Halloween weekend in Leesburg: costume nights at the Tally Ho, the county's Segra Field trick-or-treat Friday and the town's first Pumpkin Smash Sunday.

Halloween weekend in Leesburg brings costume nights at the Tally Ho Theater, a sensory-friendly trick-or-treat at Segra Field on Friday and the town’s first Pumpkin Smash on Sunday. Trick-or-treat times and safety advice are on our trick-or-treat hours page. Clocks go back an hour at 2 a.m. Sunday, Nov. 1, when daylight saving time ends.

Last checked Oct. 27, 2026. Every entry links the organizer’s own page. Confirm times before you go; for the next six weeks, see things to do this month.

Friday, Oct. 30

  • Create Collagraph Prints, 11 a.m. to noon, Rust Library, 380 Old Waterford Road NW. A printmaking class for high school students and adults; free. Library listing.
  • Sensory-friendly trick-or-treat, 5 to 7 p.m., Segra Field parking lots, 42095 Loudoun United Drive. Loudoun County Adaptive Recreation sets up trick-or-treat tables, a touch-a-truck and an inflatable corn maze. County page.
  • Trick-or-treat at the animal shelter, 6:30 to 7:30 p.m., Loudoun County Animal Services, 42225 Adoption Drive. Sign-up is required. County listing.
  • Burn The Ballroom’s Halloween Spectacular, with Trackside and Scarlet Kiss, Tally Ho Theater, 19 W. Market St.; doors 7 p.m. Ticketed. Tally Ho listing.

Saturday, Oct. 31

  • Leesburg Farmers Market, 8 a.m. to noon, Virginia Village Shopping Center, 30 Catoctin Circle SE. The last Saturday of summer hours. Market page.
  • Family Storytime, 10 to 10:30 a.m., Rust Library, for children up to age 5; free. Library listing.
  • Fall Fest and AR’s Got Talent, 11 a.m. to 2 p.m., Segra Field parking lots. Loudoun County Adaptive Recreation’s Halloween fair, with the talent show starting at 12:45 p.m. County page.
  • Trick-or-treating in the neighborhoods from about dusk. The town sets no hours; see our trick-or-treat hours page and check with your HOA.
  • A Haunted Honky Tonky with Whiskey Glasses, a Morgan Wallen tribute with a costume contest, Tally Ho Theater; doors 7 p.m. Ticketed. Tally Ho listing.

Sunday, Nov. 1

  • Leesburg Pumpkin Smash, 11 a.m. to 2 p.m., Tuscarora Creek Park, 425 Solitude Court SE. The Environmental Advisory Commission collects carved pumpkins to be composted; free. Town listing and our Pumpkin Smash story.
  • Drop-In Mahjong, 1 to 3 p.m., Rust Library, for adults; free. Library listing.
  • 2026 Loudoun History Awards, 2 p.m., Thomas Balch Library, 208 W. Market St. This year’s honorees are Alicia O. Cohen, Gertrude Ashton Evans and Paul Kreingold. Seating is limited; register at balchlib@leesburgva.gov or 703-737-7195. Town release.
  • Pumpkin Chunkin’, 10 a.m. to 4 p.m. Sunday to Tuesday, Nov. 1-3, Great Country Farms, 18780 Foggy Bottom Road, Bluemont, about 15 miles west. Ticketed. Farm tickets.

All weekend

  • Pumpkin Village Fall Fest, Leesburg Animal Park, 19246 James Monroe Highway: 9:30 a.m. to 6 p.m. Friday and Saturday, 9:30 a.m. to 5 p.m. Sunday. Weekend tickets are sold online only. Hours and tickets.
  • Temple Hall Farm pumpkin patch, 15855 Limestone School Road, 9 a.m. to 5 p.m. daily, last tickets at 4 p.m.; tickets on site only, and no dogs. NOVA Parks lists a paint-a-pumpkin activity on Saturday. NOVA Parks page.
  • Dracula’s Midnight Masquerade, an outdoor immersive play on the grounds of Dodona Manor, closes Sunday, Nov. 1. Shows start at 7 p.m. and, on some nights, 9 p.m.; ages 21 and over; tickets in advance. Marshall Center listing.
  • “Legacy Through My Lens,” photographs by Heather Lynn Overheu, Thomas Balch Library, open 11 a.m. to 4 p.m. Saturday and 1 to 5 p.m. Sunday; free. Town listing.

Regular weekend fixtures

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Frequently asked questions

What is there to do in Leesburg this weekend?

Halloween falls on Saturday, Oct. 31. The Tally Ho Theater has costume nights Friday and Saturday, Loudoun County Adaptive Recreation holds a sensory-friendly trick-or-treat at Segra Field on Friday evening, and the town’s first Pumpkin Smash is Sunday, Nov. 1, at Tuscarora Creek Park.

What is free in Leesburg this weekend?

The Pumpkin Smash at Tuscarora Creek Park, 11 a.m. to 2 p.m. Sunday, and the Rust Library programs (a print workshop Friday, storytime Saturday and drop-in mahjong Sunday) are free. So is the photo exhibit at Thomas Balch Library.

What time is trick-or-treating in Leesburg on Halloween?

The Town of Leesburg sets no official hours. Most families go out around dusk on Saturday, Oct. 31; sunset is about 6:11 p.m. Daylight saving time ends at 2 a.m. Sunday, Nov. 1.