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Aug. 6, 2022

Hudson Valley Festivals: 2022 Cidiot Fall & Winter Guide

Hudson Valley Festivals: 2022 Cidiot Fall & Winter Guide

Hudson Valley and the Catskills are famous for its festivals especially in the Fall, with its harvest and foliage and then cap-stoned by Winter. Here is a growing calendar and list of some you may know and others you should. What a great excuse to come visit. See the post on where to stay here and be sure to send additional events with details in through the Contact form.  


August 27 – October 9, 2022 Weekends

New York Renaissance Faire
Travel back in time to an age of adventure.
600 State Route 17A, Tuxedo Park, NY 10987
Info here

Samascott Orchards Corn Maze 
Every day September-October
65 Chatham St, Kinderhook, NY 12106
Info here

August 31 – September 5, 2022

Columbia County Fair
Painted pony rodeo, tractor pull, demolition derbies!
Wed 12pm-11pm; Thu-Mon 10am-11pm (No pets)
Chatham, NY
Info here

September 2-4 Weekend

Hudson Valley Hot Air Balloon Festival
The 31st-annual Hudson Valley Hot-Air Balloon Festival, includes balloon rides, flights, food trucks and live music.
Tymor Park & Forest, 2 Tymor Park Road, La Grangeville, NY 12540
The schedule includes an evening session on Friday and a morning and an evening session on both Saturday and Sunday
Info here

Labor Day Weekend - Hot Jazz Farm Dinner, Honky Tonk Barn Dance
Saturday 9/3 and Sunday 9/4
Taconic Ridge Farm, Hillsdale, NY
Info here


September 10 & September 11

Hudson Valley Wine & Food Festival
Eat. Drink. Taste.
Saturday 11am-6pm, Sunday 11am-5pm
Dutchess County Fairgrounds, Rhinebeck, NY
Info here

September 16-17

Hudson River Craft Beer Festival
Good times are brewing in the Hudson River. Must be 21+. No pets.
Saturday 12:30-5:30, Sunday 1:30-5:30pm
Riverfront Park, Beacon, NY
Info here

September 17

Village of Red Hook Hardscrabble Music Festival
10am (family entertainment starts), 1pm (teen entertainment), 4:45pm (main musical lineup)
Visited by thousands every year, this community stable celebrates the Village of Red Hook and everything it has to offer. Through music, parades, the arts and more, view the gallery below is get a glimpse of Hardscrabble throughout the years.
Village of Red Hook, NY
Info here

Hudson Valley Rodeo
The 2nd annual Hudson Valley Rodeo, presented by the Amenia-Wassaic Community Organization and powered by the Silo Ridge Community Foundation. "Some of the best cowboys from the east will compete against western cowboys in a nationwide competition of top hands. The rodeo will be topped off with an evening concert featuring award winning country music star Brett Young and special guest Matt Ferranti."
Keane Stud, 217 Depot Hill Road, Amenia, NY
Info here

Repair Cafes

Reducing what goes into the waste stream, these events happen in various communities across the Hudson Valley and country. Thanks to Beth who recommended this.

September 16-October 2

Fall Dance Festival at Kaatsbaan
Kaatsbaan Cultural Park, 120 Broadway, Tivoli, NY 12583
Over three weeks, taking place both outdoors across its 153-acres as well as in its indoor theater. Celebrations this year include Philip Glass's 85th birthday.
Info here

September 24

Equus Fest East 2022
Ulster County Fairgrounds, New Paltz, NY
Info here

Hudson Valley Irish Festival
All day Saturday is a day of Irish Music and Dance right on the banks of the Hudson River
Peekskill Riverfront Green Park, Peekskill, NY
Info here

Rhinebeck Porchfest
46 bands on 23 historic porches. A benefit for youth fields.
Livingston and Chestnut Streets (11am-5pm), then Platt Ave. & Mulberry St. (5-7pm finale), Rhinebeck, NY
Info here

Autumn Equinox Psychic Fair
Readers, psychics, medium, metaphysical, and “esoteric” vendors from throughout the area
793 Route 52, Fishkill, NY 12524
Info here



October 1-2 Weekend

Hudson Valley Garlic Festival
A celebration of the harvest of what Garlic aficionados call “The stinking rose”
Cantine Veterans Memorial Complex, Washington Ave. Extension, Saugerties, NY 12477
Info here

Sunday, October 2
Warwick Applefest
150+ craft vendors, 75+ food vendors, live music, apple pie baking and eating contests
Village of Warwick, NY
Info here

October 7-9 Weekend

O+ Festival
Kingston, NY
Underinsured artists and musicians create and perform in exchange for a variety of services donated by doctors, dentists and complementary care providers. O+ (pronounced O Positive) calls this exchange the art of medicine for the medicine of art. This year's theme: SO+mewhere
Info here

Saturday, October 8

Hudson Valley Dance Festival
Historic Catskill Point, Catskill, NY
With two performances, the festival will bring an all-embracing range of dance styles to Historic Catskill Point on the banks of the Hudson River in Catskill, NY. 
2pm and 5pm. Patron tickets start at $40.
Info here

Sunday, October 9

Out of the Darkness Community Walk
A journey of remembrance, hope, and support. It unites our communities and provides an opportunity to acknowledge the ways in which suicide and mental health
Walkway Over The Hudson, 87 Haviland Road, Poughkeepsie
Info here

Fall Foliage Half Marathon and 5K
10am and 10:15am start times
Rhinebeck, NY
Info here

October 15-16 Weekend

NY State Sheep & Wool Festival
Cidiot’s favorite weekend festival is one of the area’s biggest.
Saturday 9am-5pm, Sunday 9am-4pm
Dutchess County Fairgrounds, Rhinebeck, NY
Info here

Sunday October 16, 2022
Rosendale International Pickle Festival
25th Annual pickle festival - 100 vendors who sell pickles, groceries, hot food, baked goods, crafts and much more. Note: no pets
1055 NY-32, Rosendale, NY 12472
Info here



Saturday November 19 & Sunday November 20, 2022

Hudson Valley Hullabaloo
Kingston, NY
Winter Market Info

November 25-December 31, 2022

The Wonderland of Lights — Rhinebeck
Every day from 5:30-9:00p.m. (through December 25)
"more than a mile of spectacular lights"
Dutchess County Fairgrounds, Rhinebeck, NY
(closed November 28, 29, 30 & December 5, 6, 7, 12, 13, 14)
Info here

A Gilden Age Christmas — Staatsburgh
Enjoy Staatsburgh’s beautiful interiors, with their original furniture, art and décor, lavishly decorated for the holiday season.
Every day from 10am-3p.m. (closed December 24 and 25)
Staatsburgh State Historic Site, Staatsburgh, NY
Info & tickets here

Christmas on the Farm with Eggbert
A local Hudson Valley Tradition since 1971. We host a holiday shop, farm animals, a trail that spans across 20+ acres and is decorated to the 9's. (through December 25)
Devitt's Nursery & Supply, 56 Devitt Circle, New Windsor, NY 12553
(845) 561-1968
Friday 3pm - 7pm (except black Friday); Saturday 10am-5pm; Sunday 10am-4pm
Holiday Shop: Monday-Thursday 8am - 5pm; Friday 8am -7pm; Saturday 8am-5:30pm; Sunday 9am-4:30pm
Christmas On the Farm Video



December 1, 2 & 3, 2022

Modern Makers Market at Graymoor
Crafts market and fundraiser. Free admission.
Graymoor, Garrison, NY
Info here

Friday, December 2, 2022

Celebration of Lights
This event will feature dance and musical performances, food trucks, floats, Santa Claus and fireworks.
Dongan Square Park, Poughkeepsie, NY

Snowflake Festival
The event features Santa, local dancers, clowns, jugglers, ice sculptors & more.
Uptown Kingston, Kingston, NY
Info here

Saturday, December 3, 2022*

Sinterklaas Festival
An old Dutch tradition in the Hudson Valley
Rhinebeck, NY
Info here

Hudson Winter Walk
26th anniversary of this winter street festival
Hudson, NY
Info here

Tivoli Winterfest
Village of Tivoli annual winter festival
Santa / fire truck tour through the village (2-3pm), Kids crafts and decorating at the Fire House (3:30pm), Horse drawn carriage rides and open houses with merchants along Broadway (5-7pm)
Tivoli, NY
Info here

*Brian and I have always found it completely bizarre that these three special local festivals insist on being on the same day in December. Is it lack of small town coordination or on purpose? If you have any idea, please please email me via the Contact page.