Fall in the Hudson Valley is chock full of family fun festivals and fairs. Check out our list by county here.
Dutchess County
September 2-4, Hudson Valley Hot-Air Balloon Festival 2021. Tickets sold online only. Lagrangeville 5am.
September 10 & 11, 21st Annual Hudson Valley Wine & Food Fest. Rhinebeck. 11am
September 10 & 11; 17 & 18; 24, 25 & 26; October 1 &2; 8, 9 & 10; 15 & 16; 22 & 23; 29 &30, Fishkill Farms Fall Harvest Festivals. Hopewell Junction. 9am
September 15-17, PKX Wonderland Art Festival. Poughkeepsie. Thur. & Fri. 5pm, Sat. 12pm
September 17, East Fishkill Community Day. Hopewell Junction. 2pm
September 18, Pawling 24 Hour Trail Running Festival. Pawling. 11am
September 18, Skywalk Arts Festival. Staatsburg. 8am
September 24 & 25 - October 30 weekends only, Kesicke Farm Fall Festival. Rhinebeck. 10am
September 25, 5th Annual Fall Festival. Arlington. 11am
October 1 & 2, Handcrafted Octoberfest at Rhinebeck. Rhinebeck. 10am
October 1- 23, weekends only, Annual Harvest Festival. Dover Plains. 11am
October 1-30, weekends only, Harvest Hunt Scavenger Hunt at Locust Grove! Poughkeepsie. 10:30am
October 7, China Now Music Festival: East of West. Annandale-on-Hudson. 8pm
October 8, Dutchess County Irish Festival. Lagrangeville. 12pm
October 12, Serious Fun Arts Fest, White Plains. Staatsburg.
October 9, San Gennaro Festival. Poughkeepsie. 12:00pm
October 15 & 16, 41st NYS Sheep and Wool Festival. Rhinebeck. 9am
October 22-23, Family Weekend Concert. Annandale-on-Hudson. 8pm
November 12, The Fall Craft Fair at Wappinger Town Hall, Wappingers Falls. 10am
Orange County
September 3, 3rd Annual Uncle Shoehorn Funky Corn Festival. Warwick. 12pm
September 3-4; 10& 11; 17 & 18; 24 & 25; October 1 & 2, 8 & 9 New York Renaissance Faire. Tuxedo Park. 10am
September 10-October 16 weekends only, Grape Stomp. Washingtonville. 1pm
September 10, The Village of Monroe Cheese Festival. Monroe. 11am
September 17, 23rd Annual Hamptonburgh Country Festival. Campbell Hall. 11am
September 17 & 18, 7th Annual Moon Festival. Port Jervis. 11am Sat., 10am Sun.
September 18 Jewish Cultural Festival. Newburgh. 11am
September 24, Community Harvest Fest, Walden. 11am
September 24, Black Renaissance Festival. Newburgh. 12pm
September 24, Harvest Fest 2022. Walden. 11am
September 24, Hudson Valley Oktoberfest. Newburgh. 11am
September 24 & 25, Oct. 1 & 2, Oktoberfest on the Farm. Montgomery, 11am
September 25, 29th Annual Fall Foliage Festival. Port Jervis. 10am
October 7-10, Greenwood Lake Oktoberfest 2022. Greenwood Lake. 5pm Fri., 11am Sat.-Mon.
Sullivan County
Ulster County
September 3-5, 41st Annual Woodstock-New Paltz Art & Crafts Fair. New Paltz, 10am
September 4, 21st Annual Hooley on the Hudson. Kingston, 11:30am
September 17, 2022 Plattekill Day. Modena. 10am
September 17, Saugerties Autumn Affair. Saugerties. 10am
September 17, Rondout Valley Lions Club Fall Festival. Ellenville. 10am
September 23 & 24, Weekend of Wallkill. Wallkill. 5pm & 3pm
September 24, 51st Annual Apple Festival. Port Ewen. 8am
September 24, Hudson Valley Draft Horse Association Fall Corn Harvest. Accord. 10am
September 24, Second Annual Hispanic Heritage Festival. Kingston. 11am
September 24, Rabble Apple Festival & Baking Competition. New Paltz. 1pm
September 24, 25, Woodsist Festival w/ Medeski & Martin. Accord. 2pm
October 1 & 2, Hudson Valley Garlic Festival. Saugerties. 10am
October 7-9, O + Festival. Kingston. 11am
October 9, Ulster County Italian American Festival. Kingston. 11am
October 9 & 10, Fall Family Fun Fest 2022. Olivebridge. 10am
October 15, Apple, Corn, & Pumpkin Leaves. Ellenville. 11am
October 16, 25th Annual Rosendale International Pickle Festival. Rosendale. 10am
October 16, Fall Family Fun Fest 2022. Olivebridge. 10am
Other Counties
Daily from September 16-November 20, Blaze: Hudson Valley. Croton-on-Hudson. 7pm weekends, 7:30pm weekdays
September 17, Catskill Food Festival. Catskill. 12pm
September 19, Skywalk Arts Festival. Catskill. 12pm
Other articles by HVP Top Lists