Fall near Brentwood: PumpkinFest in Franklin Oct. 24-25, Gentry Farm's pumpkins through Nov. 1, Lucky Ladd Farms through Oct. 31 and a Halloween 5K at Ravenwood.

Last checked Oct. 17, 2026. This page is updated each fall. Dates and hours come from each farm’s or organizer’s own website, linked below; check before you go, because farms change hours with the weather.

Two weeks of October are left. Brentwood itself has a Halloween-morning 5K and the library’s family nights; the big festival and the pumpkin patches are a short drive south into Franklin and Rutherford County.

Before you go

In Brentwood

RAC Halloween Fun Run and 5K, 9 a.m. Saturday, Oct. 31, at Ravenwood High School, 1724 Wilson Pike. The Ravenwood Athletic Club’s race has a fun run with a T-shirt and a 5K. Register on GoFan; packet pickup is also offered 4 to 5:30 p.m. Friday, Oct. 30, at the RHS stadium.

ROOTS Fall Fest and Trunk-or-Treat, 10 a.m. to noon Saturday, Oct. 31, at ROOTS Academy Cool Springs, 320 Southgate Court. Free and open to the community, with a bounce house, live music, face painting and food trucks, according to ROOTS Academy.

At the library: the Friends’ Booktacular, 3 to 5 p.m. Saturday, Oct. 24, and the Halloween Bash, 3 to 5 p.m. Sunday, Oct. 25, at the John P. Holt Brentwood Library. Details in our trick-or-treat guide.

Fall walks: Smith Park has more than six miles of hiking trails, and the Deerwood Arboretum has more than 70 tree species along its paths. See our parks and trails guide.

PumpkinFest in Franklin, Oct. 24-25

About seven miles south, the Heritage Foundation of Williamson County’s 41st PumpkinFest runs 10 a.m. to 6 p.m. Saturday, Oct. 24, and 11 a.m. to 5 p.m. Sunday, Oct. 25, on Main Street in downtown Franklin. The foundation lists more than 140 arts and crafts vendors, more than 30 food and drink vendors, three music stages, the KidZone, a scarecrow crawl and people and pet costume contests at 12:30 and 4 p.m. There is no street parking inside the festival; take the Franklin Transit shuttle from Harlinsdale Farm. Festival page.

Pumpkin patches and corn mazes

Gentry Farm, 1974 New Highway 96 West, Franklin. The family farm’s fall season runs Sept. 26 to Nov. 1, 2026, with a corn field maze, wagon rides, farm putt-putt, a tractor playground and snacks, according to Gentry Farm. Pumpkin sales hours:

Day Hours
Saturday 9 a.m. to 5 p.m.
Sunday 1 to 5 p.m.
Monday 9 a.m. to 1 p.m.

The farm grows heirloom pumpkins, ornamentals, winter squash and carving pumpkins. All pumpkins are pre-picked; there is no pick-from-the-vine patch. Activity hours and tickets are on the farm’s website.

Lucky Ladd Farms, 4306 Rocky Glade Road, Eagleville. The farm’s Fall Harvest Festival, with a pumpkin patch and corn maze, runs Sept. 16 to Oct. 31. Days and hours vary, admission ends an hour before closing and online tickets must be bought at least an hour ahead, per its hours page. From I-65, the farm says to take Highway 96 east toward Murfreesboro.

Orchards and farmstands

  • Morning Glory Orchard, 7690 Nolensville Road, Nolensville: guided cider tastings and tours, listed by Visit Franklin.
  • Fall Farmstand Crawl, noon to 5 p.m. Sunday, Oct. 25: a free, self-guided route to farmstands on Franklin’s back roads, from Local Farmstand Finds.
  • Farm Market Fridays, 11 a.m. to 2 p.m. at 1005 Flagpole Court in Brentwood, and the two Saturday markets in Franklin; see our farmers markets guide.

Coming up: Christmas

The Christkindlmarkt at Annabel Farms, a European-style Christmas market at a Christmas tree and lavender farm with land in Nolensville, holds its ribbon cutting Tuesday, Nov. 24, according to the Williamson, Inc. calendar. Brentwood’s own tree lighting is Dec. 7; see our Christmas guide.

Related guides: parks and trails, getting around Brentwood and history and landmarks.

Frequently asked questions

Where is the closest pumpkin patch to Brentwood, TN?

Gentry Farm, 1974 New Highway 96 West in Franklin, sells pre-picked pumpkins and runs a corn maze and wagon rides through Nov. 1, 2026. Lucky Ladd Farms in Eagleville has a pumpkin patch and corn maze through Oct. 31.

When is PumpkinFest 2026?

Saturday, Oct. 24, 10 a.m. to 6 p.m., and Sunday, Oct. 25, 11 a.m. to 5 p.m., on Main Street in downtown Franklin. Park at Harlinsdale Farm and take the shuttle.

Is there a Halloween run in Brentwood?

Yes. The Ravenwood Athletic Club’s Halloween Fun Run and 5K starts at 9 a.m. Saturday, Oct. 31, at Ravenwood High School. Register through GoFan; packet pickup is 4 to 5:30 p.m. Friday, Oct. 30, at the RHS stadium.

What are Gentry Farm’s pumpkin hours?

Saturday 9 a.m. to 5 p.m., Sunday 1 to 5 p.m. and Monday 9 a.m. to 1 p.m. through Nov. 1, the farm says. Call 615-794-4368.