Dutchess County Fairs & Festivals
12 events in Dutchess County, New York for 2026.
Towns in Dutchess County
Recurring4.6(2367)Dutchess County Fair
The Hudson Valley's marquee agricultural fair in a scenic Rhinebeck setting, with livestock shows, grandstand entertainment, carnival rides, and family activities over six days.
4.6(2367)Dutchess Fair
An agricultural fair in Rhinebeck.
4.3(14)Hudson Valley Hot-Air Balloon Festival
A craft fair in Rhinebeck.
4.9(17)Millerton Fine Arts Festival
A craft fair in Millerton.
4.3(4)Stormville Airport Flea Market
A craft fair in Stormville.
4.3(1481)Stormville Airport Fall Yard Sale
A craft fair in Stormville.
4.7(456)Rhinebeck Handcrafted Octoberfest
This festival will feature wearable fine craft, fine art, brews and wines, kids activities, specialty foods, apothecary goods, and more.
4.3(1481)Stormville Airport Fall Flea Market
A craft fair in Stormville.
Stormville Airport Holiday Flea Market
You will find a variety of items ranging from antiques and collectibles to new merchandise to arts and crafts.
3.4(23)Wappingers Falls Craft Fair
There will be an array of vendors selling a wide variety of unique items and holiday gifts.
4.1(49)Poughkeepsie Holiday craft Fair
Come start your holiday shopping.
1(4)Poughkeepsie Spring Home Show
Meet some of top home experts and get fresh ideas and smart advice for home improvement, landscaping, and decoration projects.