May and June Arts Festivals in Westchester

Spring is in full swing and with the warming weather comes an array of outdoor spring art festivals in Westchester, from an appreciation of woodworking to celebrations of local artistic talent.  This May and June, residents and visitors can enjoy an array of family-friendly arts outings. 

Upcoming May and June Arts Festivals in Westchester

May 2-4, 2025
Spring Crafts at Lyndhurst

This year’s Spring Crafts at Lyndhurst presented by Artrider brings together 200 artisans and makers, offering a curated selection of handcrafted goods. Shoppers and guests will find original fashions, jewelry, home décor and specialty gifts. While shopping, they can also experience gourmet foods, local distillery tastings, craft demonstrations, and activities for all ages. Additionally, the admission fee includes access to Lyndhurst’s scenic 67-acre estate overlooking the Hudson River. (635 S Broadway, Tarrytown, NY)

May 3, 2025 
WoodFest

Attention all wood-lovers! Bethany Arts Community hosts the third annual WoodFest, a showcase of woodcrafts and nature-inspired art. Visitors can explore handcrafted pieces, watch live wood sculpture demonstrations, and take part in interactive, hands-on woodworking activities. The festival includes live music, art displays and family-friendly games designed to highlight the artistry and environmental significance of wood. (40 Somerstown Rd, Ossining, NY)

May 17 & 18
Westchester Craft Crawl

The artist-organized outdoor craft tour Westchester Craft Crawl features more than 40 regional professional craft artists. Guests can visit three stops in Ossining and Croton-on-Hudson, each hosting 12 or more artists and featuring crafts made from a variety of materials, including ceramics, glass, jewelry, leather and more, as well as gourmet food and beverages. (Various locations)

May 17 & 18
Yonkers Arts Weekend

Yonkers Arts Weekend returns for another year of pop-up exhibitions, musical performances and free art workshops across Yonkers. Venues include Hudson River Museum, Untermyer Park & Gardens, Carpet Mills Arts District, Blue Door Art Center, Philipse Manor Hall, Riverfront Library, MorDance, YoFi Digital Media and Art Center, and more. A student-designed fashion show by Westchester Community College will be a new addition to the festival this year. Various times and locations.  

May 31, 2025
Port Chester Arts Festival

The third annual Port Chester Arts Festival highlights the village’s creative energy with exhibitions, performances and artist showcases. Columbus Park serves as a hub for musicians and independent artists, while additional venues across the town feature pop-up galleries and interactive art experiences. The festival provides a platform for local talent, offering a day of cultural engagement and art appreciation. Rain date: June 14, 2025 (Various locations)

May 31-June 1, 2025
The White Plains Outdoor Arts Festival

For more than 55 years, the White Plains Outdoor Arts Festival has been a community tradition. Organized by a group of volunteers, and with support from the City of White Plains, this celebration of fine arts and crafts features work by emerging artists and scholarship recipients, along with a free children’s art workshop and a selection of food vendors. Visitors can browse and purchase paintings, photography, ceramics, glasswork, jewelry and textiles. (Tibbits Park, North Broadway at Main Street, White Plains, NY)

June 7, 2025
Sleepy Hollow Music Festival

Against the backdrop of the Hudson River, the Sleepy Hollow Music Festival brings a full day of live music, food and art to Kingsland Point Park. Two stages host performances from a range of artists, while a curated marketplace near the Main Stage offers apparel, crafts, fine food and specialty goods. Guests can also enjoy interactive art installations and family-friendly entertainment throughout the festival. (Kingsland Point Park, Sleepy Hollow, NY)

June 28, 2025
American Roots Music Festival

Caramoor continues its summer season with the American Roots Music Festival showcases blues, folk, bluegrass and Americana across multiple stages on the organization’s scenic campus. Throughout the day, visitors can experience performances in intimate garden settings before gathering on Friends Field for the evening’s headlining act, New Orleans-based ensemble The Rumble. Other acts include Oh He Dead, Amanda Anne Platt & The Honeycutters, Rebecca Haviland, and Whiskey Heart, with more artists to be announced. (149 Girdle Ridge Road, Katonah, NY)

You May Also Enjoy

• Caramoor’s 80th Season is for Dabblers and Devotees Alike
• Artsy Things to Do With Kids This May
• Ali Banisadr: A History of the World
• 2025 Film Festivals in Westchester
• More Than a Dozen Upcoming Jazz Concerts in Westchester

_{Photos (top to bottom): Westchester Craft Crawl (courtesy of Westchester Craft Crawl); Clay Art Center at Port Chester Arts Festival (courtesy of Clay Art Center); Friends Field at Caramoor (courtesy of Caramoor, credit: Gabe Palacio)}