• Sep 5 @ 4:00 PM EDT | 328 Greens Crossing Rd, Richmond, KY 40475, USA

  Anthony Reams Memorial Race

  The inaugural Anthony Reams Memorial Modified event, and the first tribute to Caution Wiseman Super Stock Race!

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• Sep 5 @ 6:00 PM - 9:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Tyrus York LIVE at Chenault Vineyards

  FREE ENTRY | 6:00-9:00 PM | Welcome Center

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• Sep 6 @ 4:00 PM - 6:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Nic Cassetta LIVE at Chenault Vineyards

  FREE ENTRY | 4:00-6:00 PM | Welcome Center

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• Sep 7 @ 12:00 AM EDT | 345 Lancaster Avenue, Richmond, KY, United States, Kentucky 40475, 345 Lancaster Ave, Richmond, KY 40475-1307, United States

  Tasty Tuesdays

  Join us for Tasty Tuesdays April - September, from 5:00 - 8:00 PM at Irvine-McDowell Park (except for June 30th)! Live music begins at 6:00 PM. We are excited to partner with th...

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• Sep 10 @ 6:00 PM - 9:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Bluegrass Acoustic Jam Night at Chenault Vineyards

  Join us every Thursday from 6:00–9:00 PM for Bluegrass Acoustic Jam Night at the Chenault Vineyards Welcome Center!Bring your instrument or simply pull up a chair and enjoy an e...

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• Sep 13 @ 1:00 PM - 4:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Chenault Farmers Market - September 13th

  The fourth Chenault Farmers Market of the season, Sunday, September 13th! Join us at Chenault Vineyards in the Welcome Center parking lot from 1:00–4:00 PM. Spend the afternoon...

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• Sep 17 @ 6:00 PM - 9:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Bluegrass Acoustic Jam Night at Chenault Vineyards

  Join us every Thursday from 6:00–9:00 PM for Bluegrass Acoustic Jam Night at the Chenault Vineyards Welcome Center!Bring your instrument or simply pull up a chair and enjoy an e...

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• Sep 18 @ 6:30 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  An Evening with Exile!

  Join us for an evening with Country Music Supergroup EXILE! The 500-acre winery is the quintessential setting for a day filled with the best in music, wine, food & drinks! Y...

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• Multiple Dates | 4375 Boonesboro Rd, Winchester, KY 40391, USA

  Siege of Fort Boonesborough

  Make plans to visit Fort Boonesborough State Park and the re-enactment of the 1778 Siege September 19th and 20th. All parking is in the KY388 lot across from the entrance to the...

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• Sep 19 @ 10:00 AM - 12:00 PM EDT | 345 Lancaster Avenue, Richmond, KY, United States, Kentucky 40475, 345 Lancaster Ave, Richmond, KY 40475-1307, United States

  Kayak Fun Float

  Join us for a Kayak Fun Float on the 3rd Saturday of the month, April - September, from 10:00 AM - 12:00 PM at Lake Reba Park's Kayak Launch! This is a relaxed float for kayaker...

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• Sep 19 @ 6:00 PM - 9:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Lunchbox Margaritas LIVE at Chenault Vineyards

  FREE ENTRY | Welcome Center | 6:00-9:00 PM

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• Sep 20 @ 4:00 PM - 6:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Westley Metcalfe LIVE at Chenault Vineyards

  FREE ENTRY | Welcome Center | 4:00-6:00 PM

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• Sep 26 @ 4:00 PM EDT | 328 Greens Crossing Rd, Richmond, KY 40475, USA

  9th Annual Damn Yankees Fifty

  Ultimate Pro Late Model Series $5,000 to win; Support Classes TBA

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• Sep 27 @ 11:00 AM - 4:00 PM EDT | 500 White Hall Shrine Rd, Richmond, KY 40475, USA

  Vintage Day

  Come out to Vintage Days, featuring antique vendors, a classic car show, history tours, and food trucks.

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• Oct 2 @ 6:30 PM EDT | 2284 Barnes Mill Rd, Richmond, KY 40475, USA

  Montgomery Gentry ft Eddie Montgomer and Special Guest: Walker Montgomery

  Chosen as an "Artist to Watch" by Country Now, Music Mayhem Magazine, Sounds Like Nashville, The Boot and Country Evolution, Walker Montgomery knows a thing or two about family...

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• Oct 3 @ 11:00 AM - 8:00 PM EDT | Richmond, KY, 405 W Main St, Richmond, KY 40475-1458, United States

  Millstone Festival

  2026 Millstone Festival will be on Saturday, October 3rd, from 11:00 AM - 8:00 PM on Main Street in Downtown Richmond! The Millstone Festival application deadline has CLOSED, an...

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• Oct 4 @ 6:00 PM - 9:00 PM EDT | EKU Center for the Arts, 822 Hall Dr, Richmond, KY 40475, United States

  Moonlight & Masquerade Arts Gala

  The Richmond Area Arts Council will host a Moonlight and Masquerade Arts Gala this year on Sunday, Oct. 4 at the EKU Center for the Arts from 6:00-9:00 p.m.! Masks are encourage...

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• Oct 9 @ 6:30 PM EDT | 2284 Barnes Mill Rd, Richmond, KY 40475, USA

  An Evening with Chris Janson

  Chris Janson IS COMING TO THE VINE! Chris Janson is bringing his Wild Horses Untamed Tour to The Vine at Chenault Vineyards on Friday, October 9th! Get ready for a night packed...

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• Oct 11 @ 1:00 PM - 4:00 PM EDT | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Chenault Farmers Market - October 11th

  The fifth and final Chenault Farmers Market of the season, Sunday, October 11th! Join us at Chenault Vineyards in the Welcome Center parking lot from 1:00–4:00 PM. Spend the aft...

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• Oct 16 @ 7:00 PM EDT | EKU Center for the Arts, 822 Hall Dr., Richmond, KY, United States

  Zach Williams' Revival Nights Tour 2026 - Richmond, KY

  Get ready to experience a revival! Zach Williams’ Revival Nights Tour has an energy this fall that’s a little gritty, a lot louder, and always real. This is more than just a con...

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• Oct 17 @ 1:00 PM EDT | Madison County Fairgrounds

  Richmond Kentucky Highland Games

  Scottish tradition, athletic events, food, music, piping, dancing, crafts, and clan gatherings for all ages and experience levels.

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• Oct 24 @ 3:00 PM EDT | CG Bank Field at Roy Kidd Stadium

  EKU Football vs. West Florida - Homecoming

  Get ready for the biggest game of the year! Join us as we celebrate tradition, pride, and school spirit at the annual Homecoming Game. Don’t miss one of EKU’s most spirited week...

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• Oct 29 @ 6:00 PM EDT | Main Street

  Halloween Hoedown

  Our 2026 Halloween Hoedown will be on Thursday, October 29th, from 6:00 - 8:00 PM on Main Street in Downtown Richmond!

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• Nov 28 @ 10:00 AM - 4:00 PM EST | 2284 Barnes Mill Rd, Richmond, KY, United States, Kentucky 40475, 2284 Barnes Mill Rd, Richmond, KY 40475-9798, United States

  Annual Holiday Barn Market at Chenault Vineyards

  Mark your calendars! Kick off the holiday season with us at the Annual Holiday Barn Market at Chenault Vineyards on Saturday, November 28th, from 10:00 AM–4:00 PM! Spend the day...

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