There are many great Christmas celebrations in the Appalachian Region, but there’s one little town that locals consider to be the very best winter town in West Virginia. In Shepherdstown, West Virginia, you’ll find all sorts of charm and oodles of family fun… there’s so much in this area that an annual trip just might become your family’s new holiday tradition. Prepare for memory making, because this enchanting community in the Mountain State will be the backdrop for your very own Hallmark movie-worthy adventure as it turns into a winter wonderland town in West Virginia.

Christmas starts in Shepherdstown just after Thanksgiving with a parade and the arrival of Santa.

Christmas in Shepherdstown/Facebook While the dates of each year’s festivities vary, it seems that this community is enchanting all Christmas season long.

Each year, the fun includes a lighting of the town Christmas tree to set the mood for the holidays.

Christmas in Shepherdstown/Facebook The town tree lighting, music on the streets, free treats, and all around cheerfulness is incredible.

Christmas celebrations will continue in Shepherdstown every weekend between the season’s biggest holidays, so you’ll want to plan your visit accordingly.

Christmas in Shepherdstown/Facebook Click here for a full schedule of events.

There will be horse-drawn carriage rides…

Christmas in Shepherdstown/Facebook You will enjoy witnessing informative and entertaining Civil War-era Christmas attractions. Victorian caroling is always charming, and holiday readings absolutely make spirits bright.

…and roasted chestnuts, too, of course!

Christmas in Shepherdstown/Facebook No holiday is complete without chestnuts roasted on an open fire. This is one of many gourmet treats beckoning to visitors during the fun.

Dramatic performances each year also bring beloved holiday classics to life.

The Black Box Arts Center/Facebook A Christmas Carol, The Nutcracker, and other favorites entertain visitors and fill them with jolly vibes. Performances differ from year to year, so you can truly make a tradition out of these shows!

In addition to features like a live nativity scene, there will be specials and West Virginia crafts available at the local shops.

Christmas in Shepherdstown/Facebook The town has also arranged an opportunity for childcare while you shop, so the little ones don’t get a sneak peek at their gifts.

The Christmas events conclude just before December 25 most years, and the celebration wraps up with a worthy farewell to the old year.

Christmas in Shepherdstown/Facebook Want to make this year memorable? This event’s conclusion is an incredible celebration that aims to get you in the spirit of the season. Start planning your trip now - the entire holiday season is downright incredible in the best winter town in West Virginia!

The holidays in West Virginia are always magical, but this community celebrates like no other. Have you ever visited the best winter town in West Virginia during the holidays? We’d love to hear your thougthts!

Christmas in Shepherdstown/Facebook

While the dates of each year’s festivities vary, it seems that this community is enchanting all Christmas season long.

The town tree lighting, music on the streets, free treats, and all around cheerfulness is incredible.

Click here for a full schedule of events.

You will enjoy witnessing informative and entertaining Civil War-era Christmas attractions. Victorian caroling is always charming, and holiday readings absolutely make spirits bright.

No holiday is complete without chestnuts roasted on an open fire. This is one of many gourmet treats beckoning to visitors during the fun.

The Black Box Arts Center/Facebook

A Christmas Carol, The Nutcracker, and other favorites entertain visitors and fill them with jolly vibes. Performances differ from year to year, so you can truly make a tradition out of these shows!

The town has also arranged an opportunity for childcare while you shop, so the little ones don’t get a sneak peek at their gifts.

Want to make this year memorable? This event’s conclusion is an incredible celebration that aims to get you in the spirit of the season. Start planning your trip now - the entire holiday season is downright incredible in the best winter town in West Virginia!

For more places to visit in winter in West Virginia, check out the Winter Festival of Lights in Wheeling, or Appalachian Coal Town Christmas in Beckley.

OnlyInYourState may earn compensation through affiliate links in this article.

Address: Shepherdstown, WV, USA

The OIYS Visitor Center

Best Winter Town In West Virginia October 27, 2019 Nikki Rhoades What other places are the most festive towns in West Virginia? The Mountain State is an incredible place to spend the holiday season. The most festive towns in West Virginia are overflowing with wintertime splendor, light displays, and decorations that are worthy of the big screen. Some of our most picturesque towns feel as though they’re a real-life snow globe scene, as is the case with Kilmarnock. It’s worth building up a road trip of places to visit in winter in Virginia, as there are a number of winter wonderlands here that are calling your name. What are the best things to do for Christmas in West Virginia? Locals can attest to the fact that we have some unusual holiday traditions here in West Virginia – once you get past that, you’ll find that almost every community has its own festive celebration that’s downright incredible. Harpers Ferry is a famous winter wonderland town in West Virginia, and the community of Cass offers an elf train ride that’s delightfully traditional. What kinds of activities can I do in winter in West Virginia? There’s a number of incredible wintertime activities awaiting visitors in West Virginia! Hiking is gorgeous this time of year, and resorts and cabins are downright cozy in the wintertime. Winter also offers an incredible opportunity to get to know diners and mom and pop shops in the next town over. If there’s one thing we know in West Virginia, it’s how to serve up incredible comfort food!

The OIYS Visitor Center

Best Winter Town In West Virginia

October 27, 2019

Nikki Rhoades

What other places are the most festive towns in West Virginia? The Mountain State is an incredible place to spend the holiday season. The most festive towns in West Virginia are overflowing with wintertime splendor, light displays, and decorations that are worthy of the big screen. Some of our most picturesque towns feel as though they’re a real-life snow globe scene, as is the case with Kilmarnock. It’s worth building up a road trip of places to visit in winter in Virginia, as there are a number of winter wonderlands here that are calling your name. What are the best things to do for Christmas in West Virginia? Locals can attest to the fact that we have some unusual holiday traditions here in West Virginia – once you get past that, you’ll find that almost every community has its own festive celebration that’s downright incredible. Harpers Ferry is a famous winter wonderland town in West Virginia, and the community of Cass offers an elf train ride that’s delightfully traditional. What kinds of activities can I do in winter in West Virginia? There’s a number of incredible wintertime activities awaiting visitors in West Virginia! Hiking is gorgeous this time of year, and resorts and cabins are downright cozy in the wintertime. Winter also offers an incredible opportunity to get to know diners and mom and pop shops in the next town over. If there’s one thing we know in West Virginia, it’s how to serve up incredible comfort food!

The OIYS Visitor Center

The OIYS Visitor Center

The Mountain State is an incredible place to spend the holiday season. The most festive towns in West Virginia are overflowing with wintertime splendor, light displays, and decorations that are worthy of the big screen. Some of our most picturesque towns feel as though they’re a real-life snow globe scene, as is the case with Kilmarnock. It’s worth building up a road trip of places to visit in winter in Virginia, as there are a number of winter wonderlands here that are calling your name.

What are the best things to do for Christmas in West Virginia?

Locals can attest to the fact that we have some unusual holiday traditions here in West Virginia – once you get past that, you’ll find that almost every community has its own festive celebration that’s downright incredible. Harpers Ferry is a famous winter wonderland town in West Virginia, and the community of Cass offers an elf train ride that’s delightfully traditional.

What kinds of activities can I do in winter in West Virginia?

There’s a number of incredible wintertime activities awaiting visitors in West Virginia! Hiking is gorgeous this time of year, and resorts and cabins are downright cozy in the wintertime. Winter also offers an incredible opportunity to get to know diners and mom and pop shops in the next town over. If there’s one thing we know in West Virginia, it’s how to serve up incredible comfort food!