Visit These 12 Incredible Charming Small Towns in Virginia, One for Each Month of the Year

I don't know about you, but I find that one of the best ways to get to know a particular region is by visiting a small town. That's certainly true when I'm traveling out-of-state, but it's also true here in my home state of Virginia, where we cherish our small towns. From tiny mountain communities to idyllic towns on the beach, Virginia's small towns are where you'll find the charm, hospitality, and delightful local businesses that define our state. Plus, these areas make for perfect day trip destinations, as the drive there is often just as memorable. With that in mind, we've put together a list of 12 small towns in Virginia — there's one for each month of the year. Do you think you can see them all in the months ahead?

1. January: Staunton

Staunton is famous for its remarkable architecture and proves to be the perfect destination even in the heart of winter. A visit in January will inspire you to explore all the magnificent buildings around town, including the American Shakespeare Center's Blackfriars Playhouse. After a show, be sure to stop by a local restaurant for an unforgettable meal. The options in this small Virginia town are endless! (Pro tip: be sure to wear some comfortable walking shoes, as the downtown area is notoriously hilly!)

2. February: Farmville

The name Farmville implies the town's agricultural roots, but a visit to this central Virginia destination will also impress you with opportunities for shopping and exploring. Farmville is home to a massive furniture warehouse, Green Front Furniture, and it's also home to the lofty High Bridge Trail. One thing's for sure: you'll need comfy walking shoes if you plan on visiting Farmville!

3. March: Abingdon

Brimming with history and the beauty of southwestern Virginia's landscape, Abingdon is a destination that no traveler should pass up. The town was officially incorporated in 1778, and visiting is a bit like stepping back in time. Of course, you'll also discover a thriving arts scene and plenty of outdoor adventures. While you're there, be sure to spend some time exploring the Virginia Creeper Trail.

4. April: Chincoteague

If you enjoy a relaxed atmosphere, complete with unspoiled beaches and charming shops, then Chincoteague Island is a must. This area is famous for its wild ponies and marshland, both of which lend Chincoteague a mystical quality. It might just be the most beautiful island town in Virginia.

5. May: Lexington

While many people associate Lexington with the colleges there, you'll discover that there are several layers to this charming town nestled in the Blue Ridge Mountains. Lexington is a bit like a quintessential small town you'd see in a film; its Main Street is brimming with delightful cafes, coffee shops, restaurants, galleries, and opportunities to support local businesses. Drive outside of town, and you'll find idyllic farms, beautiful vineyards, and plenty of natural attractions. Nearby must-visit sites include Natural Bridge and Crabtree Falls.

6. June: Sperryville

Sperryville is as charming as it is scenic. A little-known destination near more popular places such as Luray and Shenandoah National Park, Sperryville should not be passed up. And, when you visit at the beginning of summer, you can look forward to all kinds of outdoor adventures. Plus, you can stay the night in these authentic timber-frame cabins near Shenandoah for the perfect home base!

7. July: Cape Charles

Who's ready for a trip to the beach? Avoid all the Virginia Beach crowds and instead, make your way to the delightful town of Cape Charles. Tucked away on the Eastern Shore, this vibrant coastal town has so much to offer in the way of gorgeous sandy beaches and unspoiled landscapes. Learn more about how Cape Charles earned the nickname "Virginia's Cape."

8. August: Alexandria

Alexandria isn't technically a small town; it's very much a city. However, a stroll through Old Town might convince you otherwise. It's here you'll find utterly charming storefronts, historic buildings, and a gorgeous view of the river. It's one of the most picturesque regions to explore in Virginia. It's also been listed as one of the most walkable downtowns in VA.

9. September: Smithfield

Tucked away in Isle of Wight County awaits one of the friendliest waterfront communities in the state: Smithfield. The history of this town runs deep: it was settled along with the Virginia Colony in 1634! As outlined in the town's motto, this destination is abundant in "ham, history, and hospitality." Care to try some famous Smithfield ham? Stop by any local restaurant, and you're bound to find it!

10. October: Monterey

Virginia's fall foliage is simply stunning, and this month, we're headed into the mountains for a remarkable display. Monterey is located in Highland County, often referred to as Virginia's Little Switzerland. While you're there, be sure to take in the stunning scenery, then try some delicious local cider from Big Fish Cider Co.

11. November: Middleburg

There's truly no wrong time of year to visit Middleburg, one of the most beautiful small towns in the state. November is a festive time, though, with the promise of the holidays just around the corner and endless options for antique shopping. You'll be delighted you stopped by!

12. December: Williamsburg

Last but certainly not least, Williamsburg makes for an excellent December day trip. Not only will you discover classic holiday decorations on all the historic homes, but you'll also get the chance to experience the nearby Bush Gardens' Christmas Town. What a way to end the year!

How many of the most charming towns in Virginia do you plan on visiting this year? Are there any others you would add to the list? Feel free to share this article with someone you'd love to explore more of Virginia's small towns with. And if you're planning on taking a road trip to see them, be sure to check out our handy road trip essentials packing list!