Looking for the ultimate small-town holiday experience this December? Discover the charm and magic of Christmas in Middleburg 2025—Virginia’s most beloved Christmas festival! Set in the heart of charming Middleburg, VA, this historic town transforms into a winter wonderland each December, drawing families, couples, and holiday seekers from across the country.

Photo cred: Hugh Kenny

Friday, December 5: The Christmas in Middleburg festival kicks off each December with a Friday evening tree lighting and caroling behind the Middleburg Museum.

Saturday, December 6: At 11 am the legendary Middleburg Hunt Review sets the stage, as scores of riders and foxhounds process down Washington Street—a true spectacle of Virginia tradition.

The excitement continues, after lunch, with the famous mile-long Christmas Parade, beloved by families and travelers from all over. Garden & Gun have noted this parade as one of a kind!

During the festival weekend, enjoy kid-friendly activities, delicious food trucks, holiday shopping, and live nativity performances. The entire event is pet-friendly, rain or shine—just bring your holiday spirit!

Important Insider Tip: Remember This annual event takes place in an historic town, and shuttle access is required. Please buy access to one of our paid parking lots here: https://www.ticketleap.events/events/christmas-in-middleburg. Shuttle service into town will occur throughout the day beginning at 8am.

Where to stay

Middleburg offers a variety of highly-rated hotels and inns, perfect for a cozy holiday getaway:

Salamander Resort & Spa: Luxurious Forbes Five-Star hotel with spa, fine dining, indoor pool, and equestrian center—ideal for families or a romantic escape.
Goodstone Inn & Restaurant: Elegant countryside retreat with farm-to-table dining and beautiful gardens.
Red Fox Inn & Tavern: Historic 18th-century inn offering cozy rooms and hearty breakfasts in the heart of downtown Middleburg.
Ashby Inn: Located in the nearby village of Paris, this bed and breakfast offers that quaint, cozy getaway you are looking for.

Where to eat

Hungry after parade festivities? Explore some of Middleburg’s best restaurants during the Christmas festival:

Red Fox Inn & Tavern: Enjoy a festive four-course holiday menu in a cozy, historic setting.
The Conservatory at Goodstone Inn: Known for fine farm-to-table cuisine and romantic vibes.
Harriman’s Virginia Piedmont Grill (Salamander Resort): Local, seasonal ingredients with beautiful countryside views.
Hunter’s Head Tavern: British-style pub fare, locally sourced, and great for families.
King Street Oyster Bar: Fresh seafood, oysters, and prime location for parade-goers.
Red Horse Tavern & Thaiverse: Classic American fare and authentic Thai cuisine, perfect for visitors craving variety.
Market Salamander & Knead Wine: Great for coffee, gourmet sandwiches, fresh baked goods, wine, and pizza, ideal for casual stops.

You’ll also find food trucks and pop-ups throughout the town on parade weekend, making this a foodie’s delight!

How to get here

Middleburg is easy to access from anywhere on the East Coast:

Washington Dulles International Airport (IAD): Only 16 miles from downtown, offering direct connections nationwide.
Ronald Reagan National Airport (DCA): 38 miles southeast—an excellent choice for domestic travelers.
Baltimore/Washington International (BWI): About 59 miles northeast.

Shuttle buses and accessible parking make travel simple, with major routes including scenic Route 50.

Discover Middleburg: Virginia’s Best Small Town Christmas

Small-town charm, spectacular parades, artisan shopping, and luxurious stays make Middleburg the place to be this holiday season. Whether you’re searching for the best Christmas markets, unique main street shopping, or unforgettable holiday dining, you’ll find it all at Christmas in Middleburg 2025.

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