The Ulster County Fair has us officially thinking about August 2023. Get ready to head to New Paltz again this year for fair fun and food plus top-line entertainment.

Each year the county fair that feels like a true old fashion hometown fair never disappoints when it comes to events, fair excitement, and entertainment. This week the Ulster County Fair announced two of its headliners and from what I can see from the reaction on social media the Hudson Valley is excited to get to the fair.

Ulster County Fair Announces Headline Entertainment for 2023

Ulster County Fair Pig Race
Ulster County Fair 2023 via Facebook

Mark the calendars for this year's Ulster County Fair from Tuesday, August 1st through Sunday, August 6th. Once again the fair located on Libertyville Road just outside of New Paltz, New York will be the site of family fun for all ages. At the Ulster County Fair, you always get the Main Stage entertainment with the price of fair admission.

Thompson Square at Ulster County Fair

The Ulster County Fair just announced another country favorite from the 2000s to their list of entertainment for this year's Main Stage. Thompson Square will perform Saturday, August 5, 2023. The "Are You Gonna Kiss Me or Not" Duo husband and wife Keifer and Shawna will be a great addition to the fair's already exciting lineup. Just like the earlier shows announced you get this concert with the price of fair admission.

Thompson Square Listening Event
Getty Images

SEE Also: Country Concert Calendar for New York and Connecticut

So far this year the fair has announced that they will have two big headliners. On Wednesday, August 2nd the Ulster County Fair will welcome country legend, Lee Greenwood.  Best known for his hit "God Bless the USA" Lee is sure to be a show for all to enjoy who visit the fair that day.

A Music Memorial For Jeff Carson
Getty Images

The Ulster County Fair has also announced The Kentucky Headhunters will take the Main Stage at the fair on Friday, August 4th. Oh, Lonesome Me and Dumas Walker are sure to be on the playlist that night taking us back to some of the best 90s country when the band from Edmonton Kentucky hits Ulster County, New York.

The Kentucky Headhunters Free Drive-In Concert
Getty Images

UPDATE: The Full Schedule is Out for the 2023 Ulster County Fair

Tuesday, August 1 - Thunder Ridge Hudson Valley Favorites

Wednesday, August 2 - Lee Greenwood

Thursday, August 3 - Alex Shillo's Tribute to Bruce Springsteen

Friday, August 4 - Kentucky Headhunters

Saturday, August 5 - Thompson Square

Sunday, August 6 - J.D. Leonard "This is Garth"

For more information on the Ulster County Fair go to

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