Woodland's one fall event on the calendar this year is on a Tuesday evening. The town's events page lists its Trunk or Treat for Tuesday, October 27, from 5:30 to 8:00 p.m. The two Saturdays on either side of it go to other towns. Roanoke holds the Randolph County Chamber's Fall on Main Street Festival on October 24, and Wedowee's Kiwanis Club holds its Annual Fall Festival on Halloween, which lands on a Saturday in 2026.
So the last stretch of October around Woodland works as a loop. You go out on a Saturday, come home for a weeknight, and go out again the next Saturday. The open hours at Bennett Farms in Heflin fit around each of those stops. Below is the week in order, with the details each organizer has posted and the gaps they haven't filled yet.
Saturday, October 24: Main Street in Roanoke
This is the 18th Annual Fall on Main Street Festival, run by the Randolph County Chamber of Commerce. The Chamber's 2026 announcement bills it as a family event and lists hours of 9 a.m. to 2 p.m. on Main Street in Roanoke. The Alabama Travel event listing gives more of the lineup:
- An art gallery and workshops
- Craft vendors and holiday-market vendors
- A petting zoo and a kids zone
- Food vendors and craftsmen
- Identification of Indian and military artifacts
- Community partner booths
Admission and parking are both free. The listing gives the address as 829 Main Street and the Chamber's phone number as 334-863-1402. If you're coming early, check the start time. One paragraph of the state tourism listing says the festival opens at 8 a.m., but the same listing's details block and the Chamber's own post both say 9 a.m. Go by 9 a.m. unless the Chamber says otherwise.
The holiday-market vendors make this more than a fall outing. Fall on Main is the earliest local event on the calendar where you can start Christmas shopping, and at this writing nobody has posted 2026 dates for a nearby Christmas parade or holiday market. The Chamber's own November and December calendar pages came back empty. For now, October 24 is the one date you can plan on.
Fall on Main ends at 2 p.m., and Bennett Farms stays open until 5 p.m. on Saturdays in October. That makes the farm an easy afternoon stop after the festival. The farm's Saturday music that day is Cody Barnette, playing from 11 a.m. to 1 p.m. If you want to hear him, go to the farm in the morning and Roanoke in the afternoon instead.
Tuesday, October 27: Trunk or Treat at Home
Woodland's upcoming events page gives the date and hours for the Trunk or Treat, Tuesday, October 27, from 5:30 to 8:00 p.m. The page doesn't list a venue, an organizer, food, or a costume contest. The details are on a flyer image, so check that page or call Town Hall before you load up the car.
Bennett Farms is also open on Tuesdays in October, from 2 to 5 p.m. On the 27th the farm closes half an hour before the Trunk or Treat starts. A household that gets out early could pick pumpkins in the afternoon and still make it back to Woodland for trunk-or-treating. The Tuesday hours are short, so plan on a quick stop rather than a full afternoon of hayrides and the corn maze.
Bennett Farms is also open Thursday the 29th from 2 to 5 p.m., in case the week before Halloween gets away from you.
Saturday, October 31: Halloween at Kiwanis Park in Wedowee
The Wedowee Kiwanis Club's calendar lists its Annual Fall Festival as an all-day event on October 31, 2026, at Kiwanis Park, 654 Main St. S. The listing doesn't include a schedule, vendors, or prices. If you have kids in costume, you'll be waiting for the club to post the details closer to the date.
Families who haven't been to Kiwanis Park should know the layout. The club describes the park as a wooded site with open fields, picnic tables, a pavilion, a baseball field, public bathrooms, and a nature trail. Because there are bathrooms and a pavilion, an all-day event there can be a full day out. This is also the second big Kiwanis event at the park this month. The club's fourth annual Lake Wedowee Oktoberfest Car, Bike and Truck Show took place there on October 10.
Halloween is also the last day of the season at Bennett Farms. The farm's posted schedule says "Pumpkin Patch Open October 2026!", so the 31st is the final Saturday it's open. Ryan Robertson plays from 11 a.m. to 1 p.m. that day. Because the Kiwanis festival runs all day, you could do the farm in the morning and Wedowee in the afternoon, or the other way around.
The Week at a Glance
| Date | Day | Where | Hours | Cost |
|---|---|---|---|---|
| Oct. 24 | Saturday | Fall on Main, 829 Main St., Roanoke | 9 a.m.–2 p.m. | Free admission and parking |
| Oct. 24 | Saturday | Bennett Farms, Heflin | 9 a.m.–5 p.m. | $14 per person, ages two and up |
| Oct. 25 | Sunday | Bennett Farms, Heflin | 1–5 p.m. | $14 per person, ages two and up |
| Oct. 27 | Tuesday | Bennett Farms, Heflin | 2–5 p.m. | $14 per person, ages two and up |
| Oct. 27 | Tuesday | Woodland Trunk or Treat | 5:30–8 p.m. | Venue on the town flyer |
| Oct. 29 | Thursday | Bennett Farms, Heflin | 2–5 p.m. | $14 per person, ages two and up |
| Oct. 31 | Saturday | Wedowee Kiwanis Fall Festival, 654 Main St. S. | All day | Not yet posted |
| Oct. 31 | Saturday | Bennett Farms, Heflin | 9 a.m.–5 p.m. | $14 per person, ages two and up |
What a Bennett Farms Stop Costs
Bennett Farms is at 1073 County Road 13 in Heflin. It describes itself as a fourth-generation farm. Admission is $14 per person for ages two and up, and children one and under get in free. Your ticket covers the corn maze, hayride, wagon train, petting farm, hay-bale maze, pipe slides, zip lines, and orchard. Tickets are sold online through the farm's pumpkin patch page.
Pumpkins and food cost extra, and the farm posts its prices:
- Pick-your-own pie pumpkins are $3.
- Carving-size pumpkins are $8 to $12, depending on size.
- Atlantic Giants run about $24.
- Decorative pumpkins and gourds are priced on each one.
For a family of four, the admission tickets cost more than a carving pumpkin for each person. That's worth knowing if you're only going for the pumpkins. You can fit a pumpkin-only stop into Tuesday's three-hour window, and a Saturday visit gets you more of the activities for the same ticket.
The farm kitchen serves hamburgers, hot dogs, corndogs, pork rinds, teacakes, apple pies, chips, Coke products, tea, and coffee. New this season, ribs, pulled pork, and brisket are on the menu on weekends only. So if you want barbecue for lunch, go on one of the Saturdays, October 24 or 31, or on Sunday the 25th.
Before You Head Out
Some details for this week are still missing. Here's what to check, starting with the earliest event:
- Confirm that Fall on Main opens at 9 a.m. with the Randolph County Chamber at 334-863-1402.
- Look up the Trunk or Treat venue on the flyer on the Town of Woodland events page.
- Watch the Wedowee Kiwanis events calendar for October 31 hours and activities.
- Buy Bennett Farms tickets ahead of time if you're going on a Saturday.
Bill Coats lives on Lake Wedowee and works with buyers across Randolph County. If you're thinking about which part of this loop you'd like to live closer to, Bill Coats can show you the properties along the way. Schedule a Free Consultation.
