Seasonal & Holiday in Lexington, KY
Seasonal and holiday events in Lexington, Kentucky offer about 30 upcoming listings. The busiest months are November and December, with most activities taking place during the day before 5pm. Prominent venues include Aisling House and Local Lex Market, which host the most listings. Notable gatherings such as Christmas at Aisling House featuring the VIP Overnight Attic Suite, Merry & Bright Studio at Gallery 645, LunaLuxe Holiday Open House at LunaLuxe, and the Christmas Sugar Cookie Decorating Class 2026 at Local Lex Market are scheduled for these peak seasons. Visitors can expect a concentration of festive programming across these primary locations throughout the winter season.
AllConcerts & Live MusicTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports

Fri, Nov 6 · 5:00 PM
CHRISTMAS DREAM CIRCUS- RICHMOND, KY
Madison County Fairgrounds
$17.85 +
FreeSat, Nov 7 · 10:00 AM
Highland Cow Christmas Photo Experience
Old Tobacco Farm
Free

Sat, Nov 7 · 5:00 PM
CHRISTMAS DREAM CIRCUS- LEXINGTON, KY
Lyric Theatre
$20 +
FreeSun, Nov 15 · 2:00 PM
Fall Fest @ The Kingdom
Pickleball Kingdom Lexington Commons
Free

Fri, Nov 20 · 2:00 PM
Christmas at Aisling House: VIP Overnight Family Suite
Aisling House
$1490.41 +

Fri, Nov 20 · 2:00 PM
Christmas at Aisling House: VIP Overnight Attic Suite
Aisling House
$2130.66 +

Fri, Nov 20 · 2:00 PM
Christmas at Aisling House: VIP Overnight Primary Suite
Aisling House
$1597.12 +

Fri, Nov 20 · 4:00 PM
Christmas at Aisling House: Holly & Hearth
Aisling House
$135.23 +

Fri, Nov 20 · 4:00 PM
Christmas at Aisling House: Victorian Christmas Tea
Aisling House
$156.57 +

Fri, Nov 20 · 5:00 PM
Christmas at Aisling House: Open House Première
Aisling House
$71.21 +

Fri, Nov 20 · 5:30 PM
Christmas at Aisling House: Open House
Aisling House
$44.52 +

Fri, Nov 20 · 7:00 PM
Christmas at Aisling House: Private Ballroom Dinner
Aisling House
$241.94 +
FreeWed, Nov 25 · 6:00 PM
Thanksgiving Eve @ Cheetah Lexington! Wednesday, Nov. 25th
Cheetah Premier Gentlemen's Club of Lexington
Free

Thu, Nov 26 · 12:00 PM
Thanksgiving at 21c Hotel
21c Museum Hotel
$33.62 +

Thu, Nov 26 · 2:15 PM
Copy of Thanksgiving at 21c Hotel
21c Museum Hotel
$33.62 +
FreeSat, Dec 5 · 10:00 AM
Merry & Bright Studio
Gallery 645
Free
FreeSat, Dec 5 · 11:00 AM
LunaLuxe Holiday Open House
LunaLuxe
Free

Sun, Dec 6 · 9:00 AM
Christmas at Aisling House: VIP Overnight Experience
Aisling House
$11734.31 +

Sun, Dec 6 · 10:15 AM
Christmas at Aisling House: Christmas Brunch
Aisling House
$145 +

Sun, Dec 6 · 1:00 PM
Christmas at Aisling House: Christmas Luncheon
Aisling House
$185 +

Sun, Dec 6 · 4:00 PM
Christmas at Aisling House: Victorian Christmas Tea
Aisling House
$145 +

Sun, Dec 6 · 5:30 PM
Christmas at Aisling House: Open House
Aisling House
$44.52 +
FreeSat, Dec 12 · 11:00 AM
Richmond Centre Holiday Party
Richmond Centre
Free

Sat, Dec 12 · 1:00 PM
Christmas Sugar Cookie Decorating Class 2026
Local Lex Market
$64.17 +