The holidays are underway in Loudoun and there’s so much happening this weekend to get you into the spirit! Everyone likes to celebrate the holidays in their own special way. Maybe you enjoy crowds and parades and singing along to holiday carols. Or maybe you enjoy a more relaxing, subtle holiday atmosphere. Whatever way you like to celebrate the holiday season, we have you covered! Check out these happenings and don’t forget to use our hashtag #LoveLoudoun to show us your holiday spirit!

Looking to get into the Christmas spirit? Look no further than Christmas in Middleburg, a fun event for the entire family! This weekend-long event provides so much entertainment: a tree lighting, a Christmas parade, plenty of shopping, caroling, a kids zone and so much more! Don’t miss the signature event- a Hunt and Hounds Review where you’ll see foxhunt riders and hounds trot down Washington Street. Bring the kids for breakfast with Santa too. This annual event attracts over 10,000 visitors, making Christmas in Middleburg a fun family tradition!


Presented by the Loudoun Valley German Society, the Lovettsville Christkindlmarkt will offer delicious samples of authentic German and Austrian foods to get you into the holiday spirit! Over 20 unique crafters and vendors will be present to help get you started on your holiday shopping. You’ll also have a photo op with the authentic St. Nicholas, Krampus, the Woodsman and the Christkindl Angel. This annual event, happening December 2nd and 3rd, has been deemed as one of the Top 10 must visit Christkindlmarkts in the U.S. by various travel websites. Come see what the fun is all about!

Leesburg First Friday: Come join the fun in Leesburg the first Friday of every month! This event lets you experience all that historic downtown Leesburg has to offer with sales and specials at local restaurants and shops, live music, wine tastings, art exhibits and much more! This Friday, December 3rd, pair wine from Bogati Winery & chocolate from Veritas Artizen Chocolate for a delightful treat at the Visit Loudoun Visitor's Center. Or, stop by a local brewery like Black Hoof Brewing to hear music from all types of genres! This is the perfect opportunity to explore downtown Leesburg.

Other happenings:

Barre Crawl at Old Ox Brewry - December 2nd

Wine & Dance Pairing: Salsa Night at Winery 32 - December 2nd

Paint & Wine Night at Bogati Winery - December 3rd

Wine Down Yoga Class - through December 17, 2017

Horse-Drawn Carriage Rides - through December 23, 2017

Toys for Tots Toy Drive at Bogati Winery - through December 23, 2017

Amazing Farm Fun Winter Days on the Farm- through December 23, 2017

Gallery Talk- through December 27, 2017

Spectacular Musical Tree Show - recurring daily through January 1, 2018

Amazing Farm Fun Winter Nights on the Farm- through January 5, 2015

The Horse and the Camera - through January 7, 2018

The Horse in Ancient Greek Art - through January 14, 2018

Blended Winery Tour - recurring monthly on the 3rd Sunday through March 18, 2018

Leesburg Brew Crawl - recurring weekly Thursday-Sunday

Penny Tastings at Tarara Winery- recurring weekly on Saturday & Sunday

Friday Night Wine Tastings at Magnolias at the Mill- recurring weekly on Friday