Loudoun County 2025 Holiday Celebrations

Now that we’ve all come back to life from our turkey comas, we’re looking forward to the holidays and all of the different events and activities across Loudoun County. From traditional parades and holiday markets to horse-drawn carriage rides and ride through light displays, there’s plenty to choose from.

Christmas home decorations

Town Celebrations & Parades

The towns across Loudoun have a rich history of celebrations, and the annual parades are not to be missed!

Christmas in Middleburg

December 5th-6th
The town tree lighting ceremony and caroling happens at 5 pm on Friday behind the Middleburg Museum at 12 North Madison Street. Saturday begins at 8 am with Breakfast with Santa, followed by the Middleburg Hunt Club at 11 am and the Christmas Parade at 2. A pop up Christmas Market is part of the celebration with local vendors and Middleburg shops getting into the spirit.

Celebrate the Holidays in Purcellville

December 5th-13th, and 19-20
The holidays kick off at Town Hall with the tree lighting ceremony at 6:30 pm December 5th. Celebrations shift into full gear on December 13th with the holiday parade starting at noon. Afterward, head to the Bush Tabernacle for the Holiday Market featuring local vendors and crafters from noon to 6. You can grab a pictures with Santa in front of the Train Station at 200 N. 21st Street from 2-5 and the Loudon Valley Community Center is hosting an ornament workshop from 2-5 as well. Cap the day by venturing on a holiday lights tour with this map from the Purcellville Parks & Rec Advisory Board. And don’t miss Santa’s ride through the neighborhoods of Purcellville on the 19th and 20th in the evening- he’s doing his annual ride-along with the Purcellville Volunteer Fire Company!

Leesburg Holiday Events

December 6th-7th, 13th
Leesburg starts the celebrations with a Holiday Fine Arts and Crafts Show at Ida Lee from 9-4 on Saturday, December 6th. Afterwards, head over to the Town Green at 25 West Market Street for the tree lighting ceremony at 6. The Arts and Crafts Show continues on Sunday, December 7th from 10 – 4. It’s a great opportunity to support local vendors and crafters. You won’t want to miss the annual Holiday and Christmas parade on Saturday, December 13th. It starts at Ida Lee at 6 pm and makes it’s way down King Street through historic downtown Leesburg.

Lovettsville Wintertainmentfest

December 6th
Chocolate lovers will want to make their way to Lovettsville on Saturday, December 6th for their annual Cocoa Crawl. It’s an all day affair with a dozen local shops participating in fulfilling your cocoa cravings! Grab your passport, collect stickers and have a chance to get a custom mug from a local artisan as well as a Town of Lovettsville swag basket. The festivities conclude at Zoldos Square at 6:30 pm with the annual lantern parade, a sing along with the Lovettsville Elementary Chorus, a reading of The Night Before Christmas, and the tree lighting ceremony.

Hillsboro Holly Days

November 22nd, December 13th
Hillsboro is the first to get the holidays started with Holly Days on Saturday, November 22nd from 2 pm – 7 pm. Local artisans showcase their handmade works, carolers stroll about, and live music fills the air with the holiday spirit. This will be the kids’ first chance to see Santa who will be at the Hart Theater all afternoon. Festivities conclude at the Civic Plaza at 6 pm with the awe-inspiring tree lighting ceremony. On Saturday, December 13th, visitors are invited to the Hillsboro Holiday Homes Tour from 2 – 7. Come see historic 18th and 19 century homes decorated for the holidays. That also gives you an excuse to stop by the Holiday Market at the Old Stone School on 37098 Charles Town Pike from 1 – 6.

One Loudoun Tree and Menorah Lighting

December 6th and December 14th
Tree lighting festivities begin at 5pm on December 6th with performances for a couple hours and the actual tree lighting at 5:50 pm. Attendees can tour the Lost Fox Beer Garden and check out the ice sculptures while the little ones make ornaments and visit with Santa. The 8th annual One Loudoun community Hanukkah celebration follows on December 14th from 4:30 pm – 6 pm.

Village at Leesburg Tree Lighting

November 17th – December 24th
With daily tree shows, Saturdays with Santa, and Story Time with Mrs. Claus, there is a lot happening at the Village at Leesburg during the holiday season. Our favorite might be trivia night on December 23rd where the age old dilemma of whether or not Die Hard is a Christmas movie gets solved! (News flash, it is ;P)

Holiday Markets, Festivals & Shopping Events

There are plenty of other holiday markets and events across the county, spanning every weekend. The Great Country Farms Holiday Market runs each weekend in Bluemont, featuring local artisans. The Lucketts Holiday House, a holiday wonderland in a 100 year old farm house, runs through December 14th.

Looking for winery and brewery events? There are so many in LoCo thatwe couldn’t list them all! Our best advice, check out Visit Loudoun to see if your favorite spot has something special for the holidays. (Chances are they do!)

More Lights, Attractions & Seasonal Experiences

Looking for something different? Here are a few more suggestions that we think you might enjoy!

The Most Murderous Time of the Year

December 5th –21st
A spoof on the 12 Days of Christmas, come enjoy the show put on by the Stage Coach Theater Company. Throughout December the show will take place at various historic venues, restaurants, and wineries in the area. Dressing in your best lords a’leaping, ladies dancing, or pipers piping outfits is encouraged!

Christmas Village at Leesburg Animal Park

Dec 5–7, 12–14, 19–23, 2025 • 6–9 PM
An illuminated barn, giant hill slides, and photos with live animals is just the start of the fun at Leesburg Animal Park. Photos with Santa are available every night and the Grinch will even make a few special appearances. There is a Christmas craft room, pony rides, and a chance to hop on the mini Christmas train. Cap off the night around the bonfire as you roast some marshmallows and enjoy the holiday lights.

Lighting of the Vines at Bluemont Vineyard

November 28th – December 25th
The vines light up promptly at 5:30 pm Thursday – Sunday throughout the holiday season. Although the best views are outdoors, if you want to make it nice and cozy make sure to grab a reservation at the 951 Tasting Room. If you want to step it up a notch, try the Wine Dinner at The Stable. You’ll enjoy a cocktail reception followed by a 4 course farm fresh meal paired with Bluemont Vineyard wines and capped off with stories about the property and a holiday toast!

Holiday Horse-Drawn Carriage Rides

November 28th – December 28th
Take a ride back in time through Middleburg on a horse-drawn carriage ride provided by the Shenandoah Carriage Company. The trip is for up to four people and lasts about 15 minutes. You’ll have just enough time to enjoy some hot cocoa and even gets some photos with the horses!

Old Dominion Chorus Holiday Concert

December 13th
The annual Old Dominiom Chorus Holiday Concert includes a 4 pm and a 7 pm show at the Franklin Park Arts Center. This beloved a capella concert showcases all of the Christmas classics, featuring choral groups from two local high schools along with the ensemble and quartets from the Old Dominion Chorus.

No matter how you choose to celebrate this December, we wish you joy and happiness as 2025 closes out. Happy holidays!

Cheers,

Mike and Heather

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Michael and Heather Elias are full time real estate professionals and licensed REALTORS at Century 21 Redwood Realty. They sincerely hope you enjoy reading this blog, and would love the opportunity to work with you.

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