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Specials & UpdatesWatch this page frequently for updated listings of events and activities. Don’t forget to also check the updated listings of shopping offers and discounts.
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Show your community spirit!Have your friends, club, church, school, community group, sports team, ensemble, or business join our Christmas Parade lineup. Be a walking group, make a float, drive a vehicle in the parade…be part of our local color – sign up here!
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November 30th through December 2nd
- Special events and shopping discounts throughout Middleburg.
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Friday, November 30th
- 2:00pm - 5:00pm: Middleburg Garden Club Christmas Greens Sale, Emmanuel Episcopal Parish house. Sale of Christmas greens and flower show.
- 5:00pm: O Holy Night! (note new time) The Tree Lighting Ceremony and Carols, behind the Pink Box, 12 North Madison St., 5:00pm on Friday.
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Join us at the foot of our town Christmas Tree in the Pink Box Garden for a heartfelt evening program that includes the Invocation, singers, caroling, hot chocolate & cider courtesy of the Home Farm Store, and of course the illumination of the tree (drum roll, please)!
Joyful Holidays brought to you and to us all by the Middleburg Business and Professional Association! |
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Saturday, December 1st
- 8:30am: Breakfast With Santa and Silent Auction, Middleburg Elementary School
- 9:00am - 5:00pm: Craft Fair, Middleburg Community Center
Sheri Conrad, Manager
This e-mail address is being protected from spambots. You need JavaScript enabled to view it
Ph: 540-687-6375
- 10:00am - 4:00pm: Middleburg Garden Club Christmas Greens Sale, Emmanuel Episcopal Parish house. Sale of Christmas greens and flower show.
- 10:30am - 2:00pm: A Place To Be, music, sing alongs, storytelling, arts & crafts
- 11:00am: Middleburg Hunt Review, mounted riders and hounds down the main Washington Street
- 11:30am - 1:50pm: Hayrides! Beautiful draught horses teamed to take kids of all ages on hayrides around town. Departures from the Pink Box, 12 North Madison Street
- 10:00am: Middleburg Methodist Church hot chocolate in the front yard to warm up while waiting for the hunt to ride by.
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- 11:30am: Middleburg Methodist Church, lunch in the Church fellowship hall, with a concert of Christmas music in the sanctuary before the 2pm parade.
- 2:00pm: Christmas Parade, down the main Washington Street
- 3:00pm - 6:00pm: Wine Crawl, progressive wine tastings from one end of town to the other.
Saturday Specials for All
- Free Parking and shuttle from Mickey Gordon Park east of town, and free parking in town!
- Sit-down or grab-and-go food from all the restaurants in town.
- Kids and family activities all day long!
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Sponsors & Donors
Christmas in Middleburg makes a difference with your generous support!

Sign up and donate!
Join the Parade
Would you like to participate in the Christmas in Middleburg Parade?

Sign up now!
Newsletter Sign-up!
Sign up to receive updates, Stay & Play offers, notices of special shopping deals and discounts, news of events and promotions.
Wine Crawl
Saturday Parade Day
3:00pm - 6:00pm
Each winery will provide tasting flights for modest fees. Pay as you go!
Middleburg Country Inn
209 East Washington St.
Barrel Oak Tasting Room and Gallery
8 East Washington St.
Olio Tasting Room
17 E Washington Street
Home Farm Store
1 E. Washington St.
The Wine Cellar
15 South Madison St.
Julien’s
3 West Washington St.
The Fox’s Den
7 South Middleburg Plaza
Middleburg Common Grounds
114 West Washington St.
The Fun Shop
117 West Washington St.
Market Salamander
200 West Washington St.
Boxwood Estate Winery
2042 Burrland Rd
(drive to it, 1 mile from town south of 50 off The Plains Rd.)
Goodstone Inn & Restaurant
36205 Snake Hill Road Middleburg, VA 20117
(drive to it, 2 miles from town north of 50 off Foxcroft Road)
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