Events

Events

Caramoor Summer Season

Caramoor 149 Girdle Ridge Rd, Katonah, NY, United States

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.

see website for details

Grey Fox Bluegrass Festival 2025

Walsh Farm 1 Poultney Road, Oak Hill, NY, United States

The Grey Fox Bluegrass Festival is a four-day celebration of Bluegrass, Newgrass, and Roots music, featuring 40+ bands, workshops, camping, and community fun for music lovers of all ages.

UPSTATE ART WEEKEND

UPSTATE ART WEEKEND is a connective annual event, for residents and tourists alike, celebrating the cultural vibrancy of Upstate New York. The sixth edition of UAW is adding a fifth day to the festivities spread throughout the Catskills Mountains and Hudson Valley.

The Orange County Fair

Orange County Fairgrounds 239 Wisner Ave, Middletown, NY, United States

Weekdays: open at 4pm, close at 11pm. Weekends: open at 1pm, close at 11pm. Daily closing times are subject to change. There is no rain check for weather. For over 100 years, the Orange County Fair has been entertaining families in the Hudson Valley and beyond. Each year, we look for the best in family…

Sleepy Hollow Mermaid Festival

Kingsland Point Park Palmer Avenue, Tarrytown, NY, United States

Celebrate the Hudson River at this free, family-friendly festival complete with a land and water parade, music performances and the MerMade Market featuring food, drinks and art from local artisans.

Free

The Sound of Jazz: Music for Our Time

The Pocantico Center 200 Lake Rd., Tarrytown, NY, United States

Legendary jazz clarinetist and tenor saxophonist Ken Peplowski will present a one-day concert. In partnership with the National Jazz Museum in Harlem, Peplowski will bring together a talented lineup of local and national musicians with sets featuring Brazilian jazz, music from the sing and big band era, contemporary jazz and music by Louis Armstrong and…

$48.37

Pride in July Festival at Barton Orchards

Barton Orchards 63 Apple Tree Lane, Poughquag, NY, United States

The popular annual Pride in July festival is back at Barton Orchards on July 19!e, Barton Orchards This year’s event will include drag performances, lots of fun activities and entertainment, craft vendors, and more. Barton’s famous Amateur Drag Contest returns with a $1,000 cash prize! Kick up your heels at the DJ dance party and…

Treason of the Blackest Dye

Philipse Manor Hall State Historic Site 29 Warburton Ave., Yonkers, NY

This temporary exhibit, originally developed by Revolutionary Westchester 250 based on new research, takes a deep dive into the people and events behind Benedict Arnold’s treason and the capture and execution of British Major John André. On September 22, 1780, U.S. General Benedict Arnold secretly turned over plans for the fortification at West Point to British spy…

$3 – $12

Waterfront Wednesdays

Henry Hudson Riverfront Park Water Street, Hudson, NY, United States

Join us for Hudson’s weekly summer celebration of music, culture, and riverfront fun. Enjoy live performances, workshops, local food vendors, boat rides, fishing lessons, and Farmer’s Market Free, inclusive, and open to all – come down to the river! July 9, 16, 23 and 30

The Greene County Youth Fair 2025

Greene County , United States

The Greene County Youth Fair, held each July with free admission, celebrates local youth through family-friendly entertainment, music, exhibits, and hands-on agricultural education.

Jazz Festival

Caramoor 149 Girdle Ridge Rd, Katonah, NY, United States

The annual Caramoor Jazz Festival offers the ideal environment for a celebration of jazz in all its brilliance! This highly anticipated event is infused with life by phenomenal artists performing in every available space across Caramoor’s lush gardens and distinctive open-air stages. Make it a family day of musical exploration, and cap it off with…

see website for details

Putnam County Fair and 4-H Showcase

Putnam County Fair and 4-H Showcase July 26 & 27th Putnam County Veterans Memorial Park The Putnam County Fair & 4-H Showcase, the country fair families love, is happening July 26th and July 27th at Veterans Memorial Park in Carmel, NY. An easy car drive away, the fair draws thousands of visitors who enjoy food…