewing. Tickets to tour the mansion can be purchased separately.
Pride Weekend
Pride Weekend
Join the Pride Weekend celebration by exploring the science of rainbows through prisms, weaving, puzzles and soap bubbles.
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Friday Night Pride
Friday Night Pride
Spend an evening out on June 13 at Friday Night Pride in the Village of Hastings-on-Hudson. The festivities begin at The Good Witch Coffee Bar with banner making and a reading by children's author, Kyle Lukoff. Then, march to the center of town led by Funkrust Brass Band where you'll find food, entertainment, games and activities for the whole family.
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2025 RiverArts Music Tour
2025 RiverArts Music Tour
During the RiverArts Music Tour, tunes from every genre fill community centers, backyards, businesses, waterfront parks, and the heart of each Rivertown along the banks of the Hudson River. It’s the largest family-friendly, free event for music lovers in lower Westchester County and truly offers something for everyone — from classical and jazz to folk, rock,…
White Plains Juneteenth Parade and Festival
White Plains Juneteenth Parade and Festival
The White Plains Juneteenth Parade and Festival takes place June 14 and is packed with entertainment for the whole family plus arts and crafts vendors and a wide variety of tasty foods.
Hudson River Music Festival
Hudson River Music Festival
Celebrate community, music and nature in the spirit of Pete and Toshi Seeger on June 14 at the Hudson River Music Festival featuring acts such Grahame Lesh and Friends and Lucius. With plenty of children's activities and delicious food, craft beverages and specialty drinks, there's something for everyone at this riverside event.
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Caramoor Summer Season
Celebrating its 80th year, Caramoor's idyllic outdoor settings and performance spaces are a haven for musical and artistic discovery. This summer season, visitors can experience opera, orchestral music, the Jazz Festival, and the American Roots Music Festival.
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Peekskill Juneteenth Parade and Festival 2025
Peekskill Juneteenth Parade and Festival 2025
Enjoy a day that will include a parade, festival, entertainers, food vendors, craft vendors, community vendors, and more.
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Summer Kickoff Riverfront Festival
Summer Kickoff Riverfront Festival
Get ready for a day filled with FREE kayaking, seining, live turtle displays, arts and crafts, food and music, raffle prizes, tabling from local community groups, and more. Kick off the summer season with a bang. Bring your friends and family for a day of excitement by the riverfront. Don't miss out on this fantastic…
Meet the Women of the American Revolution
Meet the Women of the American Revolution
Interact with the women of revolutionary Westchester, from those doing ordinary tasks like spinning, weaving and cooking, to camp followers caring for the troops with herbal medicines, to women who joined the military in disguise. In the outdoor tent, experience the performances of Peggy Shippen who was married to traitor Benedict Arnold, wealthy loyalist Mary…
5th Annual Family Pride in the Park
5th Annual Family Pride in the Park
Peekskill's 5th Annual Family Pride in the Park on June 28 at Pugsley Park includes special visits with rainbow goats, music, performances, drag queen story time, vendors and more.