Guides › Halloween

Halloween events in Littleton

Littleton does Halloween properly: haunted houses that actually scare you, pumpkin patches worth the drive, and trick-or-treat streets the kids talk about all year. Here's what's on — confirmed dates first, then the annual traditions to watch for.

Annual traditions — dates TBA

These happen every year; exact dates are announced closer to the day.

Gathering of the Jack O'Lanterns

Dates TBA (Saturday Oct 31, 2026; all-day festivities, lit pumpkin display on the Ammonoosuc River at dusk, with bonfire and haunted riverwalk) · Gathering of the Jack O'Lanterns More info

Ghost Light - Immersive Haunted Theatre at Jean's Playhouse

Dates TBA (Oct 9-11, 16-17, 23-25 and 30-31, 2026; evening tours roughly 6-10pm, starting every 20 minutes, 40-60 minutes long; $37 per person) · Ghost Light - Jean's Playhouse · $37 More info

Haunted House & House of Terror (Upstage Players)

Dates TBA (Gathering of the Jack O'Lanterns evening annually (late October, around 6-10pm); family-friendly haunted house first, scarier adult session later in the evening) · Upstage Players - Haunted House on Riverglen Lane More info

Windy Ridge Orchard - Pumpkins & Pick-Your-Own Apples

Dates TBA (Fall season: pick-your-own apples daily from Labor Day to Columbus Day; home-grown pumpkins, gift shop and Cider House Cafe through Oct 31) · Windy Ridge Orchard - Pumpkins & Pick-Your-Own Apples More info

If you book through these links, Dayfari may earn a commission at no extra cost to you.

Good to know

Haunted houses sell out on the last two weekends — book ahead, don't walk up.
Pumpkin patches are best on weekday mornings: smaller crowds, better light for photos.
Bring cash for the farm stands; card readers and corn mazes don't always mix.
Check age guidance before bringing small kids to a haunt — 'family fright nights' are the gentler pick.

More in Littleton

Open the Dayfari app for this weekend's events.
More things to do in Littleton