What are the top free Events happening in Winchester?

Here are the top free Events in Winchester: Who owns your grocery store? is happening on Wed 28 Jan 2026 from 6:00 PM onwards at Winchester Brew Works A Few Good Men is happening on Thu 19 Feb 2026 from 5:30 PM onwards at Winchester Public Schools - Douglas School Central Administration Office

What are the Events happening in Winchester This Weekend January 23-25 2026?

Here are the Events happening this weekend January 23-25 2026 in Winchester: Wait Until Dark at Winchester Little Theatre Inc. is happening on Fri 23 Jan 2026 from 8:00 PM onwards at Winchester Little Theatre Inc. Guest Reading: Mad Hatter Tarot is happening on Sat 24 Jan 2026 from 11:00 AM onwards at 125 S. Loudoun Street, Winchester, VA Cousins Maine Lobster is happening on Sat 24 Jan 2026 from 12:00 PM onwards at 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

What Events are happening in Winchester Today January 23 2026?

Here are the Events happening today January 23 2026 in Winchester: Wait Until Dark at Winchester Little Theatre Inc. is happening on Fri 23 Jan 2026 from 8:00 PM onwards at Winchester Little Theatre Inc. Gallery Talk: 123–I Love You is happening on Fri 23 Jan 2026 from 2:00 PM onwards at 901 Amherst St, Winchester, VA, United States, Virginia 22601

What are the top Events happening in Winchester?

Here are the top Events in Winchester: Adult Workshop: Introduction to the Pottery Wheel is happening on Wed 18 Feb 2026 from 6:00 PM onwards at 901 Amherst St, Winchester, VA, United States, Virginia 22601 Who owns your grocery store? is happening on Wed 28 Jan 2026 from 6:00 PM onwards at Winchester Brew Works 2026 Heatwave Hustle 5k/10k is happening on Sun 28 Jun 2026 from 8:30 AM onwards at 901 Amherst St, Winchester, VA 22601-3305, United States Wait Until Dark at Winchester Little Theatre Inc. is happening on Fri 23 Jan 2026 from 8:00 PM onwards at Winchester Little Theatre Inc. Join us for Craft Day at Chick-fil-A! 🐧❄️ is happening on Wed 28 Jan 2026 from 4:00 PM onwards at 2230 S Pleasant Valley Rd, 22601, Winchester Miss Honorary Fire Chief Contest is happening on Sat 14 Mar 2026 from 7:00 PM onwards at James Wood Middle School, Winchester Country Music Party is happening on Fri 01 May 2026 from 7:00 PM onwards at James R. Wilkins Jr. Athletics and Event Center, Winchester 🎨 Youth Initiative Event at Polka Dot Pot 🖌️ is happening on Mon 09 Feb 2026 from 5:00 PM onwards at Polka Dot Pot: A Create Your Own Art Studio, Winchester Karaoke at West Oaks is happening on Fri 30 Jan 2026 from 6:00 PM onwards at 4305 Middle Road, Winchester, VA, United States, Virginia 22602 Create Your Vision + Manifest Your Dreams is happening on Sat 31 Jan 2026 from 1:00 PM onwards at 201 N Loudoun Street, Winchester, VA

What are the Events happening in Winchester this January 2026?

Here are the Events happening in Winchester in January 2026 : Who owns your grocery store? is happening on Wed 28 Jan 2026 from 6:00 PM onwards at Winchester Brew Works Wait Until Dark at Winchester Little Theatre Inc. is happening on Fri 23 Jan 2026 from 8:00 PM onwards at Winchester Little Theatre Inc. Join us for Craft Day at Chick-fil-A! 🐧❄️ is happening on Wed 28 Jan 2026 from 4:00 PM onwards at 2230 S Pleasant Valley Rd, 22601, Winchester Karaoke at West Oaks is happening on Fri 30 Jan 2026 from 6:00 PM onwards at 4305 Middle Road, Winchester, VA, United States, Virginia 22602 Create Your Vision + Manifest Your Dreams is happening on Sat 31 Jan 2026 from 1:00 PM onwards at 201 N Loudoun Street, Winchester, VA

All Events in Winchester, VA, Today and Upcoming Events in Winchester, VA

Events in Winchester

Wed, 18 Feb, 2026 - 06:00 PM

Adult Workshop: Introduction to the Pottery Wheel

901 Amherst St, Winchester, VA, United States, Virginia 22601

20+ Interested
Wed, 28 Jan, 2026 - 06:00 PM

Who owns your grocery store?

Winchester Brew Works

Free
Sun, 28 Jun, 2026 - 08:30 AM

2026 Heatwave Hustle 5k/10k

901 Amherst St, Winchester, VA 22601-3305, United States

12+ Interested
Fri, 23 Jan, 2026 - 08:00 PM

Wait Until Dark at Winchester Little Theatre Inc.

Winchester Little Theatre Inc.
Wed, 28 Jan, 2026 - 04:00 PM

Join us for Craft Day at Chick-fil-A! 🐧❄️

2230 S Pleasant Valley Rd, 22601

15+ Interested
Sat, 14 Mar, 2026 - 07:00 PM

Miss Honorary Fire Chief Contest

James Wood Middle School

8+ Interested
Fri, 01 May, 2026 - 07:00 PM

Country Music Party

James R. Wilkins Jr. Athletics and Event Center
Mon, 09 Feb, 2026 - 05:00 PM

🎨 Youth Initiative Event at Polka Dot Pot 🖌️

Polka Dot Pot: A Create Your Own Art Studio

20+ Interested
Fri, 30 Jan, 2026 - 06:00 PM

Karaoke at West Oaks

4305 Middle Road, Winchester, VA, United States, Virginia 22602

57+ Interested
Sat, 31 Jan, 2026 - 01:00 PM

Create Your Vision + Manifest Your Dreams

201 N Loudoun Street, Winchester, VA

10+ Interested
Wed, 11 Mar, 2026 - 07:30 PM

Supernatural Trivia @ DCBC!

160 N Loudoun St, Winchester, VA, United States, Virginia 22601
Fri, 27 Feb, 2026 - 09:00 AM

NAACP and Red Cross Multicultural Blood Drive 🩸

American Red Cross

4+ Interested
Fri, 13 Feb, 2026 - 07:00 PM

Casino Night

Millwood Station Banquet Hall

7+ Interested
Fri, 13 Mar, 2026 - 08:00 PM

THE BASS CLUB PRESENTS: VKTM

Bright Box Theater

USD 13
Fri, 30 Jan, 2026 - 04:00 PM

MES Chuck E Cheese Spirit Night

Chuck E. Cheese's Winchester

26+ Interested
Sat, 07 Feb, 2026 - 01:00 PM

3rd Annual Puppy Love Charity Fashion Show

The Exchange on Loudoun

USD 29
Sat, 28 Feb, 2026 - 08:00 PM

THE BASS CLUB PRESENTS: HE$H

Bright Box Theater

USD 13
Mon, 26 Jan, 2026 - 03:00 PM

Movement Mondays with Movementation @ Handley Library

100 W Piccadilly St, Winchester, VA, United States, Virginia 22601

4+ Interested
Sat, 07 Feb, 2026 - 11:00 AM

Valentine's for Veterans!

302 S Loudoun Street, Winchester, VA

6+ Interested
Sat, 07 Feb, 2026 - 01:00 PM

Chocolate Lovers

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

5+ Interested
Sat, 15 Aug, 2026 - 11:00 AM

Mediumship Luna Market 2026

125 S. Loudoun Street, Winchester, VA

29+ Interested
Mon, 26 Jan, 2026 - 06:00 PM

Winchester - Virginia Concealed Carry Class - $55

La Quinta Inn & Suites Winchester

9+ Interested
Tue, 17 Feb, 2026 - 06:00 PM

Winchester City Sheriff's Mardi Gras Gala

The George Washington A Wyndham Grand Hotel

USD 50
Sat, 31 Jan, 2026 - 09:00 AM

Patrick Hyland She-Gun Class

832 Berryville Ave, Winchester, VA

45+ Interested
Tue, 10 Feb, 2026 - 11:00 AM

W.O.W. - February Networking Event

The George Washington A Wyndham Grand Hotel

USD 34
Sat, 28 Feb, 2026 - 05:30 PM

Wood Badge Reunion Dinner 2026

2863 Millwood Pike, Winchester, VA 22602-4650, United States

20+ Interested
Sat, 07 Mar, 2026 - 05:30 PM

Farm to Table Dinner and Auction

West Oaks Farm Market

58+ Interested
Sat, 24 Jan, 2026 - 11:00 AM

Guest Reading: Mad Hatter Tarot

125 S. Loudoun Street, Winchester, VA

5+ Interested
Sat, 21 Feb, 2026 - 11:00 AM

Book Signing for The Day it Rained Popcorn

Winchester Book Gallery

24+ Interested
Sun, 01 Feb, 2026 - 04:00 PM

Full Moon Night: The Snow Moon

125 S. Loudoun Street, Winchester, VA

17+ Interested
Wed, 28 Jan, 2026 - 09:30 AM

Craft Day at Chick-fil-A! 🐧❄️

112 Market St, Winchester, VA 22603
Thu, 26 Feb, 2026 - 04:30 PM

Art Ability: Art in the Halls

901 Amherst St, Winchester, VA, United States, Virginia 22601
Fri, 23 Jan, 2026 - 02:00 PM

Gallery Talk: 123–I Love You

901 Amherst St, Winchester, VA, United States, Virginia 22601
Thu, 19 Feb, 2026 - 05:30 PM

A Few Good Men

Winchester Public Schools - Douglas School Central Administration Office

Free
Fri, 13 Feb, 2026 - 11:00 AM

Community Coalition Meeting - Breaking down the Barriers

24 Baker St, Winchester, VA 22601-4890, United States

105+ Interested
Fri, 24 Apr, 2026 - 07:00 PM

Winchester Eagles

Fraternal Order Of Eagles- Winchester

21+ Interested
Wed, 11 Feb, 2026 - 07:30 PM

Anti-Valentine's Day Trivia @ DCBC!

160 N Loudoun St, Winchester, VA, United States, Virginia 22601

5+ Interested
Sat, 21 Feb, 2026 - 01:00 PM

Marvelous Macaron

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

8+ Interested
Sun, 04 Oct, 2026 - 02:00 PM

4th Annual Winchester Zombie Walk

105 Millwood Ave, Winchester, VA, US

16+ Interested
Wed, 25 Feb, 2026 - 07:30 PM

Trivia @ DCBC: I <3 the 90's!

160 N Loudoun St, Winchester, VA, United States, Virginia 22601

14+ Interested
Fri, 11 Sep, 2026 - 12:00 PM

2026 Vintage Offroad Nationals

Adrenaline RC Raceway

81+ Interested
Fri, 06 Feb, 2026 - 08:00 PM

The Koffin Kats / Playboy Manbaby / Carrie Nation & The Speakeasy

Bright Box Theater

61+ Interested
Sat, 07 Mar, 2026 - 08:00 PM

The Lucky Brew Works Drag Show!

320 N Cameron St, Winchester, VA
Wed, 25 Feb, 2026 - 06:00 PM

Napoleon Dynamite Trivia

4305 Middle Road, Winchester, VA, United States, Virginia 22602

11+ Interested
Sat, 24 Jan, 2026 - 12:00 PM

Cousins Maine Lobster

4063 Middle Rd, Winchester, VA, United States, Virginia 22602

32+ Interested

All Upcoming events

in Winchester, VA

Family and Friends Event

Events in Winchester

Events in Winchester

Adult Workshop: Introduction to the Pottery Wheel

Who owns your grocery store?

2026 Heatwave Hustle 5k/10k

Wait Until Dark at Winchester Little Theatre Inc.

Join us for Craft Day at Chick-fil-A! 🐧❄️

Miss Honorary Fire Chief Contest

Country Music Party

🎨 Youth Initiative Event at Polka Dot Pot 🖌️

Karaoke at West Oaks

Create Your Vision + Manifest Your Dreams

Supernatural Trivia @ DCBC!

NAACP and Red Cross Multicultural Blood Drive 🩸

Casino Night

THE BASS CLUB PRESENTS: VKTM

MES Chuck E Cheese Spirit Night

3rd Annual Puppy Love Charity Fashion Show

THE BASS CLUB PRESENTS: HE$H

Movement Mondays with Movementation @ Handley Library

Valentine's for Veterans!

Chocolate Lovers

Mediumship Luna Market 2026

Winchester - Virginia Concealed Carry Class - $55

Winchester City Sheriff's Mardi Gras Gala

Patrick Hyland She-Gun Class

W.O.W. - February Networking Event

Wood Badge Reunion Dinner 2026

Farm to Table Dinner and Auction

Guest Reading: Mad Hatter Tarot

Book Signing for The Day it Rained Popcorn

Full Moon Night: The Snow Moon

Craft Day at Chick-fil-A! 🐧❄️

Art Ability: Art in the Halls

Gallery Talk: 123–I Love You

A Few Good Men

Community Coalition Meeting - Breaking down the Barriers

Winchester Eagles

Anti-Valentine's Day Trivia @ DCBC!

Marvelous Macaron

4th Annual Winchester Zombie Walk

Trivia @ DCBC: I <3 the 90's!

2026 Vintage Offroad Nationals

The Koffin Kats / Playboy Manbaby / Carrie Nation & The Speakeasy

The Lucky Brew Works Drag Show!

Napoleon Dynamite Trivia

Cousins Maine Lobster

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