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Holiday Fun @ Maple Tree Farm

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‹‹ More Holiday Fun

Maple Tree Farm invites you to celebrate the holidays with them! On select days from November 29-December 28, 2025, enjoy lots of festive fun, including their popular Christmas Light Trail — a 3/4-mile walking trail of beautifully lit trees.

There’s plenty of kid-friendly fun, too! Take a ride on the Maple Tree Express or Cow Train, meet holiday characters, and participate in children’s activities, like storytimes and crafts. There’ll be campfires to warm up by, and on select nights, Santa will visit, too!

Details:
Website ∙ Tickets

Dates:
Nov 29-Dec 28, 2025

Location:
Maple Tree Farm ∙ Warrenton, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Tree Lighting Ceremony @ DTC

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Christmas at Dulles Town Center with Santa and holiday tree lighting

Dulles Town Center invites you to get festive with them this holiday season!

On December 5, 2025, kick off the holiday season in style at a special event featuring live performances, a tree-lighting ceremony, photos with Santa, hot cocoa, kids’ crafts, and more.

Details:
Website

Date:
Dec 5, 2025

Location:
Dulles Town Center ∙ Dulles, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Grand Princess Show

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Princess Parties is welcoming young royalty to a very special live show! On January 25, 2026, your family is invited to enjoy an enchanting show featuring 10 beloved princesses as they sing and dance their way into your hearts.

Be sure to arrive early to enjoy face painting and hair tinsel. Be sure to bring your cameras — after the performance, aspiring royals will get to meet their favorite princesses and take pictures, too!

Choose from two performance times: pre-registration (link below). Little ones, under 24 months, are free with a reservation and the purchase of an adult ticket.

Details:
Eventbrite

Date:
Jan 25, 2026

Location:
Masonic National Memorial ∙ Alexandria, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Tuba-Tacular Fun @ the Village

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It’s Tuba Christmas at The Village at Leesburg! On December 14, 2025, players from all over the world will gather and toot-toot-tuba (& instruments from the tuba family) some holiday tunes!

The fun all happens in front of the multi-story Christmas tree in the center of the Village at Leesburg. This special musical event is free to enjoy.

Details:
Website

Date:
Dec 14, 2025

Location:
Village at Leesburg ∙ Leesburg, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Ice Skating Fun @ the Harris Pavilion

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‹‹ More Ice Skating Fun

Harris Pavilion has transformed into an open-air ice rink in the heart of Manassas, VA!

Enjoy gliding around the ice with friends and family at this popular covered pavilion. Need skates? The Harris Pavilion offers rentals, too.

Ice skating is offered daily from November 21, 2025-January 4, 2026. Click here for special hours for Thanksgiving and Winter Break.

Reserve your admission online in advance.

Details:
Website

Dates:
Nov 21, 2025-Jan 4, 2026

Location:
Harris Pavilion ∙ Manassas, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Jingle Jam

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Big Holiday Guide › Holiday Boat Parades

Held annually since 2009, Jingle Jam, one of Leesburg’s favorite annual events, is back at the Tally-Ho!

Join them for an evening of music and holiday spirit, all for a good cause, from December 12-14, 2025, including a Sunday matinee.

The Jingle Jam Band is packed with talent, including Jon Carroll, Todd Wright, Gary Smallwood, Cal Everett, Prescott Engle, Tobias Smith, Mark Williams, and Kim Pittinger.

Details:
Website ∙ Facebook

Dates:
Dec 12-14, 2025

Location:
Tally Ho Theatre ∙ Leesburg, VA

Like This?
Check out our Guide: Holiday Fun

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Personalized Letters From Santa

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‹‹ More Holiday Fun

Now’s the time to plan and have a little Christmas magic delivered to your mailbox:

United States Postal Service: Letters from Santa
Through this beloved USPS program, families can send and receive letters from Santa with an authentic North Pole postmark. It’s an affordable, DIY way to create holiday magic at home — perfect for parents who enjoy making the experience personal.

Santa Claus House
Since 1952, Santa Claus House in North Pole, Alaska, has delighted families with “The Original Letter from Santa.” Each personalized letter arrives on festive stationery with a genuine North Pole postmark, spreading timeless holiday cheer straight from Alaska’s most magical address.

Package From Santa
This family-owned company offers fully personalized letters from Santa, complete with optional keepsakes like certificates, stickers, and videos. Known for its attention to detail and variety of packages, Package From Santa brings extra sparkle to the holiday season.

Santa Sent Me A Letter
Each letter from Santa Sent Me A Letter is crafted on premium stationery, sealed with a wax emblem, and customized with details that make every child feel special. Sent from the North Pole, it’s a beautiful keepsake that captures the wonder of Christmas.

Letters From Santa Shop
Letters From Santa Shop creates highly personalized, hand-finished letters that include the child’s name, age, and accomplishments. With preview options and attention to detail, it offers families a warm, authentic way to make Christmas morning unforgettable.

Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

5 Places to Track Santa

‹‹ More Holiday Fun

Check back soon for 2026 updates…

This year, kick your Christmas countdown up a notch with some clever and interactive Santa Trackers and keep a special watch on where the jolly man in the red suit is:

NORAD Tracks Santa
NORAD Tracks Santa kicks off on December 1, and little ones will want to visit this site each day for games, music, and stories! Santa’s magical journey is also documented hourly on Christmas Eve, so check out the Santa Cam for highlights after Santa departs the North Pole!

Google Santa Tracker
Keep an eye on Santa with the Google Santa Tracker, a cartoon-style site dedicated to Father Christmas! This interactive format includes Santa’s Village, where kiddos can find games and maybe even some of Santa’s elves! Be sure to check out Santa’s dashboard, which features not only Google Maps technology but also sleigh engineering, as you learn about some of Santa’s stops.

Tracking Santa
Developed by the North Pole Tracking Department, TrackingSanta.net is a family-friendly service highlighting the journey of our favorite jolly, white-bearded man! Use the homepage map to check his whereabouts on the most magical night of the year!

Santa Update
Head on over to Santa Update ASAP for the latest news and a behind-the-scenes glimpse of Santa, Mrs. Claus, the North Pole, and all of the reindeer and elves! This entertaining site is perfect for anyone who might need an extra daily dose of jolly from now through Christmas Day!

The Santa Tracker
The official North Pole Santa Tracker helps families follow Santa’s journey to their homes! Starting December 1, visit this site for a month of fun and a chance to control Santa’s Christmas tree! Families can also enjoy commercial-free holiday tunes via the North Pole Radio!

Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Scottish Christmas Walk Parade

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On December 6, 2025, the Campagna Center will take over the streets of Alexandria, VA, for its annual Scottish Christmas Walk Parade!

Over 50 years old, the Scottish Walk features marching units outfitted in the bright, festive kilts of Scottish clans. Enjoy bagpipes and drums, dancers, historical reenactments, Scottie dogs, dignitaries, classic cars, Santa Claus, and much more!

See the parade route here.

Details:
Website ∙ Facebook

Date:
Dec 6, 2025

Location:
Alexandria, VA ∙ Parade route

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Celebrate the Holidays in Leesburg

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The Town of Leesburg is packed with holiday cheer! Join them this season at events and opportunities to experience the magic of historic Leesburg:

Holiday Tree Lighting
Dec 6, 2025
On December 6, 2025, join your friends and neighbors and celebrate the start of the holiday season at the town’s annual Holiday Tree Lighting hosted on the Town Green. At this festive ceremony, enjoy live performances from local groups while the town’s tree is illuminated!

Holiday Fine Arts & Crafts Show
Dec 6-7, 2025
This holiday season, shop local and homemade in the heart of Leesburg! From December 6-7, 2025, you’ll find delightful gifts for everyone on your list, from local and regional artists selling handmade items. From candles, fine art, and jewelry to carved wood and table linens, finding the perfect present has never been easier!

Christmas & Holiday Parade
Dec 13, 2025
On December 13, 2025, the holiday spirit will be in full swing as the Town of Leesburg hosts its annual parade! In the heart of the historic district, along King Street, the parade will usher in Santa and friends and give you the opportunity to enjoy local bands, seasonal floats, and more!

Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.