Fall festivals & fall fun in New Castle County
Fall is festival season — harvest days, fall fairs, and the kind of crisp-weather weekends that are easy to plan around. This list is pulled straight from our calendar and grouped by area.
23 events, Oct 23 – Nov 15, grouped by area.
Wilmington, New Castle & Elsmere (8)
Early Learning Academy: Fall Festival
Fri, Oct 23 · 5:00 PM–6:30 PM
YMCA of Delaware - Walnut Street · Wilmington
The combination of an inflatable maze and music makes it a fun, engaging outing for young children, and the short duration fits well within a typical family evening.
Registration required
Trunk or Treat with NCCPD
Wed, Oct 28 · 6:00 PM–8:00 PM
Route 9 Library & Innovation Center · New Castle
7th Annual Día de los Muertos: Walking Among the Ancestors
Thu, Oct 29 · 4:00 PM–8:00 PM
Delaware Art Museum · Wilmington
Registration required
Downtown YMCAs: Trunk or Treat
Thu, Oct 29 · 6:00 PM–8:00 PM
YMCA of Delaware - Walnut Street · Wilmington
The indoor setting and variety of activities make it a good fit for younger children who may not tolerate long outdoor waits.
2 more in Wilmington, New Castle & Elsmere
"Hocus Pocus" Screening in the Garden
Thu, Oct 29 · 7:00 PM–9:00 PM
New Castle Public Library · New Castle
The mix of outdoor trick-or-treating, crafts, and music makes it a well-paced option for younger children during the Halloween season.
North Wilmington & Claymont (1)
Brandywine YMCA Fall Festival & Trunk or Treat
Fri, Oct 23 · 6:00 PM–8:00 PM
Brandywine YMCA · Wilmington
The variety of activities makes it easy to find something enjoyable for every child in the family.
Newark & Bear (6)
Bear-Glasgow Family YMCA: Fall Festival & Trunk or Treat
Sat, Oct 24 · 11:00 AM–3:00 PM
YMCA of Delaware - Bear-Glasgow · Newark
Registration required
Western Family YMCA Fall Fest
Sat, Oct 24 · 4:00 PM–6:00 PM
YMCA of Delaware - Western Family · Newark
The variety of activities, including face painting and a bounce house, makes it a good fit for younger children who enjoy sensory and physical play.
Halloween Parade & Trick or Treat Main Street
Sun, Oct 25 · 3:00 PM–4:00 PM
Main Street Newark · Newark
Newark Trunk or Treat at Newark High School
Wed, Oct 28 · 5:30 PM–8:00 PM
Newark High School · Newark
The raffle adds a fun incentive for kids to participate, and the family-friendly focus makes it suitable for a variety of ages.
Hockessin, Greenville & Pike Creek (1)
Middletown, Delaware City & south (5)
Registration required
Delaware City Community Health Fair
Sat, Oct 24 · 11:00 AM–2:00 PM
Delaware City Public Library · Delaware City
Middletown Family YMCA: Fall Festival
Sat, Oct 24 · 11:00 AM–2:00 PM
Middletown Family YMCA · Middletown
The mix of crafts, inflatables, and trunk-or-treat provides short, engaging activities that can hold young children's attention.
Trick or Treat on Main (Middletown)
Sun, Oct 25 · 4:30 PM–6:30 PM
Downtown Middletown — Main Street · Middletown
The walkable downtown route and multiple stop points make it a manageable outing for young children with short attention spans.
Delaware Renaissance Faire
Sat, Oct 31 · 10:00 AM–5:00 PM + 5 more dates through Nov 15
Firebase Lloyd · Townsend
Worth the drive (over the state line) (2)
Spellbound Weekend
Fri, Oct 23 · 5:00 PM + 2 more dates through Oct 25
Longwood Gardens · Kennett Square
Registration required
The evening's mix of music, light, and film may hold attention for younger children during a manageable time window.
Cars, Coffee, & Airplanes 10/24
Sat, Oct 24 · 8:00 AM–12:00 PM
New Garden Flying Field · Toughkenamon
See everything on the full calendar →
Questions parents ask
When do fall festivals start in Delaware?
Most land from September through early November, peaking around harvest and Halloween. This list updates from our live calendar as those dates are posted.
What about pumpkin patches and apple picking?
Those live on our farms guide — many of the same farms run fall festival weekends too. See the related guides below.
Get the good ones before they fill up
One countywide shortlist every Friday morning, with ages, cost and logistics on each pick. Free.
More guides
Dates refresh from each organizer’s listing twice a day.
Event dates come straight from our live calendar and refresh automatically. Last reviewed July 20, 2026. Confirm anything dated on the source before you go.