Spring in Winchester

Spring Has Sprung in Winchester

With vaccines going out, restrictions winding down, and the weather warming up, spring in Winchester presents the perfect opportunity to finally get out of the house with safe, socially distanced outdoor events and festivals, outdoor activities, and more! Here are a few activities and events we are looking forward to this spring in Winchester;


Sunny spring weather creates the perfect occasion for safe, socially distanced outdoor events.

The Shenandoah Apple Blossom Festival will take place this year from April 23rd to May 2nd! The festival will feature a week of events such as the Old Town Bloomin’ Wine Festival, Apple Blossom Carnival, dances, parades, band concerts, luncheons, parties, and much more!

The Clarke County Fairgrounds will host the Mother’s Day Weekend Garden Fair on May 8th and 9th. The garden fair features a great selection of small trees, shrubs, berry bushes, annuals, perennials, and products for your home and garden will please every gardener.

Bring the family out on May 15th for the Fort Loudoun Day Living History Event and enjoy a fun day learning about the history of the French & Indian War era! Meet with living history interpreters at the site of Colonel George Washington’s headquarters for the Virginia Regiment and tour of the Fort site.


Hiking in ShenandoahEnjoy the beautiful spring foliage and flowers by taking a hike! Winchester offers access to countless beautiful walking paths and hiking trails for any skill level. Some of our favorite trails around Winchester include:

As well as many beautiful trails at the nearby Shenandoah National Park! Shenandoah National Park will be offering Fee Free Days at various dates throughout the year, to allow visitors to enjoy the park for free!

Kids Activities:

We’ve all been cooped up this winter and no-one has felt it more than the kids! Spring finally brings the opportunity for them to get outside, release all that pent up energy, and enjoy some activities and events just for them.

Families are encouraged to bring their young anglers (ages 4-14) out for the Youth Trout Derby to catch stocked trout and other fish at Clearbrook Park on Friday evening, May 7th from 5:30-8 pm.

The Shenandoah Valley Battlefields Foundation Youth Travel Booklet is a fun and educational booklet includes numerous history and Civil War sites in the Winchester-Frederick County region. It’s a great activity to keep kids busy on a road trip through the Shenandoah Valley.

Outdoor Dining:

Outdoor dining in winchesterOutdoor dining is the best way to dine at (and support!) your favorite restaurant, while staying COVID safe! Enjoy the perfect weather and delicious food with patio dining at Winchester’s best restaurants or a picnic at the many wineries in the surrounding area. A few of our favorites include:

Spring provides countless opportunities to enjoy everything Winchester has to offer, way more than we can fit in a blog post! The best way to discover Winchester is to explore it yourself and experience it all! So mask up, stay safe, and get out to enjoy spring in Virginia!