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June 2019

Southland Street Fair

June 1, 2019 @ 3:00 pm - 8:00 pm
Southland Lexington, KY United States

Southland Street Fair 2019 is taking over Southland Drive on Saturday, June 1 from 3 to 8 pm. Enjoy entertainment, local vendors, food trucks and tents, family friendly activities and more.

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Bluegrass Fair

June 6, 2019 @ 5:00 pm - June 16, 2019 @ 10:00 pm
Masterson Station Park, 3051 Leestown Rd
Lexington, KY United States

The Bluegrass Fair is happening at Masterson Station Park on Thursday, June 6 through Sunday, June 16.

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2019 Danville Art Festival

June 8, 2019 - June 9, 2019

2019 Danville Art Festival is at Community Arts Center in Danville, KY on Saturday, June 8 through Sunday, June 9.

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Beer Cheese Festival, Winchester

June 8, 2019 @ 10:00 am - 5:00 pm
Winchester Winchester, KY United States

Shop Local Kentucky presents the Beer Cheese Festival in Winchester on Saturday, June 8 from 10 am to 5 pm.

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Playthink Movement and Flow Arts Festival, Berea

June 12, 2019 - June 16, 2019

Playthink Movement and Flow Arts Festival is Wednesday, June 12 through Sunday, June 16 in Berea.

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Kentucky Wine & Vine Festival

June 15, 2019 @ 1:00 pm - 9:00 pm
RJ Corman, 101 RJ Corman Dr
Nicholasville, KY United States

Kentucky Wine & Vine Festival is at RJ Corman grounds in Nicholasville on Saturday, June 15 from 1 pm to 9 pm. There are wineries from across the state, a balloon glow at dusk, and fireworks.

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Water Lantern Festival

June 22, 2019 @ 5:00 pm - 9:00 pm
Jacobson Park Lexington, KY United States

Water Lantern Festival is at Jacobson Park on Satruday, June 22 at 5 pm.

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July 2019

Berea Craft Festival

July 12, 2019 - July 14, 2019

Berea Craft Festival is Friday, July 12 through Sunday, July 14.

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August 2019

Woodland Art Fair

August 17, 2019 - August 18, 2019
Woodland Park Lexington, KY United States

The 44th annual Woodland Art Fair is on Saturday August 17 and Sunday, August 18 inside the Woodland Park grounds. Saturday: 10 am to 6 pm Sunday: 10 am to 5 pm  

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Gardenside at Sunset

August 23, 2019 @ 6:00 pm - 10:00 pm

Gardenside at Sunset is at Gardenside Plaza Shopping Center on Friday, August 23 from 6 to 10 pm. There will be music, dance, artisans, food truck and kids activities.

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Chevy Chase Street Fair

August 24, 2019 @ 4:00 pm - 10:00 pm
Chevy Chase Lexington, KY 40502 United States

Chevy Chase Street Fair is in Chevy Chase along Euclid Avenue on Saturday, August 24 at 4 pm.

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September 2019

Festival of the Horse, Georgetown

September 6, 2019 - September 8, 2019

The Festival of the Horse is in Georgetown on Friday, September 6 through Sunday, September 8.

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Waveland Art Fair

September 7, 2019 - September 8, 2019
Waveland State Historic Site, 225 Waveland Museum Lane
Lexington, KY United States

The 6th annual Waveland Art Fair is at Waveland State Historic Site on Saturday, September 7 from 10 am to 5 pm and Sunday, September 8 from 11 am to 5 pm.

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Festival Latino de Lexington

September 13, 2019 - September 14, 2019
Robert F. Stephens Court House Plaza, 130 N Limestone St
Lexington, KY United States

The Festival Latino de Lexington is downtown at Robert F. Stephens Courthouse Plaza on Friday, September 13 from 5 pm to 11 pm and Saturday, September 14 from 4 pm to 11 pm.

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More Tales Storytelling Festival, Wilmore

September 20, 2019 - September 21, 2019

More Tales Storytelling Festival at the Downtown Green in Wilmore, KY is Friday, September 20 through Saturday, September 21.

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October 2019

Mary Queen Of The Holy Rosary Fall Festival

October 11, 2019 @ 4:00 pm - October 12, 2019 @ 11:00 pm
Mary Queen of the Holy Rosary Lexington, KY United States

Mary Queen Of The Holy Rosary Fall Festival is Friday, October 11 through Saturday, October 12.

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Oktoberfest 2019, Harrodsburg

October 11, 2019 @ 5:00 pm - October 13, 2019 @ 5:00 pm

Oktoberfest 2019 in Harrodsburg starting on Friday, October 11 at 5 pm through Sunday, October 13.

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Kentucky Guild of Artists & Craftsmen Fall Fair, Berea

October 12, 2019

Kentucky Guild of Artists & Craftsmen Fall Fair in Berea on Saturday, October 12.

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Bardstown Arts Crafts & Antiques Fair

October 12, 2019 @ 10:00 am - 5:00 pm

Bardstown Arts Crafts & Antiques Fair on Bardstown Main Street on Saturday, October 12 at 10 am.

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Mt. Sterling Court Days, Mount Sterling, KY

October 18, 2019 @ 8:00 am - October 21, 2019 @ 6:00 pm
Mt. Sterling, KY

The 2019 Mt. Sterling Court Days will be held on Friday, October 18 through Monday, October 21. Mt. Sterling's October Court Days is still the largest outdoor festival in Kentucky and features a wide variety of items, along with a huge assortment of food options, and live music.  The festival is open from dawn to dusk (8 am to 6 pm), Friday through Monday. Free Admission.

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March 2020

International Women’s Festival at The Lyric

March 7, 2020 @ 12:00 pm - 5:00 pm
Lyric Theater KY United States

The Lyric presents the second annual International Women's Festival on Saturday, March 7 from 12 pm -5 pm. Attendees are able to enjoy performances, international food, shop with local vendors, learn more about local organizations, and browse an art exhibition specifically created and curated to celebrate International Women's Day. Access to the festival is free, which includes the performances, gallery, and kid zone.

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Hamburg YMCA hosts Summer Job Fair

March 8, 2020 @ 2:00 pm - 4:00 pm
YMCA at Hamburg Place, 2681 Old Rosebud Rd
Lexington, KY 40509 United States

Hamburg YMCA hosts Summer Job Fair on Sunday, March 8 at 2 pm.

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2020 Summer Camps Fair at UK Gatton Student Center

March 10, 2020 @ 11:00 am - 1:30 pm
UK Gatton Student Center Lexington, KY United States

UK Gatton Student Center hosts a 2020 Summer Camps Fair on Tuesday, March 10 at 11 am.

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August 2020

CANCELLED: Woodland Art Fair (thru Sunday)

August 15, 2020 - August 16, 2020

The 45th Woodland Art Fair scheduled for August 15 and 16, 2020 has been canceled.

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CANCELLED: Railbird Festival 2020

August 22, 2020 - August 23, 2020
Tyler Childers with a guitar singing

Railbird Festival 2020 originally scheduled for August 22 and 23, 2020 has been postponed until 2021.

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CANCELLED: 2nd annual DiverCity Festival, downtown Lexington

August 29, 2020 @ 12:00 pm - 7:00 pm
Robert F. Stephens Court House Plaza, 130 N Limestone St
Lexington, KY United States

The 2nd annual DiverCity Festival is in downtown Lexington on Saturday, August 29 at noon.

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September 2020

CANCELED Waveland Art Fair

September 12, 2020

Waveland Art Fair is canceled for Saturday, September 12 and Sunday, September 13.

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AppleFest at Eckert’s Orchard

September 12, 2020 @ 9:00 am - 5:00 pm

AppleFest at Eckert's Orchard is happening on weekends throughout September from 9 am until 5 pm. Wagon rides, live entertainment, great festival foods, children’s activities and much more make this an apple pickin’ good time for everyone! Whether riding a camel or feeding a goat, your young ‘uns will enjoy getting acquainted with common farm animals. Children’s carnival and activities available. Kettle corn, caramel apples and more to tempt your taste buds.

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Hard Cider Bash, Shaker Village of Pleasant Hill

September 12, 2020 @ 6:30 pm - 9:00 pm
Shaker Village of Pleasant Hill, 3501 Lexington Rd.
Harrodsburg , KY 40330 United States

Shaker Village of Pleasant Hill hosts a Hard Cider Bash on Saturday, September 12 at 6:30 pm.

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CANCELED Festival Latino de Lexington

September 18, 2020

Festival Latino de Lexington is canceled for Friday, September 18.

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CANCELED Midway Fall Festival

September 19, 2020

Midway Fall Festival originally scheduled for Saturday, September 19 and Sunday, September 20 is canceled for 2020.

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November 2020

The Breeders’ Cup Festival, downtown Lexington (thru Sat Nov 7)

November 4, 2020

The Breeders’ Cup Festival is happening in downtown Lexington on Wednesday, November 4 through Saturday, November 7. How to watch, celebrate Breeders' Cup 2020.

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May 2021

Kentucky Sheep and Fiber Festival, Masterson Station Park

May 15, 2021 @ 9:00 am - May 16, 2021 @ 5:00 pm

Kentucky Sheep and Fiber Festival is happening at Masterson Station Park on Saturday, May 15 thru Sunday, May 16.

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June 2021

First official funnelcake of the season, St. Elizabeth Ann Seton Fair

June 3, 2021

The first official funnelcake of the season must traditionally be consumed at the St. Elizabeth Ann Seton Country Fair.

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The Bluegrass Fair, Masterson Station Park (thru June 20)

June 10, 2021
Masterson Station Park, 3051 Leestown Rd
Lexington, KY United States
a logo that says Bluegrass Fair with a light hazy picture behind it

The Bluegrass Fair is June 10 through June 20 at Masterson Station Park. Gates open 5 pm on weekdays & 3 pm on weekends.

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Francisco’s Farm Art Fair in Midway (& June 13)

June 12, 2021 @ 10:00 am - 5:00 pm

Francisco’s Farm Art Fair in Midway on Saturday, June 12 & 13 at 10 am.

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July 2021

2021 Berea Craft Festival (thru Sunday)

July 9, 2021 @ 10:00 am - 6:00 pm

Berea Craft Festival in downtown Berea on Friday, July 9 thru Sunday, July 11. Friday/Saturday 10am-6pm; Sunday 10am-5pm.

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BreyerFest 2021, virtual (thru Sunday)

July 16, 2021

BreyerFest 2021 is Friday, July 16 thru Sunday, July 18. It is a virtual event, no in-person event/activities at Kentucky Horse Park.

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Keeneland Concours d’Elegance

July 17, 2021 @ 9:00 am - 4:30 pm
Keeneland, Versailles Road
Lexington, KY United States

Keeneland Concours d’Elegance is Saturday, July 17 at Keeneland from 9 am - 4:30 pm.

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Diamond Rings & Pretty Things Wedding Show

July 18, 2021 @ 11:00 am - 4:00 pm

The Diamond Rings & Pretty Things Wedding Show is Sunday, July 18 at Central Bank Center from 11am-4pm.

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Hops & Vine Festival, downtown Richmond KY

July 24, 2021 @ 2:00 pm - 10:00 pm

Hops & Vine Festival in downtown Richmond, KY on Saturday, July 24 from 2-10 pm.

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October 2021

Mt Sterling October Court Days

October 15, 2021 - October 17, 2021
Mt. Sterling, KY

Kentucky’s Oldest Festival is Court Days, dating back to 1794 in Downtown Mt. Sterling! Hundreds of vendors will offer a huge variety of merchandise and food, Friday, Oct 15 through Sunday, Oct 17. Enjoy fun entertainment — including live music and the Mt. Sterling Mullet Contest. Vendor and Visitor information at www.mtsterlingtourism.com

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Scarefest

October 22, 2021 - October 24, 2021

Scarefest Horror & Paranormal Convention, 4 pm, Central Bank Center (Friday thru Sunday)

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CANCELED: Jewish Food Festival

October 24, 2021

Jewish Food Festival at Temple Adath Israel has been CANCELED for this year. #Verklempt

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Thriller Halloween Parade

October 24, 2021 @ 6:30 pm - 8:00 pm

Thriller Halloween Parade returns to downtown Lexington. The Halloween Parade featuring floats, costumed characters, and even more performance groups. The festivities culminate with the annual Thriller reenactment where several hundred zombies will dance, dawdle and drag themselves down Main Street to the classic Michael Jackson tune. Pedestrians can watch all along the parade route. Rain date for the parade and Thriller Oct. 25.

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PumpkinMania, Transy

October 26, 2021

Jack-o’-lanterns will return to the steps of historic Old Morrison off Third Street for Transylvania University’s PumpkinMania

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November 2021

Day of the Dead Fest, Valley Park

November 1, 2021 @ 6:30 pm - 8:30 pm

The Dia de los Muertos (Day of the Dead) Festival begins at 6:30 pm in Valley Park.

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December 2021

Kentucky Reptile Expo, Central Bank Center

December 4, 2021 @ 10:00 am
Central Bank Center, 430 W. Vine St.
Lexington, KY United States

The KY Reptile Expo begins at 10 am inside the Central Bank Center on Saturday, December 4th.

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October 2022

Bourbon on the Banks, Frankfort

October 1, 2022
Frankfort KY

Bourbon on the Banks returns to Frankfort, Oct 1 2022 Sip Bourbon, Savor History At the Bourbon on the Banks Festival, bourbon is more than a drink – each pour is about appreciating history and tradition, understanding the legacy and art of distilling, and bonding with friends. Experience the Bourbon on the Banks Festival in Frankfort, Ky., on Saturday, Oct. 1, from 1-6 p.m.  Sample and explore a variety of whiskies Enjoy a scenic stroll along the historic banks of…

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March 2024

St. Patrick’s Festival, downtown

March 16

Lexington’s annual St. Patrick’s Parade and Festival promises a day full of music, dancing and fun. The Lexington St. Patrick’s Parade is one of the city’s longest-running civic festivals. The 2024 Festival will be the 42nd time the parade has marched down Main Street. Entries for the parade and festival opened in December and deadlines for applications are approaching.  This year’s celebration begins on Saturday March 16, at 10:45 a.m. with the “Blessing of the Keg” at Henry A. Tandy…

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