With its tiny historic jails and lack of stoplights, Mathews takes the notion of charming small towns in Virginia to a new level. But this Chesapeake haven isn’t just quaint; it’s unmistakably cool. Consider the miles of pristine shoreline, water activity, and authentic coastal life that can only come from a town that’s been established in Virginia since 1700. After learning more about Mathews, it won’t be any mystery why this unique town in Virginia was voted a Must-Visit Town In America. And moreover, Mathews, Virginia beaches and all of its other unique attributes make this a true destination in our state.

Mathews County Visitor Center
Mathews County Visitor Center/Facebook
Mathews is the second-smallest county in all of Virginia. Just 84 square miles in area, this corner of the state seems to house the true spirit of the Chesapeake Bay. This wonderfully underrated and highly-livable spot is home to attractions and histories that you’d expect only from major cities.
Rick Phillips/flickr
Wikipedia
There’s something that all Chesapeake Bay towns have in common, and it’s one of the most celebrated aspects of Mathews: water life. The waterfront is visually breathtaking, but it’s more than just something to look at. Residents and visitors alike are drawn to the shores where pristine beaches and wildlife trails await.
Mathews County Visitor Center/Facebook
Mathews County Visitor Center/Facebook
Standing as a figurative and functional beacon, the New Point Comfort House is a 55-foot tall structure commissioned by Thomas Jefferson himself. The sandstone lighthouse sits on its own island, a phenomenon caused by the 1933 hurricane. Constructed in 1804, it’s the third-oldest of its kind on the Bay and can be admired from two public viewing areas.
Mathews County Visitor Center

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Mathews County Visitor Center
The Observation Walkway (photographed above) also provides a unique tour of the lighthouse and surrounding shores. From this site, you can enjoy kayaking tours, breathtaking sunsets, and a great vantage point of the natural wildlife and birds unique to the area.
Mathews County Visitor Center
Much of Mathews’ appeal lies on dry land, too. A quick walk around town will reveal gems such as Sibley’s General Store on Main Street. Sibley’s is the location of the town’s visitors center and a great place to stop by and learn more about local history. It’s here that you can rent a kayak, learn about the biking trails, and admire some amazing local artwork.
Jimmy Emerson, DVM/flickr
The Old Mathews County Jail is another must-see. Built in 1795, these tiny accommodations are listed on the National Register of Historic Places. The architecture is fascinating and allows you to imagine what life must have been like here hundreds of years ago.
Mathews County Visitor Center/Facebook
Mathews County Visitor Center/Facebook
And don’t forget the food! For seafood lovers, any of the local restaurants are sure to deliver. Fresh catches, fried crabs, and even some tasty pizza. Two of the most popular spots among locals are Southwind Pizza and the White Dog Bistro.
Mathews County Visitor Center/Facebook
Mathews County Visitor Center/Facebook
As the sun begins to set, you might consider hopping on a boat and embarking on a scenic cruise along the East River. The Helen Elizabeth, shown above, offers memorable tours of the historic homes and unforgettable sunset views. In a town where boats outnumber stoplights, it’s the perfect way to end your visit.

Have you visited Mathews, VA recently, or do you happen to be a resident of this incredibly unique town in Virginia? Be sure to share your story with us — and if you’ve yet to visit this charming small town in VA or you’re curious about things to do in Mathews, Virginia, check out this video c/o Monuments Across Dixie:

For more small towns, be sure to check out these 11 Towns In Virginia That Are Downright Delightful.

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More to Explore

unique town in Virginia

Beth C. | September 16, 2021

What are some more unique towns in Virginia?

The Old Dominion is famous for its collection of historic towns, including:

  • Jamestown
  • Williamsburg
  • Tangier. Located on the Chesapeake Bay, this quaint island community has existed for centuries. Unfortunately, the landmass of the island has been reduced by nearly 70% since 1850, threatening the way of life for the handful of residents who still live there. Today, Tangier is accessible mostly by boat or ferry. Curious about other Chesapeake Bay towns in Virginia or in neighboring states? They include:
  • Cambridge
  • Cape Charles
  • Easton
  • Irvington
  • Chestertown
  • Oxford
  • St. Michaels
  • Rock Hall, and
  • Urbanna.

 

Of course, there are plenty of unique towns in Virginia scattered throughout the entire state. You can check out our list of some of the most beautiful small towns in Virginia for more inspiration.

What are some fun things to do in Virginia?

You might be surprised to learn that Virginia is actually a fairly vast state. In fact, it would take over five hours to drive across the state. Along the way, however, you would encounter some truly unique attractions. If you're looking for fun things to do in Virginia, you can't go wrong with planning a memorable day trip, and we have quite a few recommendations for you. Some of these include:

  • A trip to Massanutten Resort
  • Whale watching at Virginia Beach
  • Hot Spring swimming at the Omni Homestead Resort
  • Climbing Old Rag Mountain
  • Visiting the wild ponies at Grayson Highlands State Park
  • Watching the Chincoteague Island Pony Swim
  • Traveling to the town of Bedford
  • Attending a Friday Night Jamboree at the Floyd Country Store
  • A fall foliage road trip.

 

Curious to learn about more small town day trips in Virginia? We've got all the details in our article: 12 Unforgettable Virginia Day Trips, One For Each Month Of The Year.

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Mathews, VA 23109, USA