Holiday Events in Loudoun County Virginia 2025
These community celebrations showcase what makes the area special and why families continue to choose Loudoun County as their home.
Leesburg 2025 Winter Holiday Events
Holiday Traditions
Leesburg Tree Lighting Festival
The Village at Leesburg kicks off the season on November 15 from 2:00 to 7:00 PM with their annual Tree Lighting Festival.
What to expect:
- Ice skating and train rides
- Carolers and local performance groups
- Photos with Santa and Mrs. Claus
- Holiday Open House shopping (2:00-4:00 PM)
- Tree lighting ceremony at 6:00 PM
Experience a traditional English tea in a historic setting on December 7, 14, 20, and 21.
- Seatings: 11:30 AM and 1:30 PM
- Price: $70.00 per person
- Location: Oatlands Historic House & Gardens, Carriage House
- Menu includes scones with Devon cream, tea sandwiches, sweets, and Oatlands’ exclusive tea blend
- Gluten-free and vegetarian options available
- Add a guided mansion tour at 50% off when booking tea
Holiday Shopping and Craft Shows
- Date: November 22, 10:00 AM to 3:00 PM
- Location: Heritage High School
- All vendor fees support Heritage High School art students
Holiday Fine Arts and Crafts Show
- Dates: December 6-7
- Location: Ida Lee Park Recreation Center
- Hours: Saturday 9:00 AM-4:00 PM, Sunday 10:00 AM-4:00 PM
- Cost: Free admission and parking
- Shop handmade candles, stained glass, carved wood, jewelry, and table linens from local artisans
Theater and Entertainment
- Dates: December 12-14
- Location: Mars-Schmidt Theatre at Village At Leesburg
- Dates: December 12-14 (including Sunday matinee)
- Location: Tally-Ho Theatre
- Annual benefit concert featuring music and holiday spirit
Town of Leesburg Holiday Parade
- Date: December 13, 2025
- Route: Historic district along King Street
- Watch Santa arrive with local bands, seasonal floats, and community groups. Check back closer to the date for the updated parade route map.
Family Events
Breakfast with Santa at The Branch
- Date: December 14, 9:00-11:00 AM
- Location: The Branch
- Price: Adults $24.99, Kids $12.99, Ages 3 and under free
- Includes festive breakfast buffet, photos with Santa, and holiday activities
- Date: December 31, 1:00 PM-9:45 PM
- Price: $140 per family (up to 6 people)
- Includes: 2 hours of bowling, shoe rentals, unlimited soft drinks, one 16″ pizza, $10 arcade game card, and gratuity
Looking to buy or sell your home in Leesburg? We’d love to help you.
Ashburn Festive Events for Winter Holidays 2025
Holiday Benefits
Holiday Shopping Village & Festival of Trees
Dates: November 14-15
Location: The Barn at Brambleton
This third annual event features:
- 100+ local artisans selling decor, furniture, jewelry, and holiday foods
- Festival of Trees with themed displays
- Artisan demonstrations
- Dirty Soda Bar and permanent jewelry
- Candies, fudge, and Mountaineer Popcorn
- Raffle proceeds benefit Loudoun First Responders Foundation
- Date: December 14, 8:00 AM-12:00 PM
- Location: Loudoun County Station 6
- Fresh pancakes and breakfast sides followed by a meet-and-greet with Santa in the fire station bay. Family-friendly and all ages welcome, with proceeds supporting the Ashburn Volunteer Fire & Rescue Department.
Play Street Museum Santa Events
- Dates: November 29 and December 13
- Crafts, playtime, and Santa visits
- Each child receives a gift, milk, and cookies
- Dates: December 11-12
- Kids wear their favorite pajamas and Santa does too
- Price: $55 per child (limit 2 adults per family)
Bring your camera for photo opportunities throughout both events.
Alamo Drafthouse Holiday Movie Parties
Interactive screenings with props, games, and festive fun:
Location: Alamo Drafthouse Cinema
- Elf Movie Party: December 6-7, 13 (includes gift wrap contest and elf hat)
- National Lampoon’s Christmas Vacation Movie Party: December 7, 14
- Dr. Seuss’ How the Grinch Stole Christmas Movie Party: December 14
Ashburn real estate continues to attract families to Loudoun County. Contact the Garrell Group for help or explore our listings here.
What Other Holiday Events Are Happening Around Loudoun County?
Sterling
Holiday Markets and Craft Shows:
- Holiday Craft Show & Marketplace at Ridgetop Coffee & Tea (November 22)
- Loudoun Christmas Market at Dulles Town Center (November 22-23)
- Christmas Market at Galilee Church (December 6)
The Conche Holiday Activities:
- Parent-Child Christmas Chocolate Sculptures (December 13)
- Christmas Cake Pop Fun (December 20)
Hillsboro
- Date: December 13, 10:00 AM-7:00 PM
- Location: Historic Hillsboro, Western Loudoun
- Tour six historic homes decorated with fresh greenery and local materials
- Live music performances throughout
- Learn about town history and holiday traditions from another era
- Tickets and info: hillsboropreservation.org/hillsboro-homes-tour
Aldie
- Breakfast with Santa at Lark Brewing Co.: November 29, December 6, 13, 20-21
- PRCS WinterFest: December 6 at Hal & Berni Hanson Regional Park
Bluemont
Bluemont Vineyard Events:
- Lighting of the Vines Launch Party Weekend: November 28-29, 4:00-7:00 PM
- German Christmas Market: December 6, 13, 20
Bluemont Community Center:
- Holiday Craft Show (November 29)
Purcellville
Franklin Park Arts Center:
- I Want A Hippopotamus For Christmas by Barter Players (December 21)
- Laser Light Show: Winter Holiday Adventure (December 30)
Middleburg
- Middleburg Holiday Parade: December 6
Hamilton
- Christmas in the Cabin at Firefly Cellars: December 13
Chantilly
- Sully Illuminated at Sully Historic Site: November 14-15
- Winter Capital Art & Craft Festival at Dulles Expo Center: December 12-14
South Riding
- Christmas Crafts Workshop at Saanwee Performing Arts: November 25
- Christmas Party at Saanwee Performing Arts: December 16
Free Family Workshops
- Home Depot Build a Teddy Bear Ornament: November 29 (check your preferred location)
- Lowe’s Build a Sleigh Ride: December 20 (check your preferred location)
Winter City Lights (Olney, Maryland)
Dates: November 28-December 29
Location: 4501 Olney Laytonsville Rd, Olney, MD 20832
Website: wintercitylights.com
The largest Christmas light show in the DMV area features:
- 52-foot tall Christmas tree
- 200-foot diameter light canopy
- Ice Palace and Candy Cane Lane
- Penguin Plunge snow tubing
- Adult holiday drinks and concessions
Buyers exploring Sterling real estate or Western Loudoun real estate will discover these community events reflect the area’s small-town charm. Our best real estate agents in Loudoun County know these areas by heart!
Make Loudoun County Your Holiday Home
Holiday events across Loudoun County showcase the community spirit and quality of life that make this area one of Northern Virginia’s most desirable places to live.
Our team at the Garrell Group specializes in helping buyers and sellers navigate the local market. Explore current luxury properties and active listings or get a free home valuation to understand your property’s worth in today’s market. Check out our buyer resources and seller resources to learn more about working with experienced Loudoun County Realtors.
To start your real estate journey in Loudoun County, contact us today. We’d love to help you!
Best Loudoun County Real Estate Agents
Following these steps, you can increase the value of your property ahead of a home sale, without breaking the bank. Why not start making improvements today! Your home will thank you for it. In the meantime, if you are thinking about selling your home or have any questions, please don’t hesitate to contact us. We’re always happy to hear from you.
