Local events we LOVE this month

The month of May in Central Kentucky features everything from farmer’s markets to Mayfest to LOTS of Memorial Day/weekend celebration events….and so much more!

Thursday Night Live

April 11, 2019 – October 10, 2019, Thursdays @ 5pm – 8pm
Downtown Lexington, KY
Fifth Third Bank Pavilion at Cheapside Park
Get downtown to Central Bank’s Thursday Night Live event, every Thursday at the Fifth Third Bank Pavilion at Cheapside Park. This event is rain or shine!

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Night Market

Monthly, 1st Friday, until December 6, 2019@ 6pm – 10pm
700 Block of Bryan Avenue, Lexington KY

A monthly pop-up open air-market/street festival held on the first Friday of every month May through December. Night Market highlights the creativity of local neighborhood businesses, artists, and nonprofits and brings people from all over the region to Lexington’s Northside.

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Music On The Lawn

May 3 – October 26
Weekly, Friday and Saturday @ 6:30pm – 9:30pm
Shaker Village of Pleasant Hill
3501 Lexington Road, Harrodsburg KY 40330

The greatest combination of live music, amazing food and a farm-fresh setting you could ever imagine! Head to Shaker Village for an evening on the lawn beside the historic Trustees’ Office and the Shaker Village garden. Music on the Lawn features live music, outdoor dining, drinks and specialty cocktails around the fire pits. Don’t forget to enjoy a marshmallow roast, grab a cocktail and then take in a special $5 after 5:00 tour. No admission is required, and music begins at 6:30 pm.

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Kentucky Derby & Oaks

May 3 Oaks Day @ 9am
May 4 Derby Day @ 9am
Keeneland Race Course
4201 Versailles Road, Lexington KY 40510

Oaks Brunch on the Lawn on May 3, 8:30am-11am. Buy tickets here!$50pp

Derby Day with live music in the Paddock, children’s activities, derby hat contest.

Celebrate Derby Day at Keeneland Race Course for the 144th running of the Kentucky Derby! With more than 1,000 televisions, easy access to wagering, great food, activities for the Kids, Derby Day at Keeneland Race Course is the perfect place to share in the excitement of the run for the roses!ADVANCE WAGERING:
Available for the Kentucky Oaks and Derby full cards exclusively at The Red Mile beginning at 12:15 p.m. on Thursday, May 2
Available for the Kentucky Derby full card and Oaks/Derby Double at Keeneland and The Red Mile on Friday, May 3Find out more »

Central Kentucky Tours: One Sweet Tour

May 10, 2019 – June 7, 2019
Central Kentucky Tours
200 Sexton Road, Harrodsburg KY 40330

Coolmore America/Ashford Stud has recently announced that both Triple Crown winners American Pharoah and Justify will be going to Australia this summer for the breeding season there. They will not return to the United States until late fall. If you want an opportunity to see these magnificant animals before they head down under, there are two tours with available spots. The “One Sweet Tour” on May 10th and June 7th that include a stop at Ashford Stud along with Buffalo Trace and Rebecca Ruth Candy Factory.

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Reserve your tour today

Mayfest Arts Fair

May 11 – 12, 2019 @ 10am
Gratz Park
Mill and Market Streets, Lexington KY

Mayfest Presented by Republic Bank is a juried art fair with a focus on a casual, family-friendly atmosphere. Included are up to 100 Artist Vendors, performances by musicians, dancers, strolling performers, food concession vendors, and children’s activities including pony rides and children’s crafts. Attendance at the two-day event averages 25,000. If you are an artist and are interested in showcasing your work or are a concession vendor, apply at the link below.

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Concerts at the Castle

Dates in 2019: 5/16, 6/13, 7/11, 7/25, 8/15, 8/29, 9/19, 10/3, 10/17, 10/24
The Kentucky Castle
230 Pisgah Pike, Versailles KY 40383

Troubadour Concert Series has partnered with the Kentucky Castle to launch a national level series of concerts that will be held at the legendary Castle, celebrating renowned Kentucky artists and bluegrass music.

Tickets

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Seton Country Fair

May 30 – June 2, 2019 @ 6pm
Saint Elizabeth Ann Seton Catholic Church
1730 Summerhill, Lexington KY 40515

Carnival rides, fair food, and local brews highlight the weekend-long festival. Features an air-conditioned bingo hall and casino, variety raffle and a $5,000 capital prize.

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Best of Kentucky Dinner Series: Tapas & Tunes

May 18, 2019 @ 6:30pm – 9:30pm
Woodford Reserve Distillery
7855 McCracken Pike, Versailles, KY 40383

This dinner will feature classic Kentucky fare with special bourbon tastings and cocktails. The event also features live music, distillery tours, guest chefs and the menu of Woodford Reserve Chef-in-Residence Ouita Michel and Woodford Reserve Chef de Cuisine Charles Taylor. Seats are limited to keep the dinners intimate. $100pp

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Steven Curtis Chapman concert

May 19, 2019 @ 7:30pm
Lexington Opera House
401 West Short Street, Lexington KY 40507

Multi-Grammy Award winning artist Steven Curtis Chapman has announced that next spring he will continue his successful tour, SCC SOLO: Hits, History, and Influences. Back by popular demand, the solo tour is now in its fourth season.

Tickets here >>