Fall Festivals 2025 Events & Celebrations In Crestwood

Q: What are the upcoming Fall Festivals in Crestwood?

Here are the upcoming events in Crestwood: The Great Pumpkin Paint Off, 🍁 Saturday Fall Hike with The Farmer & The Foodie, 🍂 Super Drew’s Crew Fall Fest 🍂

Fall Festivals in Crestwood

Sun, 19 Oct

The Great Pumpkin Paint Off

6300 Old Lagrange Rd, Crestwood, KY, United States, Kentucky 40014
Sat, 18 Oct

🍁 Saturday Fall Hike with The Farmer & The Foodie

8905 Highway 329, Crestwood, KY, United States, Kentucky 40014
Sat, 08 Nov

🍂 Super Drew’s Crew Fall Fest 🍂

6300 Old Lagrange Rd, Crestwood, KY, United States, Kentucky 40014

Fall Festivals from nearby cities

Sat, 11 Oct

South Elkhorn Fall Festival

4343 Harrodsburg Rd, Lexington, KY, United States, Kentucky 40513

36+ Interested
Sat, 25 Oct

Fall Foliage - Bardstown, Kentucky

My Old Kentucky Dinner Train

54+ Interested
11-12 Oct

Bardstown Arts & Crafts Festival 2025

114 N 5th St, Bardstown, KY 40004-1434, United States

22+ Interested
Sat, 11 Oct

Glow Worm Fall Fest 2025 - FREE!

962 Barret Ave, Louisville, KY, United States, Kentucky 40204

14+ Interested
Sat, 11 Oct

🍂 Pumpkin Festival at Wildside Winery 🎃

5500 Troy Pike, Versailles, KY, United States, Kentucky 40383

22+ Interested
Sat, 25 Oct

The Fall Fest 2025

Meade County Fairgrounds

10+ Interested
Sat, 25 Oct

Madison Parks and Recreation Harvest Festival

Bicentennial Park

6+ Interested
Sat, 25 Oct

2nd Annual Classic Car Cruise-In

3405 Lexington Rd, Versailles, KY, United States, Kentucky 40383

4+ Interested
Sat, 11 Oct

A Gilmore Girls Weekend in Stars Hollow — brought to you in Versailles, KY

Downtown Versailles

4+ Interested

Frequently Asked Questions

What are the upcoming Fall Festivals in Crestwood?

Here are the upcoming Fall Festivals in Crestwood:

The Great Pumpkin Paint Off is happening on Sun 19 Oct 2025 from 3:00 PM onwards at 6300 Old Lagrange Rd, Crestwood, KY, United States, Kentucky 40014
🍁 Saturday Fall Hike with The Farmer & The Foodie is happening on Sat 18 Oct 2025 from 2:00 PM onwards at 8905 Highway 329, Crestwood, KY, United States, Kentucky 40014
🍂 Super Drew’s Crew Fall Fest 🍂 is happening on Sat 08 Nov 2025 from 12:00 PM onwards at 6300 Old Lagrange Rd, Crestwood, KY, United States, Kentucky 40014