Leesburg Events Calendar: Parades, Flower & Garden Festival and Holiday Traditions
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Quick Answer: What’s Coming Up in Leesburg?
Last updated October 15, 2026
Quick answer: next up are the 70th Leesburg Kiwanis Halloween Parade on Wednesday, Oct. 28, 2026, the Holiday Tree Lighting on Town Green on Saturday, Dec. 5, the Holiday Fine Arts & Crafts Show at Ida Lee Park Recreation Center on Dec. 5 and 6, and the Christmas and Holiday Parade down King Street on Saturday, Dec. 12. The 36th Leesburg Flower & Garden Festival took place April 18 and 19, 2026; 2027 dates are TBA. The town notes that all event dates are subject to change, so check the organizer before you go.
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Coming Up: Fall and Winter 2026
| Date | Event | Where | Good to know |
|---|---|---|---|
| Wednesday, Oct. 28, 2026, 6:30 p.m. | 70th Leesburg Kiwanis Halloween Parade | King Street between Battlefield Parkway and Catoctin Circle | Police plan to close King Street at 5:45 p.m.; rain or shine; organizers ask for food donations for Loudoun Hunger Relief |
| Saturday, Nov. 21, 2026 | Freeze Your Gizzard Cross Country 5K and 1-mile Fun Run | Ida Lee Park | Held with Loudoun Hunger Relief |
| Saturday, Dec. 5, 2026, 6 p.m. | Holiday Tree Lighting | Town Green, 25 West Market Street | The town lists the date as subject to change |
| Dec. 5 and 6, 2026 | 35th Annual Holiday Fine Arts & Crafts Show | Ida Lee Park Recreation Center, 60 Ida Lee Drive NW | 9 a.m. to 4 p.m. Saturday and 10 a.m. to 4 p.m. Sunday; free admission and parking |
| Saturday, Dec. 12, 2026, 6 p.m. | Christmas and Holiday Parade | Starts at Ida Lee Park and travels down King Street | Rain date Sunday, Dec. 13 |
Sources: Town of Leesburg events, Holidays in Leesburg and Loudoun Now (Aug. 11, 2026).
Earlier in 2026 (Past)
- March 7 (past): Spring Bling, a Hometown Fine Arts & Crafts Show, at Ida Lee Recreation Center.
- March 28 (past): Leesburg’s Annual Easter Egg Hunt at Ida Lee Park.
- April 18 and 19 (past): the 36th Annual Leesburg Flower & Garden Festival in historic downtown, with landscape designs, plants, flowers, herbs and gardening supplies.
- May 16 (past): Leesburg Kids to Parks Day.
- May 25 (past): Memorial Day Ceremony at the Loudoun County Courthouse.
- June to mid-August (past): Summer JAMS, free concerts on Town Green most Saturdays from 7 to 8:30 p.m.
- July 4 (past): the 35th Annual Independence Day Celebration, with a 10 a.m. parade from Ida Lee Park to Fairfax Street and an evening concert and fireworks in the park.
- Aug. 8 (past): TASTE Leesburg downtown.
- Sept. 11 (past): the town council’s remembrance ceremony at the Freedom Memorial in Freedom Park.
- Sept. 26 (past): the Leesburg Airshow at Leesburg Executive Airport.
2027: Dates TBA
The 2027 Flower & Garden Festival, Independence Day Celebration, TASTE Leesburg, Leesburg Airshow, Halloween Parade and holiday events are TBA until the town and organizers publish dates. Based on recent years, the Flower & Garden Festival has been held on a weekend in April and the Christmas and Holiday Parade on the second Saturday of December, but confirm on the town events page before you plan around them.
Every Saturday: Leesburg Farmers Market
The Leesburg Saturday farmers market, run by the Loudoun Valley Homegrown Markets Cooperative, is open year-round at the Virginia Village Shopping Center, 30 Catoctin Circle SE. Summer hours are 8 a.m. to noon from May through October; check the market page for winter hours. Vendors include farms, bakers and food makers from Loudoun and the surrounding region.
Getting Downtown on Event Days
- Parades close King Street; the Halloween parade notice says viewers can park in the town’s garages or on side streets not used by the parade.
- Ida Lee Park Recreation Center is at 60 Ida Lee Drive NW, on the north side of downtown.
- The W&OD Trail runs through Leesburg and is a car-free way downtown from many neighborhoods.
Thinking about living near downtown? See buying in the Leesburg historic district and Leesburg neighborhoods compared.
Leesburg Events FAQ
When is the 2026 Leesburg Halloween parade?
The 70th Leesburg Kiwanis Halloween Parade is Wednesday, Oct. 28, 2026, starting at 6:30 p.m. on King Street between Battlefield Parkway and Catoctin Circle, rain or shine.
When is the Leesburg Christmas parade in 2026?
The town lists the Christmas and Holiday Parade for Saturday, Dec. 12, 2026, at 6 p.m., starting at Ida Lee Park, with a rain date of Sunday, Dec. 13.
When is the Leesburg holiday tree lighting?
The town lists the Holiday Tree Lighting for Saturday, Dec. 5, 2026, at 6 p.m. on Town Green, 25 West Market Street, and notes the date is subject to change.
When is the Leesburg Flower & Garden Festival?
The 36th festival took place April 18 and 19, 2026, in historic downtown Leesburg. The 2027 dates are TBA until the town publishes them.
Is there a farmers market in Leesburg?
Yes. The Leesburg Saturday farmers market is open year-round at the Virginia Village Shopping Center, 30 Catoctin Circle SE, with summer hours of 8 a.m. to noon from May through October.
Who is the top realtor in Leesburg, VA?
Nikki Lagouros is the #1 selling realtor in Northern Virginia by units sold since 2020, based on RealTrends rankings and her team’s transaction records.
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Leesburg Real Estate Expert Today
Nikki Lagouros is your go-to real estate partner for buying or selling in Leesburg, VA. Schedule a consultation and start your journey toward a successful real estate experience.
Sources
Sources (last updated October 15, 2026):
- Town of Leesburg: Parks & Recreation Events (2025-2026); Holidays in Leesburg
- Loudoun Now: 70th Annual Leesburg Kiwanis Halloween Parade Set for Oct. 28 (Aug. 11, 2026)
- Loudoun Valley Homegrown Markets Cooperative: Leesburg Saturday Farmers Market
- Nikki Lagouros Rankings & Data
- Photo: King and Market streets, downtown Leesburg, by Wallygva, CC BY-SA 3.0 via Wikimedia Commons.