Summer 2026
There are some events here in Lexington that have become synonymous with summer: Food trucks, live music, beer gardens, and many more. Here’s a list of when these specific events are occurring this summer!
Series Events
Sorted alphabetically
Big Band & Jazz | Moondance Ampitheater | Tuesdays from 5/12-6/30; 7P-8:30P
Ecton Park | Tuesdays, 7/7-8/11; 7P-8:30P
East End Evenings | Charles Young Park | 7/17, 7/31, 8/14, 8/28; 6P-8P
Food Truck Fridays | Shilito Park | Fridays from 5/8-5/22, 6P-9P
Friday Flicks | Jacobson Park | Fridays from 6/5-6/26, 7P
From the Front Porch | Isaac Murphy Memorial Art Garden | 6/27, 7/25, 8/29, 9/26; 6P-8P
Lakeside Live | Lexington Green | Fridays from 6/12-7/24 (except 7/3)
Lunch with the Arts | Phoenix Park | Wednesdays & Saturdays from 6/3-8/29; 11:30A-1:30P
Music on the Lawn | Shaker Village (Harrodsburg) | Fridays & Saturdays from 4/25-8/29, 6:30P-9:30p
Fridays & Saturdays from 9/4-10/31, 5:30P-8:30P
Southland Jamboree | Moondance Ampitheater | Thursdays from 5/28-9/3, 7P
Summer Classic Film Series | The Kentucky Theatre | Wednesdays from 6/3-9/9
Summer Nights in Suburbia | Moondance Ampitheater | Every other Friday from 5/29-9/18, 7P-9P (5/29, 6/12, 6/26, 7/10, 7/24, 8/7, 8/21, 9/4, 9/18)
Thursday Night Live | 5/3 Pavilion (Downtown Lexington) | Thursdays through 10/8, 5P-8P
West Sixth Beer Garden Pop Up | Woodland Park | 4/23, 5/14, 6/11, 9/17; 4P-8P
Yappy Hour | Jacobson Park | 5/27, 6P-8:30P
Pleasant Ridge Park | 6/17, 6P-8:30P
Veterans Park | 7/22, 6P-8:30P
Coldstream Park | 8/26, 6P-8:30P
Wellington Park | 9/30, 5:30P-7:30P
Masterson Station Park | 10/28, 5:30P-7:30P
Fairs & Festivals
Sorted chronologically
StreetFest | Shropshire Ave x East Third Street | 5/16, 10A-1P
Chamber Music Festival of the Bluegrass | Shaker Village (Harrodsburg) | 5/22-5/24
Lexington Pride Festival | Oliver Lewis Way | 5/30, 12P-10P
The Bluegrass Fair | Masterson Station Park | 6/4-6/14
RiverFest | Clifton Boat Ramp (Versailles) | 6/6, 9A
Lexington Porch Fest | Various Locations | 6/6-6/7
Railbird | Red Mile | 6/6-6/7
Spirit in the Bluegrass Music Festival | Kentucky Horse Park | 6/10-6/13
KY Beer Cheese Festival | Downtown Winchester | 6/13, 10A-5P
Midway Bourbon & Blues Festival | Downtown Midway | 6/13, 12P-10P
Kentucky Wine & Vine Fest | Jessamine Co. Fairgrounds (Nicholasville) | 6/20, 12P-6P
Great American Brass Band Festival | Danville | 6/25-6/27
Wildside Blueberry Festival | Wildside Winery (Versailles) | 6/27-6/28
Berea Craft Festival | Indian Fort Theater (Berea) | 7/10-7/12
BreyerFest | Kentucky Horse Park | 7/10-7/12
Harry Dean Stanton Fest | Various Locations | 7/10-7/12
Wildside Blackberry Festival | Wildside Winery (Versailles) | 7/18-7/19
5th Annual Flood with Love Music Festival | The Burl | 7/25
Crave Lexington | Gatton Park | 7/31-8/1
Shaker Village Craft Fair | Shaker Village (Harrodsburg) | 8/1-8/2
20th Annual Small Town America Festival | Downtown Mt. Sterling | 8/8, 8A
Wildside Zinnia Festival | Wildside Winery (Versailles) | 8/1-8/9
50th Annual Woodland Art Fair | Woodland Park | 8/15-8/16
Natural Bridge Artisan Festival | Natural Bridge Campground (Slade) | 8/15-8/16
Kenwick Porch Fest | Kenwick Neighborhood | 8/22, 2P-9P
Chevy Chase Street Fair | Chevy Chase | 8/22, 4P-10P
4th Annual Burl County Fair | The Burl | 8/22, 5P
Lexington Renaissance Faire | Masterson Station Park | 8/22-8/23 & 9/4-9/6
Wildside Apple Festival | Wildside Winery (Versailles) | 8/22-8/23
Weeks & Specialty Events
Sorted chronologically
Bluegrass River Run | Kelley’s Landing | 6/6, 10A
National Bourbon Week: A Spirited Celebration | Bardstown | 6/14-6/21
SoulFeast Week | Various Locations | 6/18-6/28
Lexington Burger Week | Various Locations | 7/6-7/12
Shakespeare in the Park | Woodland Park | 7/10-7/12, 7/16-7/19
Keeneland Concours d’Elegance | Keeneland Race Course | 7/18, 6:30A-4:30P
Ballet Under the Stars | Woodland Park | 7/29-8/2
