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Fall festivals and fairs

Bring your family out for a day of fun

Hudson Valley Fall festivals and fairs

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 FestivalsHopewell 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 FestivalPawling. 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 2022Greenwood Lake. 5pm Fri., 11am Sat.-Mon.

Sullivan County

September 24, Narrowsburg Honey Bee FestNarrowsburg. 11am

September 4, 11, 18, 25, October 2, Bethel Woods Harvest Festival. Bethel. 11am

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 WallkillWallkill. 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 FestivalCatskill. 12pm

September 24, Hudson Valley Irish Fest. City of Peekskill. 11am

October 1-13 weekends, Bear Mountain OktoberfestBear Mountain. 9am

October 2, Heritage Applefest. Garrison. 10am

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