Hudson Valley Weekend Events | July 18, July 19, July 20

185th Annual Orange County Fair | Thursday, July 17 - Sunday, July 27, 2025 | Daily | Kid Friendly | Monster Trucks (July 18-20), Michael Jackson Tribute Show "Thriller," Anastasini Circus, Motocross Demo (July 17), Burnout Nationals (July 25), Demo Derby (July 26), and Lumberjack Competition (July 27). Carnival rides, petting zoo, fireworks on Friday nights, karaoke, and grandstand shows. | Orange County Fair, 239 Wisner Ave, Middletown | orangecountyfair.com

Curator's Tour at Innisfree Garden | Saturday, July 19, 2025 | 10:00 AM - 11:30 AM | Join curator Kate Kerin for a tour of this American stroll garden featuring Modernist and Romantic ideals with Chinese and Japanese design principles. Learn design strategies and nature-based maintenance practices. Pre-registration required. | Innisfree Garden, 362 Tyrrel Rd, Millbrook | General admission $35, members $25 | innisfreegarden.org

Final Saturday for "Friends of Deborah Masters TWO" | Saturday, July 19, 2025 | 12:00 PM - 5:00 PM. FREE ADMISSION | Group exhibition featuring Deborah Masters and 15 artist-friends from '80s Brooklyn to Hudson Valley today. Works include photography, paintings, and sculpture in wood, bronze, and ceramics. Explore studio grounds with monumental concrete pieces, enjoy drinks, and meet exhibiting artists. No dogs allowed (studio dog Duccio will be there!). | Deborah Masters Studio, 253 Slate Hill Road, Chatham | Free | deborahmasters.com

Sleepy Hollow Mermaid Festival | Saturday, July 19, 2025 | 12:00 PM - 4:00 PM. Kid Friendly | Art & performances, MerMarket vendors, and family activities celebrating all things mermaid. | Kingsland Point Park, Sleepy Hollow | https://www.hudsonrivermermaids.com/

Music in the Meadow featuring The 209's | Saturday, July 19, 2025 | 1:00 PM - 4:00 PM. FREE ADMISSION | R&B vibes from The 209's with vocals, organ grooves, and 60s-70s hits. Chef Bryon's Santa Maria tri-tip BBQ sandwiches, lawn games, vendors, mountain views, and dancing. | Shandaken Inn, 1 Golf Course Rd, Shandaken | Free | shandakeninn.com

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Film & Food: Behind the Scenes of The Godfather and The French Connection | Thursday, July 24, 2025 | 8:00 PM | Film discussion and Q&A with Steve Brienza about the making of these classic films. Limited seating. $20 includes burger. RSVP required. | Fat Stu's All-American Burger, Port Chester  https://www.facebook.com/groups/169819759746893/posts/24321584844143714/

— Hudson Valley Scoop