Dale County Alabama Daleville Annual Fall Festival
When autumn reaches the Wiregrass, Daleville turns to Culpepper Park for its Annual Fall Festival — an afternoon of vendors, games, music, and pumpkins that has become a fixture of the town’s October calendar.
Organized by the Daleville Chamber of Commerce, the festival is free and built for families. Children bounce through inflatables, families pick pumpkins, and the park fills with food stalls and the sound of live music.
It is a small-town fall celebration in the truest sense: no admission, no long lines for tickets, just a few hours in the park with neighbors and visitors. That unpretentious character is exactly what makes it worth seeking out.
Daleville hosts community events in more than one season. Our guide to the Dale County Alabama South Alabama Pride Festival covers the September gathering at the Daleville Cultural and Convention Center, a free afternoon of vendors and performances.
Daleville Fall Festival: At a Glance
| Festival | Daleville Annual Fall Festival |
| County | Dale County, Alabama (seat: Ozark) |
| City | Daleville |
| Venue | Culpepper Park, 290 Daleville Ave. |
| Timing | October, typically 1 p.m. to 5 p.m. |
| Admission | Free |
| Highlights | Vendors, food, live music, games, inflatables, pumpkin picking |
| Organizer | Daleville Chamber of Commerce |
| Extras | A canned-food raffle drive in some years |
| Region | Wiregrass, southeast Alabama |
| Best for | Families with young children and anyone wanting a relaxed fall afternoon |
What the Fall Festival Is
The Daleville Annual Fall Festival is a community event held at Culpepper Park, the town’s central green space on Daleville Avenue. The Daleville Chamber of Commerce organizes it, and the format is simple: set up vendors and activities across the park, add live music, and invite the town.
Recent editions have run on a Saturday afternoon in October, from 1 p.m. to 5 p.m. The chamber has confirmed the festival year to year, keeping the event on the town’s calendar even as the exact date shifts with the weekend.
Unlike a county fair with rides and grandstand shows, the Daleville festival is deliberately modest. Its appeal is the park setting, the manageable size, and the fact that a family can arrive with a few dollars and still have a full afternoon. For a town of its size, that simplicity is a feature, not a shortcoming.
A Town Built on Community Events
Daleville is a small city in southeast Alabama, sitting on US 84 between Enterprise and Ozark and just outside the gates of Fort Novosel, the Army installation long known for its helicopter training. The military presence gives the town a distinct, transient community — families who arrive for a posting and often stay only a few years.
Why Gatherings Matter Here
In a town where neighbors come and go with each set of orders, community events carry extra weight. The Fall Festival gives new arrivals and longtime residents a shared afternoon, and it helps knit together a population that turns over regularly.
A Wiregrass October
October in the Wiregrass is one of the year’s best months — warm days, cool evenings, and the first hints of fall color in the pines and hardwoods. It is prime festival weather, and Daleville makes the most of it with a park full of activities.
What to Expect at the Park
Vendors and Food
Local vendors line the park with crafts, goods, and food. Expect the familiar fall-festival spread — funnel cakes, corn dogs, kettle corn, and barbecue — alongside small-business booths selling handmade items and seasonal treats. It is a good place to start on holiday shopping.
Because the vendor list leans local, the festival doubles as a small showcase for Daleville-area makers and businesses. Visitors often find crafts and gifts they would not see at a chain store, and buying from a booth directly supports the town’s small enterprises.
Games, Inflatables, and Music
The festival’s engine is its activities. Inflatables give younger children a place to burn off energy, while organized games and prizes keep the afternoon moving. Live music plays through the event, giving the park a relaxed, sociable soundtrack.
Pumpkins and Family Fun
Pumpkin picking is a highlight, especially for families with small children. The combination of pumpkins, games, and open park space makes the festival a low-key alternative to a large fair — less crowded, easier to manage, and just as enjoyable.
Because the schedule is short, the afternoon has a comfortable pace. Families move between booths and activities without the crush of a bigger event, and children can roam a bounded park while parents keep an eye on everything at once.
A Canned-Food Drive
In some years the festival has paired with a canned-food raffle drive. Participants receive a raffle ticket for every few items they donate, turning a bit of fall fun into support for local food needs. It is a small, generous touch that fits the event’s community spirit.
Planning Your Visit
Getting to Daleville
Daleville is on US 84 in southeast Alabama, about 15 miles southwest of Ozark and roughly 20 miles west of Dothan. Culpepper Park is at 290 Daleville Ave., close to the center of town and easy to find from the highway.
Parking and Getting Around
Parking is available near the park and along nearby streets, and because the festival is compact, everything is within a short walk. Arriving near the 1 p.m. start gives the best choice of spaces.
Admission and Costs
Admission is free. Bring cash for vendor purchases, games, and food, since not every booth takes cards. A small budget goes a long way at a festival this size.
Weather and What to Wear
October afternoons in the Wiregrass are usually mild, often in the 70s, cooling toward evening. Comfortable shoes are a good idea, and a light layer helps if you stay until the sun drops.
Where to Stay
Daleville has limited lodging, but Enterprise and Ozark are minutes away, and Dothan offers the largest selection of hotels in the region. All are within a short drive of Culpepper Park.
A Sample Fall Afternoon
Arrive at 1 p.m. and start with a lap around the vendor booths while the crowds are light. Let the children loose on the inflatables and games, then pick pumpkins before the afternoon gets busy. Grab food and settle in for a music set.
The festival winds down around 5 p.m., leaving the evening free. It is the kind of event that pairs well with a casual dinner in Daleville or Enterprise and an early night.
Some visitors make the festival the centerpiece of a longer fall day, adding a drive through the surrounding farm country or a stop at one of the nearby towns before or after the park. Because everything is close together, a flexible plan works well here.
Nearby Festivals to Compare
Dale County’s fall and spring calendars offer several events to pair with a visit:
| Crawdad and Music Festival | Ozark, April — crawfish, music, and crafts downtown |
| Claybank Jamboree | Ozark, October — arts and crafts on the square |
| South Alabama Pride Festival | Daleville, September — vendors and performances |
| Boll Weevil Fall Festival | Enterprise, autumn — arts, crafts, and food downtown |
| National Peanut Festival | Dothan, autumn — the Wiregrass’s largest fair |
Practical Checklist
- Bring cash for food, games, and vendor purchases.
- Dress children in clothes that can handle inflatables and pumpkin patches.
- Arrive at the 1 p.m. start for the easiest parking.
- Bring a bag for pumpkins and any crafts you buy.
- Consider donating canned goods if a raffle drive is running.
Beyond the Festival
Daleville sits at the edge of Fort Novosel, and the area’s military heritage is part of its identity — the U.S. Army Aviation Museum and the installation’s history draw visitors from across the country. Just up US 84, Enterprise is home to the Boll Weevil Monument, a one-of-a-kind tribute to the pest that reshaped the region’s farming. To the east, Dothan offers shopping, dining, and Landmark Park.
The surrounding countryside is classic Wiregrass — peanut fields, cotton, timber, and small communities strung along the highways. A drive in any direction from Daleville passes through the low, green landscape that gives the region its name, and the towns of Newton, Midland City, and Level Plains are all within a few minutes.
The Significance of the Fall Festival
For Daleville, the Annual Fall Festival is a low-cost, high-warmth community event. It gives families an affordable afternoon, supports local vendors, and reinforces the town’s sense of itself as a place where people look after one another. In a community shaped by military turnover, that matters more than the size of the crowd.
It also anchors the town’s autumn. Between the festival, the nearby Boll Weevil celebration in Enterprise, and the region’s larger fairs, October in the Wiregrass offers a run of family events that stretch from Daleville outward across the county. The Fall Festival is the one that feels most like a neighborhood gathering.
Festival Area Map
The festival takes place at Culpepper Park, 290 Daleville Avenue in Daleville, Dale County.
Frequently Asked Questions
When is the Daleville Annual Fall Festival?
It is held on a Saturday in October, typically from 1 p.m. to 5 p.m. Recent editions have fallen on the second weekend of the month. Confirm the date with the Daleville Chamber of Commerce.
Where is it held?
At Culpepper Park, 290 Daleville Ave., Daleville, Alabama, in Dale County.
Is admission free?
Yes. The festival is free, and visitors pay only for food, games, and vendor items.
Is it good for young children?
Yes. Inflatables, games, and pumpkin picking make it especially well suited to families with younger children.
Who organizes the festival?
The Daleville Chamber of Commerce organizes the event, with local vendors and volunteers taking part.
What can I buy there?
Vendors sell crafts, handmade goods, seasonal treats, and festival food such as funnel cakes and barbecue.
What is Dale County known for?
Dale County is a Wiregrass county in southeast Alabama known for peanut and cotton farming, its county seat of Ozark, and the Army aviation installation at Fort Novosel near Daleville.
What to Expect From the Next Fall Festival
The festival is an annual event and is expected to return to Culpepper Park each October, organized by the Daleville Chamber of Commerce.
How often is the festival held?
Every year, in October. The chamber has confirmed the festival year after year, keeping it on the town’s calendar.
When is the next festival?
The next edition is expected on a Saturday in October. The chamber publishes the confirmed date as fall approaches.
Will the date or lineup change?
The October afternoon timing has been consistent, but the exact weekend, vendors, and activities can change each year. Check with the chamber before you go.
Last updated: October 2026
The Daleville Annual Fall Festival is a reminder of what a good small-town festival can be: free, friendly, and built around families. Bring the children, bring a little cash, and spend an October afternoon in the park.
