In-Country: A Guide to Christmas in Middleburg

Middleburg, Virginia is an ideal setting for the holiday season. Its picturesque streets are lovely this time of year, filled with twinkling lights, holiday shoppers and carolers. Sometimes, it’s hard not to expect your favorite Hallmark Christmas Movie star to pop out of a boutique! Here is your complete guide to Christmas in Middleburg. One of the most fun, family-oriented festivals of the year, it includes special events, delicious food and the famous Middleburg Hunt Review. Visit for more information.  




Friday, Dec. 2 


5 p.m.  

Tree Lighting Ceremony and Carols 

Behind the Pink Box, 12 North Madison St.  


Saturday, Dec. 3 


8-11 a.m.  

Breakfast with Santa 

Middleburg Charter School  

101 North Madison St.  


10 a.m.  

Hot Chocolate Warm-Up 

Middleburg Methodist Church  

15 W. Washington St.  


11 a.m.  

Middleburg Hunt and Hounds Review 

Down Washington St.  


2 p.m.   

Christmas Parade 

Down Washington St.  


3-6 p.m.  

Spirits of Middleburg 

Food, wine tastings, ciders and distilled spirits at establishments around the community.  


Sunday Dec. 4 


2 p.m.  

Festival of the Animals 

Foxcroft School  

22407 Foxhound Ln. 




The Red Fox Inn and Tavern 

2 East Washington Street 

Offering 22 inn rooms, a tavern and pub. 


Salamander Resort and Spa 

500 North Pendleton Street 

Resort with 168 guestrooms, 23,000 sq-foot spa, 25 acres for horseback riding and 14,000 sq-foot stable. 


Briar Patch Bed & Breakfast Inn
23130 Briar Patch Ln. 

200-year-old main house with eight bedrooms, a one-bedroom cottage or three bedrooms in a new chicken coop building. 


Mortgage Hall Estate 

35487 Snake Hill Road  

121-acre estate is a working farm with a historic Georgian Mansion that was converted into a vacation rental.  



For Coffee: Middleburg Common Grounds  

For a Beer: Lost Barrel Brewing  

For Solid Pub Fare: Hunter’s Head Tavern  

For a Delicious Lunch: The Goodstone Inn & Restaurant’s Bistro  

For a Fancy Dinner: Harriman’s Virginia Piedmont Grill  



For Antiques and Art: Middleburg Antique Gallery  

For Clothes: Highcliffe Clothiers, Tully Rector  

For Gifts: The Christmas Sleigh  





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