Posted by on November 25, 2019

18 Things to Do in Middleburg this Weekend

— Check out our round-up of weekend events for Nov. 28-Dec. 1 for everything you need to know about Thanksgiving in Middleburg, plus Small Business Saturday, brunch with Santa at Salamander Resort & Spa, a holiday market at Cana Vineyards & Winery, and more.

Thanksgiving in Middleburg: Nov. 28

We have so much to be thankful for this year in Middleburg! Whether you’re celebrating Thanksgiving at home or plan to let someone else take care of the cooking (and cleanup!) for you by eating at one of our famous restaurants, we’ve gathered up everything you need to know to enjoy a taste of Middleburg this Thanksgiving. Check out our Thanksgiving guide for more details.

Small Business Saturday: Nov. 30

Support local businesses on Shop Small Saturday by doing your holiday shopping in Middleburg! Middleburg’s historic district is less than a mile long, but it’s filled with many unique stores, including equestrian shops, high-end clothing boutiques, fine art galleries and much, much more. Take a stroll down our streets and you’re sure to find something you just have to take home. Find out more about our local stores by clicking here.

Santa Brunch at Salamander Resort & Spa: Nov. 30 | 10 a.m.-3 p.m.

Salamander’s most festive event of the year is back! Join us for the first of their annual Santa brunches this Saturday.

The resort ballroom transforms into a winter wonderland where you can visit with Santa and his elves while enjoying a delicious brunch with sweet and savory holiday favorites for the entire family. The brunch also features a make-your-own holiday ornament designing station and photo opportunity with Santa!

$68 per adult, $38 per child. Reservations required; please call 540-326-4070. Prices do not include tax and gratuity.

Crafts & Cheer Holiday Market at Cana Vineyards & Winery of Middleburg: Dec. 1 | 11 a.m.-6 p.m.

Join Cana for a full day of holiday festivities and good cheer! Craft activities and vendors, a special wine release, hot chocolate bar, photos with Santa from 1-3 p.m., and more!

Other featured activities include The Aviary Girls craft activity from 11 a.m.-1 p.m., The Cookie Momster cookie decorating class from 3-5 p.m., and cork ornament crafting.

Featured vendors include Classics by Cindy (jewelry), Femme Creative (custom wooden wine crate and barrel items), Paloma Blanca Ceramics (small batch functional pottery), Rachel Haan (wine bags, ornaments, home decor), Southern Concept LLC (wreaths, arrangements, home decor), and Noel Art (holiday-themed canvas art by teen Anna Petty).

Also this weekend

Upcoming events

Tree Lighting at The Pink Box: Dec. 6 | 5 p.m.

Please join in at the foot of the town Christmas tree in the Pink Box garden for singers, caroling and refreshments!

Christmas in Middleburg VA

Christmas in Middleburg: Dec. 7

Middleburg is the perfect setting for evoking the Christmas spirit — tree lighting, a Christmas parade, shopping, caroling, and so much more.  Stay at one of the picturesque inns or the five-star Salamander Resort & Spa.  Relax in the countryside without missing a moment of the Christmas magic.

Join one of the most fun-filled family festivals of the year in Middleburg with activities, special events, great eats, the famous Middleburg Hunt Review, a mile-long Christmas parade.

Traditional Christmas Pageant at Foxcroft School: Dec. 8

Tis the season! Bring the entire family to this favorite holiday tradition.

Presented annually as a gift to the community from Foxcroft’s “New Girls,” this rendition of the traditional nativity story features live animals and music and creates a spectacle that is a treat for all generations. Following the pageant, Santa Claus will stop by to deliver special treats for all the children!

Also upcoming

Check our calendar for more information about these and other upcoming events!

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