Halloween 2026 near Winchester: Haunted Nightmares runs through Oct. 31, a flashlight corn maze Oct. 23, the Pumpkin Festival Oct. 24 and Old Town ghost tours.

Last checked Oct. 19, 2026. This page is updated each year at the same address. Dates and times come from each organizer’s own page or the Winchester-Frederick County Convention and Visitors Bureau calendar, linked below.

Looking for trick-or-treat hours on Halloween night? See our trick-or-treat hours guide. This page covers the haunted house, the corn mazes, the ghost tours and the fall events still to come.

Halloween is Saturday, Oct. 31, 2026. What is left of the season:

Date Event Time Place
Oct. 22-25 Haunted Nightmares Evenings; afternoons Sat. and Sun. Hill High Farm, 933 Barley Lane
Friday, Oct. 23 Flashlight Corn Maze and Moonlit Hayride 7 to 10 p.m. Russell Ridge Farm Market, Clear Brook
Saturday, Oct. 24 Pumpkin Festival 9 a.m. to 5 p.m. Marker-Miller Orchards
Saturday, Oct. 24 Halloween Happenings 5 to 7:45 p.m. Clearbrook Park, Clear Brook
Sunday, Oct. 25 Tract-or-Treat 10 a.m. to 6 p.m. Russell Ridge Farm Market, Clear Brook
Oct. 28-31 Haunted History Ghost Tour 6 p.m. Loudoun Street Mall, south entrance
Oct. 29-31 Haunted Nightmares, final weekend Evenings; afternoon Sat. Hill High Farm

Who to call

  • Emergency: 911
  • Winchester Police non-emergency: 540-662-4131
  • City parks and events: Winchester Parks and Recreation, 540-662-4946
  • Ghost tour tickets: the visitors bureau’s guided tours page

The haunted house

Haunted Nightmares, Hill High Farm, 933 Barley Lane. The attraction’s 2026 schedule has two weekends left:

  • Thursday, Oct. 22, 7 to 10 p.m.
  • Friday, Oct. 23, 7 to 11 p.m.
  • Saturday, Oct. 24, 1 to 11 p.m.
  • Sunday, Oct. 25, 1 to 10 p.m.
  • Thursday, Oct. 29, 7 to 10 p.m.
  • Friday, Oct. 30, 7 to 11 p.m.
  • Saturday, Oct. 31, 1 to 11 p.m.

The haunt describes itself as intense, with professional sets and special effects. On Saturday and Sunday afternoons, from 1 to 5 p.m., it runs a less aggressive daylight show for younger visitors. The farm also has three 15-minute escape rooms with no actors, a corn maze, and moonlit hayrides to the pumpkin patch that it says are not haunted, according to the visitors bureau listing. Tickets are sold online to skip the ticket booth line.

Corn mazes, hayrides and pumpkins

Flashlight Corn Maze and Moonlit Hayride, Friday, Oct. 23, 7 to 10 p.m., Russell Ridge Farm Market, 500 block of Hopewell Road, Clear Brook. Bring a flashlight for the maze in the dark, then a hayride, bonfires, music and corn hole. $8 a person, free for 2 and under. This is the last of the farm’s four Friday nights (listing).

Pumpkin Festival, Saturday, Oct. 24, 9 a.m. to 5 p.m., Marker-Miller Orchards, 3035 Cedar Creek Grade. Pick-your-own pumpkins and festival activities (orchard festivals page). More farms, prices and hours are in our fall festivals and pumpkin patches guide.

Trick-or-treat style events

Two candy events outside the city limits, both in Clear Brook in Frederick County, are covered in full on our trick-or-treat hours page:

  • Halloween Happenings, Saturday, Oct. 24, Clearbrook Park. A dog costume parade at 5 p.m., then trick-or-treat sessions on a half-mile haunted trail. Pre-registration is encouraged (listing).
  • Tract-or-Treat, Sunday, Oct. 25, Russell Ridge Farm Market. Trick-or-treating at tractors around the farm, plus the corn maze and hayrides (listing).

The Youth Development Center’s free Trunk or Treat on Loudoun Street was held Oct. 17 this year (Friends of Old Town listing).

Ghost tours in Old Town

Haunted History Ghost Tour, 6 p.m. Wednesday, Oct. 28, through Saturday, Oct. 31. About an hour of Colonial and Civil War-era ghost stories, starting at the south entrance of the Loudoun Street Mall. Buy tickets ahead through the visitors bureau.

HalloWinchester: not posted yet

In 2025, Friends of Old Town held HalloWinchester on Oct. 25: a free merchant trick-or-treat on the Loudoun Street Mall from 2 to 4 p.m. (2025 listing), then a pub crawl with costume prizes from 6 to 11 p.m. (2025 listing). The group’s events calendar showed no 2026 date when we checked on Oct. 19. We will add it here if one is announced.

What this means for you

  • The busiest stretch is Oct. 23-25: the haunted house, the flashlight maze, the Pumpkin Festival, Halloween Happenings and Tract-or-Treat.
  • For younger children, go to Haunted Nightmares on a weekend afternoon, 1 to 5 p.m.
  • Halloween itself falls on a Saturday; check our trick-or-treat hours page that week for any official hours.

Related: fall festivals and pumpkin patches, things to do this month and things to do.

Frequently asked questions

Is there a haunted house in Winchester, Virginia?

Yes. Haunted Nightmares at Hill High Farm, 933 Barley Lane, is open Oct. 22-25 and Oct. 29-31, 2026. On weekend afternoons from 1 to 5 p.m. it runs a less intense show for younger visitors.

What Halloween events are left in Winchester in 2026?

The flashlight corn maze at Russell Ridge is Friday, Oct. 23; the Marker-Miller Pumpkin Festival and Halloween Happenings at Clearbrook Park are Saturday, Oct. 24; Tract-or-Treat is Sunday, Oct. 25; and the Old Town ghost tour runs at 6 p.m. Oct. 28-31.

Is HalloWinchester happening in 2026?

Friends of Old Town had not posted a 2026 date when we checked on Oct. 19. In 2025 the merchant trick-or-treat on the Loudoun Street Mall was Oct. 25, followed by an evening pub crawl.

What are the trick-or-treat hours in Winchester?

Halloween is Saturday, Oct. 31. Our trick-or-treat hours page tracks whether the city or the police set official hours.