`Tis the season for bright fall foliage, crisp autumn air, apple picking and pumpkin spice everything. Get the most out of the fleeting fall weather and beauty with a family trip to Virginia.
Apple Harvest Festival at Marker-Miller Orchard
The Marker Miller Orchards Farm Market and Bakery is located in Winchester, situated in the picturesque Shenandoah Valley of Virginia. Bring the family to the orchard for live music, apple picking and homemade goodies. Taste homemade apple cobbler and cider slushies between varieties of activities for the whole family. Hop on the “cow train” for a wagon ride around the farm and head over to the playground with the kids.

Photo: Wakr10 | Dreamstime
Richards Apple Harvest Festival
Walk through the fruit market of Richards during the Apple Harvest Festival Oct. 14. Taste an assortment of seasonal items including Brunswick stew while perusing local produce and goods. Tour the grounds on a family wagon ride, stopping to visit and pet the local farm animals. Parents, enjoy the free event with local wine tastings while kids play on the farm.
After visiting Richards Fruit Market, make your way to the Apple Day Festival
in Millboro, Va. Celebrate Appalachian heritage with traditional clogging performances, arts and crafts, live blue grass music, hayrides and various family-friendly events. Taste fresh locally prepared apple butter — among many other apple dishes for you to try at the festival. Shop locally made items including jewelry, woodwork, ceramics, pottery, candles and baskets. Purchase photography or take some of your own in this breathtaking destination in Douthat State Park.

Shenandoah National Park. Photo: Sborisov | Dreamstime
After your fair share of hayrides, caramel apples and fall celebrations, layer up and hit the hiking trails with the family. Between the incredible vistas at Shenandoah National Park and Douthat State Park’s open trails, there will be plenty of sites to see from waterfalls and changing leaves to cliffs and wildlife.
For those looking for a longer hike, head out on the trails early and hit the local festivals afterward. This way, you can get the most out of the day and not have to cut the hike short when the sun starts to set. Virginia is for lovers — of all things fall and family fun.
Read This Next
5 Family-Friendly Museums in Charleston
Destinations / North America
Aug 22, 2024#WhereverFamily
Insta FeedDestinations / North America
Oct 29, 2026Denver’s Holiday Christmas Market is a Must for Families
Visiting Europe’s storied Christmas markets is a dream for many travelers. And, unfortunately, making that dream come true can be difficult, not to mention expensive. The good news is there are some pretty incredible Christmas markets a bit closer to home, and one of them is an alpine gem in Denver.
Sponsored Content
Best of Both Worlds
Enjoy the best of both worlds when you fly with TAP Air Portugal thanks to the Portugal Stopover program. With the program, TAP passengers, whether traveling for business, leisure or both, can stop in Portugal for up to 10 days at no additional airfare on the way to their final destination. What does this mean for travelers wishing to explore by both land and sea? It means after flying to Portugal with TAP and experiencing the country in an entirely new way, travelers can then embark on scenic river and ocean cruises from Portugal’s port cities, or fly with TAP to another European destination.
Destinations / Europe
Oct 29, 20266 Bratislava, Slovakia, Destinations for Family Travel
It’s time to start dreaming of your next family trip. Here’s some destination inspiration for you. Take a visual journey through Bratislava, Slovakia, with us.
Destinations / Caribbean
Oct 29, 2026Take a Festive Family Escape to This Turks & Caicos Resort
The holidays are right around the corner! It’s time for family travelers to get into the holiday spirit with a festive family escape to The Regent Grand in Turks & Caicos. This season, the property in Grace Bay takes the holidays to a new level with its A White Sand Holiday offer, allowing families to get in the holiday spirit with a tropical twist.
Sponsored Content
Celebrating 25 Years of The Peninsula Chicago
June marked The Peninsula Chicago’s 25th anniversary, commemorating a quarter century for the hotel as a pillar of luxury on North Michigan Avenue.
Hotels
Oct 28, 2026Get “Wrapped in The Moment” With Fairmont Hotels & Resorts This Holiday Season
Fairmont Hotels & Resorts properties across the globe go above and beyond this holiday season to make it the most memorable one yet for family travelers. Encouraging families to slow down, reconnect with one another and savor this joyous time of year, Fairmont presents “Wrapped in the Moment.”
ShareThis