Enjoy 6 days of local and national talent on the stages throughout the fairgrounds.

2024 Entertainment – Columbia County Fair

  • October Rose

    Monday, Sept. 2, 1-5PM


    Passion. Drive. Determination. That’s what Leanne Weiss and Derek Allan bring to country music. You won’t find them sitting still, nor can you try to stop them.

    Since their formation, October Rose’s momentum grows stronger by the day. “Heartbreak Song,” the emotional song that started it all, gained critical acclaim and traction on the country music charts. And with a rigorous schedule of performing all over the country, this duo continues to win audiences over with their energetic stage performances. “We’ve already opened for awesome acts like Jake Owen, Russell Dickerson, Jimmie Allen, High Valley, Tyler Rich, and Jordan Davis,“ Leanne says of their performance credits. “We’re excited to bring our fans new music.”

  • The Ghent Band

    Monday, Sept. 2, 10AM

    Location: NORTH GATE STAGE

    Since 1899 The Ghent Band has performed a classic town band repertoire of marches, overtures, show tunes and more.

    Sponsored by Columbia Memorial Hospital

  • Circus Incredible

    1PM, 4PM, 7PM

    Location: SOUTH GATE

    Circus Incredible is made up of 2nd and 7th generation circus performers. Lyric Wallenda of the “World Famous Wallenda” family displays her aerial artistry of grace, beauty and strength. Simon Arestov who is originally from Moscow, Russia, amazes audiences of all ages with his jaw dropping acrobatics and balancing!

  • Petting Zoo

    Wednesday, August 28 - Monday, Sept. 2 (continuous)

    Location: SOUTH GATE

    Camels, kangaroos, pygmy horses, goats and a unicow(!) are few of the animals kids will be able to see at this year’s petting zoo. Open continuous throughout the Fair, stop by and pet some new friends!

    Sponsored by Herrington Fuels

  • Racing Pigs

    Wednesday, August 28 - Monday, Sept. 2 (see daily schedules for times)

    Location: CATTLE AREA

    These awkward, but cute and cuddly racing animals fascinate spectators. Real crowd pleasers, these natural comedians bolt from the starting gate and race around the track snorting and squealing, stubby legs churning and curly tails sailing along behind.

    Sponsored by Crossroads Ford and Valley Energy

  • Painted Pony Rodeo

    Monday, Sept. 2 • Slack 3PM, Rodeo 5PM

    Location: GRANDSTAND

    Capture the excitement of bareback, saddle bronc, and bull riding. Hold on to your cowboy hats during the team roping, calf roping, and steer wrestling, and as the ladies race against the clock in the barrel racing contest.

    Sponsored by Peckham Industries, Inc. and Mario's Home Center

  • Demolition Derby – Thursday

    Thursday, August 29 - 6:30PM

    Location: GRANDSTAND

    Enjoy the first night of crashin’, smashin’ action at the Demolition Derby! Catch 4 cylinders, mini vans, mini pick-ups and mini SUVs heats as they run for the cash purse of $1,400. Best Appearance Theme: Paw Patrol

    Sponsored by HudsonValley360.com and W & B Golf Carts, Inc.

  • Demolition Derby – Friday

    Friday, August 30, 6:30PM

    Location: GRANDSTAND

    The Demolition Derby Finale: Watch 6 and 8 cylinders and full-size pick-ups and vans crash hard on Friday night for the cash purse of $1,400. Best Appearance Theme: Monster Trucks

    Sponsored by Madsen Overhead Doors and Sorros Excavating Co.

  • Monster Tractor Pull

    Saturday, August 31, 4PM

    Location: GRANDSTAND

    What started out many years ago with farmers bringing their favorite tractors out of the fields to the local fair and pulling the heaviest stone boat the furthest has progressed into the HEAVIEST MOTOR SPORT IN THE WORLD! Watch these modified, Super Stock and Super Farm class tractors and 4 wheel drive trucks roar past the Grandstand in hopes of a full pull, bragging rights and points towards the circuit championship!

    Sponsored by A. Colarusso & Son

  • Firefighters’ Parade

    Saturday, August 31, 11 AM

    Location: NORTH GATE STAGE

    More than 40 units from five counties and three states are listed in the preliminary lineup for the Columbia County Fair’s 71st annual Firefighters Parade on Saturday, August 31, stepping off at 11 am from the corner of Kinderhook Street and Woodbridge Avenue in the Village of Chatham. Viewing and judging of the parade will take place near the North Gate entrance of the fairgrounds off Route 203. Judging will take place by the Hudson Valley Judging Association with awards handed out at the conclusion of the parade.

    Sponsored by A. Colarusso & Son and Stewart’s Shops

Such a great Fair every year. This year 2021 was my First year back since I was in elementary school which was decades back. You all worked so hard and did a wonderful job I’ll continue coming back every year.

– Jonathan B.

Love It! Nice country Fair.

– Theresa C.

Definitely the best county fair I have ever been to! The tree-lined grounds are lovely. A nice mix of attractions and exhibits with phenomenal entertainment; well worth the price of admission.

– Linda A.