Strawberry Festival

Schedule

Sat, 23 May, 2026 at 11:00 am

UTC-04:00

Location

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

Advertisement
Sweet, juicy, and oh-so-fun — it’s our annual Strawberry Festival! 🍓
Enjoy a day of strawberry picking, milkshakes, treats, live music, and local beer, wine, and cider. Bring the family and make it a berry special day at the farm!
📅 Saturday, May 23rd, 2026
➡️ More info to come as we get closer to the date!
Advertisement

Where is it happening?

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

Event Location & Nearby Stays:

Icon
Know what’s Happening Next — before everyone else does.
West Oaks Farm Market

Host or Publisher West Oaks Farm Market

Tags:

Festivals in WinchesterParties in WinchesterMusic in WinchesterLive-music in Winchester

Ask AI if this event suits you:

Discover More Events in Winchester

Chuggalug at our fav Winchester Elks!
Sat, 23 May at 07:00 pm Chuggalug at our fav Winchester Elks!

Fraternal Order of Elks Lodge 867

MEMORIAL-DAY
Calendar Girls at Winchester Little Theatre Inc.
Sat, 23 May at 08:00 pm Calendar Girls at Winchester Little Theatre Inc.

Winchester Little Theatre Inc.

ART CALENDAR
39th Loudoun Street Mile
Mon, 25 May at 08:00 am 39th Loudoun Street Mile

1512 S Loudoun St, Winchester, VA 22601-4422, United States

SPORTS TRIPS-ADVENTURES
Bryan Martin
Wed, 27 May at 07:00 pm Bryan Martin

Backseat Events

TRIPS-ADVENTURES
Grow YOUR BUSINESS Without Limits
Thu, 28 May at 11:00 am Grow YOUR BUSINESS Without Limits

HIVE — Hub for Innovators, Veterans and Entrepreneurs

\u201cThe Colored Patriot: The Un-Erased Story of Thomas Laws\u201d
Thu, 28 May at 06:00 pm “The Colored Patriot: The Un-Erased Story of Thomas Laws”

100 W Piccadilly St, Winchester, VA 22601-3916, United States

ART THEATRE
Record Store Day 2026 at Back to the Media
Sat, 18 Apr at 09:00 am Record Store Day 2026 at Back to the Media

48 South Loudoun St., Winchester, VA, United States, Virginia 22601

TAYLOR-SWIFT
Guest Reading: Kindred Roots Tarot
Sat, 18 Apr at 11:00 am Guest Reading: Kindred Roots Tarot

125 S. Loudoun Street, Winchester, VA

FESTIVALS WORKSHOPS
April TalkWALK - SU Campus & Connections
Mon, 20 Apr at 06:00 pm April TalkWALK - SU Campus & Connections

Winchester-Frederick County Visitors Center

TRIPS-ADVENTURES HEALTH-WELLNESS
Bloomin' Wine Fest
Thu, 23 Apr at 07:00 pm Bloomin' Wine Fest

Backseat Events

FESTIVALS
WVU Medicine Pickleball Tournament
Fri, 24 Apr at 09:00 am WVU Medicine Pickleball Tournament

1300 Senseny Rd, Winchester, VA 22602-6418, United States

SPORTS TOURNAMENTS
United Bank Bloomin' Wine Fest
Fri, 24 Apr at 03:00 pm United Bank Bloomin' Wine Fest

Downtown Walking Mall

FESTIVALS FOOD-DRINKS
Kubota Orange Days at Winchester Equipment
Sat, 25 Apr at 08:00 am Kubota Orange Days at Winchester Equipment

121 Indian Hollow Rd, Winchester, VA, United States, Virginia 22603

TRIPS-ADVENTURES NONPROFIT
McDonald's Apple Blossom Gaming Festival
Sat, 25 Apr at 10:00 am McDonald's Apple Blossom Gaming Festival

608 Millwood Ave, Winchester, VA 22601-5167, United States

CONTESTS FESTIVALS
World Tai Chi & Qigong Day
Sat, 25 Apr at 10:00 am World Tai Chi & Qigong Day

740 Merriman's Ln Winchester VA 22601

HEALTH-WELLNESS NONPROFIT
United Bank Bloomin' Wine Fest
Sat, 25 Apr at 11:00 am United Bank Bloomin' Wine Fest

Downtown Walking Mall

FESTIVALS FOOD-DRINKS
Apple Blossom Wine Festival
Sat, 25 Apr at 03:00 pm Apple Blossom Wine Festival

Taylor Pavillion Winchester Va

FESTIVALS
Valley Pediatric Dentistry Family Fun Party
Tue, 28 Apr at 05:00 pm Valley Pediatric Dentistry Family Fun Party

James R. Wilkins, Jr. Athletic & Events Center

ART PARTIES
Carter Myers Automotive Jimmy Buffett Tribute Show
Thu, 30 Apr at 07:00 pm Carter Myers Automotive Jimmy Buffett Tribute Show

James R. Wilkins, Jr. Athletic & Events Center

ENTERTAINMENT MUSIC
A1A - Shenandoah Apple Blossom Festival - Winchester, VA
Thu, 30 Apr at 08:00 pm A1A - Shenandoah Apple Blossom Festival - Winchester, VA

Shenandoah Apple Blossom Festival®

FESTIVALS SPORTS

What's Happening Next in Winchester?

Discover Winchester Events