Winchester Food & Drink Events

Farm Concert - Souled Out at West Oaks!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 19 Sep 2025

PICKLE-CHESTER! The West Oaks 2nd Annual Pickle Festival!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 7 Sep 2025

Sunflower Festival

2502 N. Frederick Pike, Winchester, VA 6 Sep 2025

15th Annual Patsy Cline Block Party

608 South Kent Street, Winchester, VA, United States, Virginia 22601 30 Aug 2025

Wings and Wheels - Winchester, VA

Winchester Regional Airport - OKV 18 Oct 2025

Gardens at Night: Oh Blackwater & Space Cowboy

901 Amherst St, Winchester, VA, United States, Virginia 22601 12 Sep 2025

Harvest Hoedown

Landfall Lodge 27 Sep 2025

Fiddles & Fifths 2025

Shenandoah Valley Civil War Museum 13 Sep 2025

West Oaks Apple Harvest Festival!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 5 Oct 2025

Farm & Maker’s Saturday Market

2502 N. Frederick Pike, Winchester, VA 27 Sep 2025

Farm & Maker’s Saturday Market

2502 N. Frederick Pike, Winchester, VA 25 Oct 2025

Phelpsmore Farm Stone Soup Gathering

303 Phelpsmore Ln, Winchester, VA 22602-2074, United States 4 Sep 2025

90s Throwback Party ft. DJ OPHIE

Bright Box Theater 6 Sep 2025

2025 Addicted To Hope Rally

Valley Heath Cancer Center 6 Sep 2025

Beef Bulgogi

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 6 Sep 2025

Karaoke Night with Route 11 DJ

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 26 Sep 2025

Lyndsie Nicholson Live!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 30 Aug 2025

Blessing of the Harvest

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 13 Sep 2025

Winchester Elks Lodge

466 Front Royal Pike, Winchester, VA 22602-7315, United States 19 Sep 2025

The Faire at Canterbury

300 Westminster Canterbury Drive, Winchester, VA, United States, Virginia 22603 20 Sep 2025

Airmont Road @ Backseat Bar & Grill

Backseat Bar and Grill 1 Nov 2025

Trunk or Treat on Loudoun Street!

302 S Loudoun Street, Winchester, VA 18 Oct 2025

Una Tarde Familiar en Estilo Frida/Family Evening, Frida Style

901 Amherst St, Winchester, VA, United States, Virginia 22601 13 Sep 2025

Hungry for History: Valerie Hill

Valerie Hill Vineyard & Winery 29 Aug 2025

🟣 Scout Spark: A Sister Scout’s Social

142 W Commercial St, Winchester, VA 22601-4828, United States 14 Sep 2025

A Day in the Kitchen: French Pastries

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 4 Oct 2025

Latin Festival Fundraiser

Braddock Street United Methodist Church 20 Sep 2025

I Scream, You Scream, We All Scream for Ice Cream

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 29 Aug 2025

🍗 First Friday Fun: Wings & Things Party at Nibblins!

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 5 Sep 2025

Community Yard Sale

401 Campus Blvd, Winchester, VA, United States, Virginia 22601 30 Aug 2025

Perfect Papusas!

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 30 Aug 2025

Pierogis!!

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 25 Oct 2025

R.A.M.P Fest! @Jim Barnett Skate Park

Jim Barnett Park 30 Aug 2025

Johnny Monarch's Comfort Food Classics

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 26 Sep 2025

Bam Bam's BBQ at James Charles Winery

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 6 Sep 2025

Peruvian Chicken

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 28 Sep 2025

Winchester Elks

Fraternal Order of Elks Lodge 867 27 Sep 2025

WCM Community Picnic

Willow Grove Farm 7 Sep 2025

West Oaks Fall Harvest Festival!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 19 Oct 2025

Become a Spice Master

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 5 Oct 2025

From the Land of Spices: Indian Favorites

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 15 Nov 2025

Savor the World

28 South Loudoun Street, Winchester, VA, United States, Virginia 22601 9 Oct 2025

Logan Moore Friday Night!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 29 Aug 2025

3rd Annual Alumni Picnic!

Kiwanis Club II Pavilion | 812 Oak Drive , Winchester, VA 22601 13 Sep 2025

NAACP Chili Cookoff

Winchester Brew Works 22 Nov 2025

Cousins Maine Lobster

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 6 Sep 2025

2025 Winchester Medical Center NICU Reunion

West Oaks Farm Market 12 Oct 2025

Superpalooza 2025

351 Victory Road, Winchester, VA, United States, Virginia 22602 20 Sep 2025

Shakers & Bakers – 5th Sunday Event!

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 31 Aug 2025

The Real Chicago Deep Dish Pizza

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 4 Oct 2025

Holy Cannoli: A Tour of Italian Sweets

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 7 Sep 2025

Champagne Saturday Class at Briedé Family Vineyards

Briedé Family Vineyards 6 Sep 2025

A Day in the Kitchen: Thanksgiving Pies

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 22 Nov 2025

Anything But A Cup Party!

320 N Cameron St, Winchester, VA 18 Oct 2025

Indian Butter Chicken and more

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 17 Oct 2025

Redbud Run Elementary Chick-fil-A Spirit Night (Rutherford Crossing)

Chick-fil-A Rutherford Crossing (Winchester, VA) 10 Sep 2025

Adventures Through Grief - Winchester Young Adult Group

Handley Regional Library System 27 Aug 2025

Katie's Halloween Cash Party

Backseat Events 25 Oct 2025

Chocolate Lovers

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 11 Oct 2025

Winchester Moose Lodge

215 E Cork St, Winchester, VA 22601-5018, United States 8 Nov 2025

Classy Custards

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 21 Sep 2025

Wellington 101

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 7 Nov 2025

GayRP Affinity Group

124 W Piccadilly St, Winchester, VA 22601-3916, United States 1 Sep 2025

Dancing Thru the Decades

Backseat Events 7 Feb 2026

Ravioli 101

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 14 Nov 2025

Karaoke Night with Route 11 DJ

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 21 Nov 2025

A Day in the Kitchen: Breads

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 17 Oct 2025

Asian Dumplings

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 8 Nov 2025

MSV at Night: The Lua Project

901 Amherst St, Winchester, VA, United States, Virginia 22601 26 Sep 2025

Breaking Breads

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 15 Nov 2025

German I

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 1 Nov 2025

Winchester Moose NYE Celebration - Tuff Luck Band

Winchester Moose Family Center 1283 31 Dec 2025

John Mann-Montague Avenue United Women in Faith Holiday Bazaar

102 Montague Ave 7 Nov 2025

Red Robin Spirit Day.

110 Merchant Street Winchester, VA 22603 11 Sep 2025

Sauce It Up

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 12 Oct 2025

Marvelous Macaron

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 19 Oct 2025

Marvelous Macaron

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 6 Dec 2025

Cake It 'Til You Make It: A beginners guide to cake decorating

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 15 Sep 2025

Trainwreck LIVE at WOFM Fall Festival

West Oaks Farm Market 19 Oct 2025

Bring Your Own Gingerbread House- Gingerbread Making Contest!

320 N Cameron St, Winchester, VA 18 Dec 2025

Volunteer Fair - Community Connect and Serve

399 Apple Pie Ridge Rd, Winchester, VA 22603-4311, United States 25 Sep 2025