Things to Do IN WINCHESTER

Welcome to Winchester! Check out the latest events in town. Explore by location, trending searches, top organisers, and more. Whether you're a local, new to the area, or cruising through, there's no shortage of unique things to do.

Top activities in Winchester and Online

Your plans, made easy. Check out the most popular things to do in Winchester and online.

Forest Birds of the Palisades w/ Ben Leffew and Michael Patton

Fri, May 1, 8:00 AM

Floracliff Nature Sanctuary • Lexington, KY

Starts at $17.85

Floracliff Nature Sanctuary

567 followers

Annual Nationwide Event - Riding 22 States in 22 Days - State 2 Kentucky

Sat, May 23, 10:00 AM

Man O' War Harley-Davidson • Lexington, KY

Free

Trimble Creek Hike

Sat, Apr 25, 9:00 AM

1925 Athens-Boonesboro Rd. Winchester KY 40391 • Winchester, KY

Lower Howard's Creek Nature & Heritage Preserve

108 followers

Puzzling Adventures Scavenger Hunt - Lexington

Today at 2:00 PM + 12 more events

Recommended Parking to Begin Adventure • Lexington, KY

Starts at $38.17

Puzzling Adventures

8.8k followers

Anglin Brothers Ranch Trail Ride

Sat, May 9, 10:00 AM

230 New Rd • Richmond, KY

Starts at $25.00

ABR

Black Girl Book Fair!

Sat, Apr 25, 2026 12:00 AM CDT (-05:00)

Jacque Aye

890 followers

Seminar on Big Data, Data Science and Machine Learning

Tue, Apr 14, 2026 7:00 PM +04 (+04:00)

Free

Innosoft Gulf FZ-LLC

4.3k followers

Brain, Behavior, & Mind 2026 Spring Conference

Tue, Apr 21, 2026 9:00 AM EDT (-04:00)

Free

Center for the Study of Traumatic Stress

1k followers

Top activities in Winchester and Online

Your plans, made easy. Check out the most popular things to do in Winchester and online.

Forest Birds of the Palisades w/ Ben Leffew and Michael PattonForest Birds of the Palisades w/ Ben Leffew and Michael Patton

Annual Nationwide Event - Riding 22 States in 22 Days - State 2 KentuckyAnnual Nationwide Event - Riding 22 States in 22 Days - State 2 Kentucky

Trimble Creek HikeTrimble Creek Hike

Puzzling Adventures Scavenger Hunt - LexingtonPuzzling Adventures Scavenger Hunt - Lexington

Anglin Brothers Ranch Trail RideAnglin Brothers Ranch Trail Ride

Black Girl Book Fair!Black Girl Book Fair!

Seminar on Big Data, Data Science and Machine LearningSeminar on Big Data, Data Science and Machine Learning

Brain, Behavior, & Mind 2026 Spring ConferenceBrain, Behavior, & Mind 2026 Spring Conference

Forest Birds of the Palisades w/ Ben Leffew and Michael Patton

Annual Nationwide Event - Riding 22 States in 22 Days - State 2 Kentucky

Trimble Creek Hike

Puzzling Adventures Scavenger Hunt - Lexington

Anglin Brothers Ranch Trail Ride

Black Girl Book Fair!

Seminar on Big Data, Data Science and Machine Learning

Brain, Behavior, & Mind 2026 Spring Conference