Lexington, KY

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.

CHRISTMAS DREAM CIRCUS- RICHMOND, KY
Fri, Nov 6 · 5:00 PM

CHRISTMAS DREAM CIRCUS- RICHMOND, KY

Madison County Fairgrounds
$17.85 +
Highland Cow Christmas Photo ExperienceFree
Sat, Nov 7 · 10:00 AM

Highland Cow Christmas Photo Experience

Old Tobacco Farm
Free
CHRISTMAS DREAM CIRCUS- LEXINGTON, KY
Sat, Nov 7 · 5:00 PM

CHRISTMAS DREAM CIRCUS- LEXINGTON, KY

Lyric Theatre
$20 +
Fall Fest @ The KingdomFree
Sun, Nov 15 · 2:00 PM

Fall Fest @ The Kingdom

Pickleball Kingdom Lexington Commons
Free
Christmas at Aisling House: VIP Overnight Family Suite
Fri, Nov 20 · 2:00 PM

Christmas at Aisling House: VIP Overnight Family Suite

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

Christmas at Aisling House: VIP Overnight Attic Suite

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

Christmas at Aisling House: VIP Overnight Primary Suite

Aisling House
$1597.12 +
Christmas at Aisling House: Holly & Hearth
Fri, Nov 20 · 4:00 PM

Christmas at Aisling House: Holly & Hearth

Aisling House
$135.23 +
Christmas at Aisling House: Victorian Christmas Tea
Fri, Nov 20 · 4:00 PM

Christmas at Aisling House: Victorian Christmas Tea

Aisling House
$156.57 +
Christmas at Aisling House: Open House Première
Fri, Nov 20 · 5:00 PM

Christmas at Aisling House: Open House Première

Aisling House
$71.21 +
Christmas at Aisling House: Open House
Fri, Nov 20 · 5:30 PM

Christmas at Aisling House: Open House

Aisling House
$44.52 +
Christmas at Aisling House: Private Ballroom Dinner
Fri, Nov 20 · 7:00 PM

Christmas at Aisling House: Private Ballroom Dinner

Aisling House
$241.94 +
Thanksgiving Eve @ Cheetah Lexington! Wednesday, Nov. 25thFree
Wed, Nov 25 · 6:00 PM

Thanksgiving Eve @ Cheetah Lexington! Wednesday, Nov. 25th

Cheetah Premier Gentlemen's Club of Lexington
Free
Thanksgiving at 21c Hotel
Thu, Nov 26 · 12:00 PM

Thanksgiving at 21c Hotel

21c Museum Hotel
$33.62 +
Copy of Thanksgiving at 21c Hotel
Thu, Nov 26 · 2:15 PM

Copy of Thanksgiving at 21c Hotel

21c Museum Hotel
$33.62 +
Merry & Bright StudioFree
Sat, Dec 5 · 10:00 AM

Merry & Bright Studio

Gallery 645
Free
LunaLuxe Holiday Open HouseFree
Sat, Dec 5 · 11:00 AM

LunaLuxe Holiday Open House

LunaLuxe
Free
Christmas at Aisling House: VIP Overnight Experience
Sun, Dec 6 · 9:00 AM

Christmas at Aisling House: VIP Overnight Experience

Aisling House
$11734.31 +
Christmas at Aisling House: Christmas Brunch
Sun, Dec 6 · 10:15 AM

Christmas at Aisling House: Christmas Brunch

Aisling House
$145 +
Christmas at Aisling House: Christmas Luncheon
Sun, Dec 6 · 1:00 PM

Christmas at Aisling House: Christmas Luncheon

Aisling House
$185 +
Christmas at Aisling House: Victorian Christmas Tea
Sun, Dec 6 · 4:00 PM

Christmas at Aisling House: Victorian Christmas Tea

Aisling House
$145 +
Christmas at Aisling House: Open House
Sun, Dec 6 · 5:30 PM

Christmas at Aisling House: Open House

Aisling House
$44.52 +
Richmond Centre Holiday PartyFree
Sat, Dec 12 · 11:00 AM

Richmond Centre Holiday Party

Richmond Centre
Free
Christmas Sugar Cookie Decorating Class 2026
Sat, Dec 12 · 1:00 PM

Christmas Sugar Cookie Decorating Class 2026

Local Lex Market
$64.17 +

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