Entertainment
Enjoy 6 days of local and national talent on the stages throughout the fairgrounds.
2026 Entertainment – Columbia County Fair

Acoustic Rye
Monday, Sept 7: 6-9PM
Location: UPPER ENTERTAINMENT GARDEN
Check out a down home band that plays a variety of music from the late 1980’s til now, including blues, bluegrass, country and of course, “Good Old Rock and Roll.”

Allen & Azzaam
Thursday, Sept 3, 1-5PM
Location: UPPER ENTERTAINMENT GARDEN
The music of ALLEN & AZZAAM is the product of a 3 year collaborative effort between saxophonist Allen Halstead and pianist Azzaam Hameed. The ultimate result of their partnership is one where the whole is truly much greater than the sum of its parts. Each musician has over 40 years of providing professional music entertainment, in all genres, for their listeners. Their individual portfolios include playing with legendary performers such as Ella Fitzgerald, Billy Joel and Lou Rawls as well as many local jazz artists. Together, ALLEN & AZZAAM specialize in presenting the jazz standards, today’s contemporary jazz and R&B interpretations.

AVI the Hypnotist
Thursday, Sept 3 - Monday, Sept 7: 5PM & 8PM
Location: NORTH GATE ENTERTAINMENT BARN
AVI The Hypnotist delivers unforgettable hypnosis comedy stage performances that blend fun and fascination. Dedicated to engaging audiences with laughter and amazement, his mission is to transform skeptics into believers while energizing every crowd. With a passion for entertaining and a commitment to creating memorable experiences, AVI The Hypnotist continues to grow as a trusted name in live comedy hypnosis entertainment.

Beer Stained Fiddle
Sunday, Sept. 6, 1-5PM
Location: UPPER ENTERTAINMENT GARDEN
Beer Stained Fiddle is a string band playing Bluegrass, Americana, Appalacian folk, and Jam band genres. All band members sing and are from Columbia County. Mike Pagnani on fiddle, Brian Tipple on banjo, Andy Andrewski on cajon, Scott Malony on upright bass, Steve Hills on guitar, Eugine Krien on mandolin and Tom Meyers on dobro.

Demolition Derby – Friday
Friday, Sept 4, 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 $1,500. Best Appearance Theme:
Sponsored by Broadway Garage & Sorros Excavating LLC

Demolition Derby – Thursday
Thursday, Sept 3 - 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 $1,500. Best Appearance Theme:
Sponsored by Hudsonvalley360.com & W&B Golf Carts Inc.

DJ Jack Bogarski
Thursday, Sept. 3 & Friday, Sept. 4: 6PM; Saturday, Sept. 5: 11AM-5PM
Location: PAVILION
DJ Jack Bogarski returns to the Columbia County Fair Beer Pavilion for his 29th consecutive year this 2026 season. Jack will be providing musical entertainment Thursday and Friday night (9/3 & 9/4) from 6pm till close for the 21+ crowd, and on Saturday from 11am-5pm for the parading Firefighters and fairgoers. “Playing the right song at the right time.” Come join us.

Electric Blue DJ Bob Hawley
North Gate: Sept 2, 6PM; Beer Pavilion: Sept 5 & 6, 6PM and Sept 7, 1PM
Location: NORTH GATE ENTERTAINMENT BARN & PAVILION
Electric Blue DJ Service has been providing Rock, Classical, Jazz, Country, Rap, and Hip-Hop music for 30 years, originally starting out as DJ at the Skate Factory near Hudson.

Firefighters’ Parade
Saturday, Sept 5, 11 AM
Location: NORTH GATE ENTERTAINMENT BARN
More than 40 units from five counties will lineup for the Columbia County Fair’s 72nd annual Firefighters Parade on Saturday, Sept 5, 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

Fireworks
Wednesday, Sept 2, 9PM
Location: ON THE GROUNDS
In celebration of America’s 250th birthday, the Columbia County Fair proudly presents a spectacular fireworks display on Opening Night at 9 PM. Enjoy a brilliant burst of color lighting up the skies above the fairgrounds and beyond as we celebrate our nation’s history, community, and spirit together.
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.


