Jackson's Orchard Pumpkin Festival weekends run to Oct. 24-25; Lost River Cave's Scarecrow Trail to Oct. 25. Brewfest Oct. 24 and more fall events.

Last checked Oct. 12, 2026. This page is updated each fall. Facts come from each organizer’s own website and the Bowling Green Area Convention and Visitors Bureau’s 2026 calendar of events (270-782-0800). Hours and prices change with the weather; call ahead.

Fall in Bowling Green means pumpkin weekends at Jackson’s Orchard, scarecrows along the trails at Lost River Cave and racing weekends at Beech Bend Raceway. Here is what is left of the 2026 season, with phone numbers and links to the organizers.

At a glance

  • Pumpkins: Jackson’s Orchard Pumpkin Festival, Oct. 17-18 and Oct. 24-25, 270-781-5303
  • Scarecrows: Lost River Cave Scarecrow Trail, through Sunday, Oct. 25
  • Festivals: Fall Sip and Shop Oct. 17; BG Bourbon and Brewfest and the Pride Festival Oct. 24
  • Halloween: see our trick-or-treat guide

Pumpkin patch: Jackson’s Orchard

Jackson’s Orchard holds Pumpkin Festival weekends every Saturday and Sunday from Sept. 26-27 through the end of October. The weekends left in 2026:

Weekend Dates
Saturday and Sunday Oct. 17-18
Saturday and Sunday Oct. 24-25

The orchard’s posted hours are 9 a.m. to 5 p.m. Monday through Saturday and 1 to 5 p.m. Sunday. Its playground is open during business hours for $3 a day. The orchard asks that party and group arrangements be made in advance on festival weekends; school and group tours are booked by phone at 270-781-5303.

Scarecrow Trail at Lost River Cave

The 14th annual Scarecrow Trail fills Lost River Cave’s walking trails with scarecrows built by local businesses, organizations and families, from Saturday, Oct. 3, through Sunday, Oct. 25. Visitors can vote for a favorite once a day for free, or give a donation to the park to add votes. The trails are open dawn to dusk year-round. Lost River Cave is at 2818 Nashville Road and is run by Friends of the Lost River Inc., a nonprofit.

On Saturday, Oct. 17, Lost River Cave also holds You and I Presents: Pumpkin Potions, a seasonal nature play session for young children at its Nature Explore Playscape, $7.

Festivals and fall events

  • Nostalgia Fall Classic, Friday, Oct. 16, to Sunday, Oct. 18, Beech Bend Raceway. The ninth annual event. Beech Bend, 270-781-7634.
  • Fall Sip and Shop, Saturday, Oct. 17, Bluegrass Vineyard, 270-853-1718. Bluegrass Vineyard events.
  • BG Bourbon and Brewfest, Saturday, Oct. 24, Bowling Green Ballpark. bgbrewfest.com, 270-901-2121.
  • Bowling Green Pride Festival, Saturday, Oct. 24, Circus Square Park. Event page.
  • Flea Land’s Annual Boo Bash, Saturday, Oct. 31, Flea Land of Bowling Green, 270-843-1978.

Earlier this fall

These were held earlier in the 2026 season:

  • Bowling Green International Festival, Sept. 26, Circus Square Park. bginternationalfest.com.
  • BGFestival West End, Sept. 18-20, downtown Bowling Green.
  • Festival Latinoamericano, Sept. 12, Lampkin Park.
  • Jackson’s Orchard AppleFest, Labor Day weekend.

Getting there

For road work on the way, see our road construction page. For more October events, see things to do this month.

Frequently asked questions

Where is a pumpkin patch in Bowling Green, Kentucky?

Jackson’s Orchard in Bowling Green holds Pumpkin Festival weekends each fall. In 2026 they run every weekend from Sept. 26-27 through Oct. 24-25. Call 270-781-5303.

When is the Scarecrow Trail at Lost River Cave?

The 14th annual Scarecrow Trail runs from Oct. 3 through Oct. 25, 2026, on the trails at Lost River Cave, 2818 Nashville Road.

What fall festivals are in Bowling Green in October 2026?

Highlights include the Nostalgia Fall Classic at Beech Bend Raceway Oct. 16-18, Fall Sip and Shop at Bluegrass Vineyard Oct. 17, and the BG Bourbon and Brewfest and the Bowling Green Pride Festival on Oct. 24.