08/29/2026
🌞 WEEKEND FAMILY GUIDE: WESTCHESTER + HUDSON VALLEY | AUG. 28–30
One of the final weekends of August is here — and there’s still plenty happening around Westchester and the Hudson Valley. From a FREE outdoor movie to sunflowers, a huge county fair and Shakespeare on the lawn, here are some family-friendly ideas worth knowing about. 🍿🌻🎡
🎬 SCREENINGS UNDER THE STARS — VALHALLA
📅 Friday, August 28
🎥 The Bad Guys 2 (PG)
🕔 Pre-movie entertainment begins at 5 PM
🎞️ Movie begins at sundown
📍 Kensico Dam Plaza, 1 Bronx River Parkway, Valhalla, NY 10595
🎟️ FREE admission + FREE parking
Bring blankets, folding chairs and a picnic. Refreshments will also be available for purchase. Weather can affect the screening, so check Westchester County Parks before leaving.
🌻 SUNFLOWER EXTRAVAGANZA — KELDER’S FARM
📅 Friday–Monday; festival season continues through September 7
🕙 10 AM–6 PM
📍 Kelder’s Farm, 5755 US Route 209, Kerhonkson, NY 12446
🎟️ Farm Day admission currently starts at $16.95 online; pricing varies by date/ticket type.
👶 Ages 2 and under are free.
Explore the farm’s 10-acre flower display plus 35+ farm attractions. Sunflower conditions are weather-dependent, so checking the farm’s current field update before making the drive is recommended.
🎡 180TH DUTCHESS COUNTY FAIR — RHINEBECK
📅 Through Sunday, August 30
🕙 Friday & Saturday: 10 AM–10 PM
🕙 Sunday: 10 AM–8 PM
📍 Dutchess County Fairgrounds, 6636 Route 9, Rhinebeck, NY 12572
🅿️ Parking is free
🎟️ Admission required — check the fair’s official ticket page for current pricing.
Expect livestock and agricultural exhibits, carnival attractions, food, entertainment and more. Friday’s scheduled grandstand entertainment includes Almost Queen at 7:30 PM, Saturday features Tyler Braden at 7:30 PM, and Sunday includes the Painted Pony Championship Rodeo.
🎭 SUGAR LOAF OUTDOOR SHAKESPEARE SERIES
📅 Sunday, August 30
🕑 2–7 PM
📍 Sugar Loaf Performing Arts Center Lawn
231 Creamery Pond Road, Chester, NY 10918
🎟️ Ticketed event — see the venue’s official ticket page for current availability/pricing.
The family-oriented afternoon includes young performers, an acting workshop for children ages 5–12 and a family-friendly presentation of A Midsummer Night’s Dream.
🎶 SUMMER HOOT — OLIVEBRIDGE
📅 Friday, August 28–Sunday, August 30
📍 The Ashokan Center
477 Beaverkill Road, Olivebridge, NY 12461
🎟️ Ticketed festival; children under 18 are currently listed as free.
This three-day gathering combines roots music with nature, family programming, a Kids Zone, crafts and other activities. Advance ticket holders are guaranteed entry and parking according to current event information.
✨ WEEKEND TIP: Outdoor events, flower conditions and schedules can change because of weather or other circumstances. Check the organizer’s official website before making a long drive.
Maksud Adventures is not affiliated with these events, venues or organizers. Information verified August 27, 2026 and provided for trip-planning purposes.