Fall has officially arrived in Western Kentucky, and there is a LOT going on. From pumpkin patches and fall festivals to trunk-or-treats, Halloween parties, and plenty of things for the kids, there are lots of ways to get out and enjoy the season. We've rounded up over 75 events we know about so far, so take a look, make some plans, and get ready for a little fall fun!

And if we're missing your event, let us know! We'd love to add it to the list.

WESTERN KENTUCKY FALL FESTIVALS & HALLOWEEN EVENTS

Be sure to "bookmark" and check back often! We'll continue adding more family-friendly fall and Halloween events to the guide as we find them.

[DAVIESS COUNTY]

Trunnell's Farm Market Fall Fun
Trunnell's Farm Market, Owensboro, KY
Now through Sunday, November 1, 2026
Trunnell's Fall Farm Experience features pumpkins, farm activities, seasonal attractions, and family fun. Pumpkin Season runs September 19 through November 1, with special Spooktacular Nights throughout October.

Halloween Social
Hula-Ween/Currents Bar and Grill, RiverPark Center, Owensboro
Friday, October 2, 2026 | 5:30 p.m.
Halloween attire is encouraged but not required. Get ready for Trick-or-Trivia and Scary-oke.

Daviess County Lions Club Harvest Festival
Daviess County Lions Club Fairgrounds, 6191 Hwy 54, Philpot, KY
Saturday, October 3, 2026 | 10:00 a.m.–6:00 p.m.
Sunday, October 4, 2026 | Noon–4:00 p.m.
Free admission; $5 parking. The festival continues the tradition of the former Reid's Orchard Apple Festival with fall food, vendors, family activities, and more.

Pumpkins and Pages Book Festival
Daviess County Lions Club Fairgrounds, 6191 Hwy 54, Philpot, KY
Saturday, October 10, 2026 | Noon–4:00 p.m.
A fall-themed book festival featuring authors, crafters, and treat makers.

Beverly's Hearty Slice Halloween Spooktacular
Kendall Perkins Park, Owensboro, KY
Friday, October 16, 2026 | 5:30 p.m.
Candy, free costumes, face painting, princesses, hot chocolate, pizza and more. Sponsored by Southern Star Central Gas Pipeline; costumes sponsored by Halloween Havoc.

9th Annual Car Truck Bike Cruise-In
Shiloh's Lounge & Grill, 1846 Triplett Street, Owensboro, KY
Saturday, October 17, 2026 | Registration 10:00 a.m.–Noon
Historic show in a new location benefiting St. Jude Children's Research Hospital. Entry is $25 and one food item for the Help Office. The first 100 entries receive dash plaques. Food trucks will be on site, along with Top 40 car, truck, and Jeep awards, Top 20 motorcycle awards, raffles, auctions, music, and more.

The 2nd Annual Haunting of Mystical Moon Market
Owensboro Convention Center, 501 W. 2nd St., Owensboro, KY 42301
Saturday, October 17, 2026 | 11:00 a.m.–5:00 p.m.
Shop oddities, crystals, handmade art, witchy wares, and fresh-baked goods, and meet psychic readers. Admission is $5 per person; kids under 12 are free.

Screams, Queens, & Silver Screens — Annual Horror Ball
Presented by Owensboro Blue Bridge Pride, Owensboro, KY (venue not listed on flyer — may want to confirm exact location)
Saturday, October 17, 2026 | 7:00–11:00 p.m.
A drag show, food, music, and a prize raffle at this horror-movie-themed adults' Halloween party. $10 per person or $15 per couple.

TWO’s Monster Bash
TWO's Trinity Centre, 407 W 5th St, Owensboro, KY
Saturday, October 17, 2026 | 7:00–11:00 p.m.
A 21+ fall fundraiser held inside the historic 150-year-old gothic church turned theatre. Features heavy hors d'oeuvres, cocktails and mocktails, ghost stories in the garden, haunted outdoor games, a Wicked Treats Sale, and a costume contest featuring a Monster Crawl Catwalk. Tickets are $25 per person.

Owensboro Seventh Day Adventist Church Fall Festival Fundraiser
2288 Tamarack Road, Owensboro, KY 42301
Sunday, October 18, 2026 | 10:00 a.m.–2:00 p.m.
A family-friendly fall festival and fundraiser featuring a chili cook-off, bouncy house, games, fire truck, and police officer meet-and-greet.

Vintage Market
201 E. 18th Street, Owensboro, KY
Sunday, October 18, 2026 | 12:00-6:00 p.m.
A vintage market featuring 15+ vendors with vintage finds, decor, and art.

Trunk or Treat at Beacon Church of Owensboro
Beacon Church of Owensboro, 2101 Hwy 554, Owensboro, KY
Monday, October 19, 2026 | 5:30-7:30 p.m.
A family-friendly trunk-or-treat hosted by Girl Scout Troop 1886 and Beacon Church of Owensboro.

Trail of Treats
Downtown Owensboro, KY
Thursday, October 22, 2026 | 5:30–8:00 p.m.

Haley McGinnis Funeral Home & Crematory Trunk or Treat
519 Locust St, Owensboro, KY
Thursday, October 22, 2026 | 5:00–7:00 p.m.
A free community trunk-or-treat hosted in the parking lot featuring games, treats, and family fun.

Halloween Family Night at the Glo Show
Shiloh's Lounge & Grill, 1846 Triplett Street, Owensboro, KY 42303
Friday, October 23, 2026 | 6:00–11:00 p.m.
A family-friendly fall festival featuring trunk-or-treat, inflatables, putt-putt golf, face painting, a costume contest, food trucks and vendors, music, and more. When the sun goes down, check out Cars Glo featuring cars, trucks, motorcycles, Jeeps, and UTVs with custom lighting, audio builds, underglow, and Halloween displays. Admission is a donation of one can of green beans, one can of corn, and one box of mac & cheese. Walmart gift cards are also accepted. All proceeds benefit Beverly's Hearty Slice.

The Big O Halloween Party
Owensboro Convention Center, 501 W 2nd St, Owensboro, KY
Friday, October 23, 2026 | 7:30 p.m. CDT
A 21-and-over Halloween celebration featuring a cash bar, silent auction, costume contest, Michael Jackson impersonator contest, and music by DJ Squatch.

Boo Bash: Trunk or Treat
3362 Buckland Square, Owensboro, KY
Friday, October 23, 2026 | 3:00–6:00 p.m.
A family-friendly community trunk-or-treat event with local business vendors, games, and candy.

Musick Studios Presents: "Deadlight Drive-In" (10th Annual Halloween Show)
Owensboro Sportscenter, 1215 Hickman Drive, Owensboro, KY
Friday–Saturday, October 23–24, 2026 | Doors 6:45 p.m.; show 7:45 p.m.
An interactive Halloween dance show featuring 195 dancers who rise throughout the Sportscenter with scares, sinister choreography, and clowns in the crowd. Tickets: $28 (children 10 & under), $38.25 (adults) at OwensboroTickets.com or 270-687-8800.

Candy Trail at Jesus House
3830 KY-54, Owensboro, KY 42303
Saturday, October 24, 2026 | 11:00 a.m.–1:30 p.m.
A completely free community fall event featuring food, popcorn, hot chocolate, cotton candy, games, candy, bags of groceries, coats, face painting, inflatables, live music, and a prayer tent.

Breaking the Cycle Trunk or Treat
Dugan Best (Owensboro Parks & Recreation), 1003 Omega St., Owensboro, KY
Saturday, October 24, 2026 | 4:00–6:00 p.m.
Free food and treats, plus a haunted house ($3 admission). Presented by Breaking the Cycle and Owensboro Parks & Recreation. Trunk sponsors still needed — text 270-240-7060 or 270-485-7104 to register.

Treats on the Tarmac
Owensboro-Daviess County Regional Airport, 2200 Airport Road, Owensboro, KY
Saturday, October 24, 2026 | 3:00–6:30 p.m.
Free community Halloween event where families can trick-or-treat among airplanes on the airport's tarmac. Participating aircraft will serve as candy stations, giving kids a chance to see planes up close while collecting treats.

Halloween Bash at Cedarhurst of Owensboro
Cedarhurst of Owensboro, Owensboro, KY
Saturday, October 24, 2026 | 11:30 a.m.-1:00 p.m.
A spooktacular afternoon of festive treats and games for neighbors and friends. RSVP requested.

Sober 90's Halloween Party
Lewis Lane Baptist Church Gym, 2600 Lewis Lane, Owensboro, KY
Saturday, October 24, 2026 | 6:00-9:00 p.m.
A family-friendly, sober Halloween party with a 90s theme, presented by Celebrate Recovery Unites. Features food, drinks, and sweets, games, karaoke, a costume contest (nothing scary), and a dessert competition with a movie night basket as the prize.

Owensboro Symphony: Halloween Classics
RiverPark Center, 101 Daviess Street, Owensboro, KY
Saturday, October 24, 2026 | 7:00 p.m.
The Owensboro Symphony kicks off its 10th season with a spooky night of music featuring Halloween classics from The Witches of Eastwick, Vertigo, The Nightmare Before Christmas, and The Phantom of the Opera, plus a special appearance by Chad Benefield.

Ridgewood Baptist Church Trunk or Treat
Ridgewood Baptist Church, 800 Carter Road, Owensboro, KY
Saturday, October 24, 2026 | 4:00–6:00 p.m.
Join Ridgewood Baptist Church for a family-friendly trunk-or-treat event.

Dee's Diner Annual Trunk or Treat
Dee's Diner, Owensboro, KY
Saturday, October 24, 2026
Free hamburgers, hot dogs and snacks for the community, plus candy and family-friendly activities (more details to be announced).

O'Reilly Auto Parts Trunk or Treat & Car Show
2625 West Parrish Ave, Owensboro, KY
Saturday, October 24, 2026 | 10:00 a.m.
A car show paired with a family-friendly trunk-or-treat.

Harvest Cruise In & Car Show
Harvest Baptist Church, 4430 Old Calhoun Rd., Owensboro, KY 42301
Saturday, October 24, 2026 | 10:00 a.m.–2:00 p.m.
A family-friendly cruise-in and car show billed as "where faith meets horsepower." Entry is $20 for all vehicles, with Best of Show, Best Classic, and People's Choice awards (winners announced at 1:15 p.m.). Features live music, food and drinks, cornhole, and a drawing for door prizes. Sign up at registration. For more information, contact David Madewell at 270-313-2659.

Legends Spooky Trail Race
Ben Hawes Park (Rudy Mines Trail System - 5687 W Hwy 60), Owensboro, KY
Sunday, October 25, 2026 | 3:00–4:00 p.m.
A 6K halloween-themed trail run/walk featuring a two-loop course through the Green, Red, and Yellow trails with rolling hills, switchbacks, and climbs. Costumes are encouraged, and markers and staff will guide participants. Entry is $30 ($35 after September 30).

Macedonia Baptist Church Trunk or Treat
Macedonia Baptist Church, 4839 Millers Mill Road, Owensboro, KY 42303
Sunday, October 25, 2026 | 4:00-5:30 p.m.
A fun-filled evening of costumes, food, games, and candy.

Southern Lanes Trick or Treat
Southern Lanes, 600 E. 14th Street, Owensboro
Sunday, October 25, 2026 | 4–7 p.m.
A family-friendly indoor trick-or-treat event featuring games, bowling, and treats from local businesses.

Souper Spooky Soup Day
Daviess County Cooperative Extension Office, 4800A New Hartford Rd, Owensboro, KY (on the campus of OCTC)
Monday, October 26, 2026 | 11:00 a.m.-2:00 p.m.
Presented by Leadership Owensboro Alumni. Enjoy lunch for $10 with a variety of soups, plus grilled cheese, crackers, drinks, and desserts. Proceeds support the Goodfellows Club of Owensboro.

Maui's Monster Mash
Maui's Indoor Theme Park, 5000 Frederica St., Owensboro, KY 42301
Tuesday, October 27, 2026 | 5:00–8:00 p.m.
A family-friendly Halloween event with candy at each attraction. Pick up a card at the check-in table to be stamped at each attraction, then turn in completed cards at the front desk for tickets and a chance to win a $100 playcard. Hot dogs, chips, and drinks are $1 each. Children can wear masks, and all costumes must be family friendly.

HealthForce Kentucky Trunk or Treat
HealthForce Kentucky parking lot, 2511A Frederica St., Owensboro, KY
Tuesday, October 27, 2026 | 5:00-8:00 p.m.
A free family evening of Halloween fun with candy and goodies, decorated trunks, costumes, and community fun. Children and youth of all ages are invited.

Fall Fright Night at the Village in Yellow Creek Park
Yellow Creek Park, Owensboro, KY
Friday, October 30, 2026 | 5:00–7:30 p.m.
Formerly Halloween Hullabaloo, this free family event will feature more activities for families along with the traditional candy giveaway, including a hay maze and cabin photo opportunities.

Green River Distillery Haunted History Tour & Halloween Party
Green River Distillery, 10 Distillery Rd, Owensboro, KY
Friday, October 30, 2026 | Doors 6:00 p.m.–10:00 p.m.
Guided after-dark tours take visitors through the creepiest spots on the property with firsthand ghost stories, running every 30 minutes from 6:30–9:30 p.m. Event admission is free; guided tours are $15/person (book online in advance or check for leftover spots at the door). Enjoy Witches' Cauldron Chili, Halloween cocktails, a costume contest, and a creepy photo spot. Guests 21+ receive a raffle ticket at the door with drawings all night. Closed-toe shoes recommended — it's dark inside.

Panther Creek Baptist Trunk or Treat
Panther Creek Baptist Church, 7146 US-431, Owensboro, KY
Friday, October 30, 2026 | 5:30 p.m.
A night of frightful fun and wicked delights, with fun and food starting at 5:30 p.m.

Halloween Card Show
Shiloh's Lounge & Grill, 1846 Triplett St, Owensboro, KY 42303
Saturday, October 31, 2026 | 10:00 a.m.-4:00 p.m.
A Halloween-themed sports card show presented by Sports Cards 4 Care Cancer Relief Foundation and sponsored by LP Card Corner. Features kids redemption packs, a Coolest Costume Award, and more.

Carmel Home Fall Fundraiser
2501 Old Hartford Rd, Owensboro, KY 42303
Saturday, October 31, 2026 | 11:00 a.m.–1:00 p.m.
A fall fundraiser featuring food, fun, raffle prizes, and a bake sale table with donated baked goods. Dine-in or drive-thru options are available, including $15 plate lunches, $15 whole chickens, and $27 gallons of burgoo.

Crosspointe Baptist Church Candy Crawl
Crosspointe Baptist Church, 550 Worthington Rd, Owensboro, KY 42301
Saturday, October 31, 2026 | 1:00 p.m.
A kid-friendly, casual indoor fall festival on Halloween afternoon featuring an easy, climate-controlled path to gather candy in costume.

Owensboro Boo Bash Family Halloween Dance Party
Owensboro Regional Farmers Market Pavilion, 1205 Triplett Street, Owensboro
Saturday, October 31, 2026 | 5–10 p.m.
Presented by Eighties Entertainment, this family Halloween dance party is $20 per family. Come dressed for Halloween and enjoy music, dancing, and a family-friendly Halloween celebration.

Northwest Neighborhood Alliance Trick-or-Treat Halloween Event
H.L. Neblett Center, 801 W. 5th Street, Owensboro
Saturday, October 31, 2026 | 5:30–7 p.m.
Free hot dogs, chili and candy. Enter through the back doors on Poplar Street.

Legion Park Candy Crawl
Date & Time: Saturday, October 31, 2026 | 5:00–7:00 p.m.
Location: Legion Park, 3047 Legion Park Dr, Owensboro, KY
Description: A free, family-friendly Halloween tradition where local businesses line the walking path at Legion Park to host a community trick-or-treat candy crawl.

[OHIO COUNTY]

Stomp & Holler Music Festival
Beaver Dam Amphitheater, Beaver Dam, KY
Friday–Saturday, October 2–3, 2026
A new two-day fall music festival featuring Blackberry Smoke, Ian Munsick, The War and Treaty, Priscilla Block, and more, along with food, drinks, and camping.

St. Mary of the Woods School's Fall Fest
10521 Franklin Street, Whitesville, KY 42378
Friday, October 2, 2026 | Starts at 5:00 p.m.
Family-friendly community fall festival featuring inflatables, a gamer truck, laser tag, trunk-or-treat, costume contest, games for all ages, silent auction (including Teacher of the Day and desserts), chili, hot dogs, pizza, and slushies. Parking available on side streets.

Haunted Harvest
Ohio County Park, Ohio County, KY
Saturday, October 3, 2026 | 1:00–3:00 p.m.
Free old-fashioned autumn celebration featuring a Car Show Trunk or Treat, costume contest (sign-ups at 1 p.m., judging at 2 p.m., divisions from Baby Pumpkins to Family & Group), hayrides, pumpkin painting, a bounce house, and free Halloween-themed mini golf from Holes to Go. Local vendors offer handcrafted goods and seasonal treats.

McHenry Fall Bash McHenry Park, McHenry, KY
Saturday, October 10, 2026 | 2:00–6:00 p.m.
A community fall event featuring craft and food vendors, a cake walk, a silent auction, a costume contest, games, and "Treats on the Trail" trick-or-treating.

Oktoberfest — Beaver Dam Tourism
2nd Street, Downtown Beaver Dam, KY
Friday–Saturday, October 16–17, 2026
Friday: Food vendors open at 4:00 p.m.; Scott Lindsey free concert 5:00–8:00 p.m.
Saturday: Activities 9:00 a.m.–4:00 p.m., including a tractor pedal pull, mini golf, inflatables, chainsaw carvings, and food vendors.

AARP Ohio County 4061 Cake Walk
Beaver Dam October Festival, Beaver Dam, KY
Saturday, October 17, 2026 | 1:00 p.m.
Hosted by AARP-Ohio County 4061 as part of the Beaver Dam October Festival — come for the cake walk, stay for the fun!

Bluegrass Fast Draw Club Chili Cook-Off
Beaver Dam October Festival, Beaver Dam, KY
Saturday, October 17, 2026 (chili entries due to City Hall before 11:00 a.m.)
Hosted by the Bluegrass Fast Draw Club ("The Kentucky Posse") as part of the Beaver Dam October Festival.

2026 OctoberFest
Downtown Hartford, KY
Friday, October 23, 2026 | 3:00–8:00 p.m.
Saturday, October 24, 2026 | 9:00 a.m.–7:00 p.m.
Family-friendly fall celebration featuring local vendors, food trucks, artisans, makers, organizations, and businesses.

Fordsville Nursing and Rehab Trunk or Treat
Fordsville Nursing and Rehab, Fordsville, KY
Friday, October 30, 2026 | [time TBD]
A community trunk-or-treat event at Fordsville Nursing and Rehab. Candy donations are being accepted and can be dropped off at the facility.

Haunt & Harvest Residential and Business Decoration Contest
Hartford, KY (city-wide)
Registration deadline: October 20, 2026 | Judging: October 24–30, 2026 | Winners announced: October 31, 2026
Free contest open to residents and businesses for spooky Halloween decorations, glowing jack-o'-lanterns, or traditional fall/pumpkin displays. No entry fee. Register online; official updates come through events@hartfordky.org or the Hartford, KY Facebook page.

2026 Trick or Treat and Trunk or Treat
Main Street, Fordsville, KY
Saturday, October 31, 2026 | 4:00–6:00 p.m.
Community trick-or-treat and trunk-or-treat event on Main Street in Fordsville.

[MUHLENBERG COUNTY]

Spooky Inflatable Kickball Game
Beechmont Ballpark, 3612 Merle Travis Hwy, Beechmont, KY 42323
Saturday, October 10, 2026 | 6:00 p.m.
Free-admission Halloween-costumed inflatable kickball game with haunting food and spooky treats available. Proceeds benefit the ballpark's playground renovation.

Revival House Fall Festival
Revival House, 320 Phillip Stone Way, Central City, KY
Saturday, October 17, 2026 | 2:00–4:00 p.m. A fall festival geared for kids ages 4–12 featuring a hayride, chili cook-off, photo booth, face painting, and fun games.

Landmark Assembly of God Annual Fall Festival Fundraiser
Landmark Assembly of God, 1228 KY-831, Greenville, KY 42345
Saturday, October 17, 2026 | 11:00 a.m.–2:00 p.m.
A family-friendly fall festival fundraiser featuring food, games for all ages, a bounce house, a dunking booth, raffles, and prizes.

Gregory Lake Fall Event
Gregory Lake ATV Park, 2191 KY-176, Drakesboro, KY 42337
Saturday, October 17, 2026
A community fall event hosted at Gregory Lake ATV Park featuring outdoor activities, food, and family fun.

Haunted Trail: Revelations
Dead Nettle Creek, 971 Forgy Mill Road, Dunmor, KY
Friday, October 23, 2026 | 7:00–11:00 p.m.
Saturday, October 24, 2026 | 7:00–11:00 p.m.
Friday, October 30, 2026 | 7:00–11:00 p.m.
Saturday, October 31, 2026 | 7:00 p.m.–midnight
A live-actor haunted trail featuring immersive scenes and plenty of Halloween scares.

Beechmont Haunted Trail of Terror
Beechmont Ballpark, 3612 Merle Travis Hwy, Beechmont, KY 42323
October 23, 24, 30 & 31, 2026 | 7:00–10:30 p.m.
Haunted trail attraction. $10 per person.

1st Annual Charlie Brown Boo Bash
Lu-Ray Park, Lu-Ray, KY
Saturday, October 24, 2026 | 6:00 p.m.–Midnight
Family fun and Halloween vibes for all ages, with costumes encouraged. Features cornhole teams (with a chance at a 50/50 pot), a car show, a Jeep show (best decorated), a haunted pageant, food and craft vendors, and pumpkin or Charlie Brown paint kits for kids.

Graham Volunteer Fire Department Fall Festival Fundraiser
Graham Volunteer Fire Department, 120 Fire House Ln, Graham, KY
Saturday, October 24, 2026 | 8:00 a.m.–2:00 p.m.
A community fall festival fundraiser featuring food and drinks (chili, hot dogs, soups, sandwiches, sweet tea), local vendors, and a 50/50 raffle to support the local volunteer fire department.

Downtown Greenville Candy Crawl
Historic Downtown Greenville Square, Greenville, KY
Saturday, October 31, 2026 | 3:00–5:00 p.m.
Family-friendly Halloween tradition transforming the historic downtown square into a safe trick-or-treating trail. Local businesses and civic organizations set up stations throughout downtown to pass out treats to costumed children.

Halloween Costume Party
Greenville Youth and Community Center, 238 Birch St, Greenville, KY
Saturday, October 31, 2026 | 7:00 p.m.-12:00 a.m.
An adults-only Halloween costume party hosted by the Greenville Youth and Community Center, with DJ music, drinks, food, and dancing. Costumes are encouraged. Admission is $2.

[McLEAN COUNTY]

Calhoun Harvest Day
Myer Creek Park, Hwy 136, Calhoun, KY
Saturday, October 24, 2026 | Noon–6:00 p.m.
A full day of community fall fun featuring Blue Moon Frights, a cruise-in (12–4 PM), quilt show (1–4 PM), live music, kids' athletics (2 PM), mutton busting (3:30 PM), costume parade (5 PM), greased pig contest (5:30 PM), plus inflatables, petting zoo, hayrides, bingo, silent auction, and food/craft vendors all day.

[HOPKINS COUNTY]

Hay Bale Trail
Mahr Park Arboretum, Madisonville, KY
October 1–31, 2026
Stroll through Mahr Park to see massive hay bales transformed into fun characters and creative fall displays by local businesses and organizations.

Wings Over Western Kentucky Air Show
Madisonville Regional Airport, Madisonville, KY
Saturday, October 10, 2026 | 10:00 a.m.–4:00 p.m.
Enjoy a full day of aerobatic performances, military aviation displays, and historic warbirds.

13th Annual Bluegrass on Beshear
Lake Beshear, 307 Island Cove Lane, Dawson Springs, KY
Saturday, October 10, 2026 | 11:30 a.m.–5:00 p.m.
Free-admission outdoor bluegrass set against the beautiful fall scenery of Lake Beshear. Bring a lawn chair and enjoy an afternoon of acoustic music and community.

Jeep Night at Tradewater Brewing Company
Tradewater Brewing Company, 111 W. Arch St., Madisonville, KY
Saturday, October 10, 2026 | 4:00–10:00 p.m.
A Jeep showcase and meet-up hosted with West KY Customs & Crawlers, featuring lifted rigs, custom builds, craft beer, and off-road enthusiasts. Jeeps and spectators are welcome.

Hanson Lions Club Fall Street Festival
Downtown Hanson, KY
Saturday, October 17, 2026 | 10:00 a.m.–5:00 p.m.
Browse handmade crafts, enjoy community food booths, and let the kids have some fall fun at this annual downtown street festival.

Fall Festival Parade
Buford Park, Hopkins County, KY
Saturday, October 17, 2026 | Line-up begins 9:00 a.m.
Community parade open to businesses, clubs, teams, and local organizations — no application required. Theme: all things fall.

Downtown Window Painting Festival
Downtown Main Street, Madisonville, KY
Thursday–Saturday, October 22–24, 2026
A community tradition where local youth and students paint spooky fall and Halloween murals across downtown shop storefronts (displays stay up through October 31).

Show & Go Car Club Cruise-In & Trunk or Treat
Madisonville City Park, 755 Park Avenue, Madisonville, KY
Saturday, October 24, 2026 | 1:00–4:00 p.m.
Classic cars, food trucks, live music, door prizes, and a family-friendly trunk-or-treat.

Hallelujah Fest
405 Comb Road, Madisonville, KY
Saturday, October 24, 2026 | 2:00�����8:00 p.m.
A free family-friendly community fall event featuring a chili cook-off contest (chili entries due by 4:00 p.m., with food served after judging), hot dogs, s'mores around a bonfire, a bouncy house, face painting, pumpkin painting, a photo booth, karaoke, hayrides, and a dessert auction.

Guided Kayak Excursion: Fall Colors
Mahr Park Arboretum, Lake Pee Wee launch, Madisonville, KY
Saturday, October 24, 2026 | 2:00–4:00 p.m.
A free guided kayak excursion along Lake Pee Wee offering a chance to enjoy the changing leaves and spot native migratory waterfowl.

Downtown Trick or Treat
Downtown Madisonville, KY
Thursday, October 29, 2026 | 4:00–6:00 p.m.
Downtown businesses open their doors for local kids to trick-or-treat safely through the main square.

Creepin' 4 the Bleachers
Dawson Springs Community Center, 108 W. Keigan St., Dawson Springs, KY
Friday, October 30, 2026 | 5:00 p.m.
Halloween-themed 5K fundraiser followed by a Zombie Walk at 5:30 p.m. and Little Pumpkin Treat Walk at 6:00 p.m. Costume prizes are part of the evening.

Día de los Muertos at Tradewater
Tradewater Brewing Company, 111 W. Arch St., Madisonville, KY
Friday, October 30, 2026 | 4:00–10:00 p.m.
Día de los Muertos celebration featuring food, a special beer release, costumes, and a festive evening. Kids and dogs are welcome.

Bluegrass Food Truck Festival: Halloween Edition
Court Street, Downtown Madisonville, KY
Saturday, October 31, 2026 | 11:00 a.m.–6:00 p.m.
A Halloween street festival featuring food trucks, live music, craft vendors, costume contests, and trick-or-treating for kids.

[CHRISTIAN COUNTY]

Prosperity Falls Haunted Acres
3190 Prosperity Lane, Hopkinsville, KY 42240
Opening night: Friday, October 2, 2026 | 7:00 p.m.
Runs Fridays & Saturdays, 7:00–11:00 p.m., and Sundays, 7:00–10:00 p.m., through October 2026
Five haunted attractions in one location: Ride of Screams (haunted hay wagon), Trail of Terror, House of Horror, Toxic Zombie Shootout (UV blacklight experience), and Maze of Horror. VIP tickets available for all-access with no lines. Food from Prosperity Falls Screaming Pizza (pizza, wings, dirty sodas) and haunted acres T-shirts also available. Tickets at the box office or online.

7th Annual Trick or Treat at Southern Lanes
Southern Lanes, Hopkinsville, KY
Sunday, October 25, 2026 | 4:00–7:00 p.m.
Indoor/outdoor trick-or-treating in one contained location with candy from local businesses, plus access to the arcade and mini golf.

FALLOWEENING Jesus Festival
Means Avenue Baptist Church, 143 Means Avenue, Hopkinsville, KY
Saturday, October 24, 2026 | 3:00–5:00 p.m.
Faith, fellowship, and fun for the whole family, with games for kids (pumpkin tic-tac-toe, cake walk, and more) plus a chili cook-off (limited spots — contact Mercevion Coleman or Aaron White for details).

Downtown Hopkinsville Halloween Trick-or-Treating
Downtown Hopkinsville, KY
Saturday, October 31, 2026 | 3:30–5:30 p.m.
Local businesses and community organizations gather in downtown Hopkinsville to hand out candy and treats to trick-or-treaters.

[HENDERSON COUNTY]

Henderson Lions Club Arts and Crafts Festival
John James Audubon State Park, Henderson, KY
Saturday–Sunday, October 3–4, 2026
Shop handmade arts and crafts from regional makers, find unique holiday gifts, and enjoy local food vendors surrounded by the park's beautiful fall scenery.

Fall Market on Main & Chili Cook-off
Main Street, Downtown Henderson, KY
Saturday, October 10, 2026 | 10:00 a.m.–2:00 p.m.
Shop local artisans, makers, and specialty vendors while downtown businesses compete in the annual chili cook-off.

Rural King Trunk or Treat
Rural King, 1700 South Green St, Henderson, KY 42420
Saturday, October 10, 2026 | 11:00 a.m.-1:00 p.m.
A trunk-or-treat hosted by Rural King and the Children's Advocacy Center of the Green River District.

Campground Halloween Weekend
John James Audubon State Park Campground, 3100 US-41 N, Henderson, KY
Thursday–Sunday, October 15–18, 2026
Halloween fun for campground guests featuring campsite decorating, crafts, spooky games, costume contests for kids, pets, and groups, a Halloween bike parade, and campground trick-or-treating.

Trunk or Treat Adventure
1629 S Main St., Henderson, KY 42420
Friday, October 23, 2026 | 6:00 p.m.
Ghosts, goblins, and candy galore- come dressed in your best Halloween costume and join the fun.

Spooky Tales & Nighttime Trails
John James Audubon State Park, Henderson, KY
Saturday, October 24, 2026
Enjoy an evening of spooky stories and nighttime trail fun at John James Audubon State Park.

Downtown Henderson Halloween Trick-or-Treating
Downtown Henderson, KY
Thursday, October 29, 2026 | 3:00–5:00 p.m.
Local downtown merchants hand out candy to costumed children along Main Street and surrounding blocks.

Terror on the Trail
1445 State Route 416 E., Henderson, KY
October 2026 | 7:00–11:00 p.m.
A haunted trail fundraiser benefiting local families dealing with childhood illness.

Central Park Halloween Bash & Downtown Trick-or-Treating
Downtown Henderson and Central Park, Henderson, KY
Friday, October 30, 2026 | 3:00–7:00 p.m.
Downtown trick-or-treating runs 3:00–5:00 p.m., followed by the city's Halloween Bash in Central Park from 4:00–7:00 p.m.

Sagez Vision Care Trunk or Treat
Sagez Vision Care, LLC, 1035 N Elm Street, Henderson, KY 42420
Friday, October 30, 2026 | 4:00–6:00 p.m.
A spooktacular day of candy, costumes, and community spirit, hosted by Sagez Vision Care.

[HANCOCK COUNTY]

Heartland Villa Fall Festival & Trunk or Treat
Heartland Villa Nursing & Rehabilitation Center, 8005 US-60, Lewisport, KY
Friday, October 16, 2026 | 4:00 p.m.
A fun-filled afternoon for all ages with trunk-or-treat, a cake walk, yard games, gift card raffles, and more. Chili and hot dogs are available for purchase. Costumes are encouraged, and community, families, and friends are welcome.

Hilldale's 6th Annual Halloween Bash
Hilldale Methodist Church, 3110 US Hwy 60 West, Hawesville, KY 42348
Saturday, October 24, 2026 | 12:30 p.m.
A free afternoon of fun featuring an egg hunt starting at 12:30 p.m., trunk-or-treats, an inflatable obstacle course, and food starting at 1:00 p.m. Located across Hwy 60 from HCHS. Find Hilldale Methodist Church on Facebook for event details and updates.

Halloween in Hancock Park
Hancock Park
Friday, October 30, 2026 | Pet Costume Contest 4:00 p.m. (Pumpkin deadline 7:00 p.m.) A neighborhood Halloween celebration featuring a pet costume contest at the basketball court (small dogs, large dogs, cats, and other pets), a carved and painted pumpkin contest (turn in by 7:00 p.m.), and a voting contest for best-decorated house. Local food trucks on site include Lil Amigo, Kluckies, Hello Pop, and Dirty Little Sips.

Pumpkins in the Park
Downtown Lewisport, KY
Saturday, October 24, 2026 | 5:00–8:00 p.m.
Fall festival featuring pumpkins, fall fun, and live music from local band Gently Used.

[PERRY COUNTY]

October Fest 2026
700 Main Street, Tell City, IN 47586
Saturday, October 3, 2026 | 10:00 a.m.–4:00 p.m.
A community fall celebration featuring shopping, food, vendors, and plenty of fall fun. Vendor registration is full, but a waiting list is available.

Shubael Fall Festival & Open House — Heritage Days
Shubael Little Pioneer Village, 7590 East State Road 66, Cannelton, IN 47520
Saturday–Sunday, October 17–18, 2026
Step back into pioneer-era Indiana with live demonstrations and costumed interpreters at the historic log village, presented by the Perry County (IN) Convention and Visitors Bureau.

Vastwood Park 24th Annual Trail of Treats
Vastwood Park, Hancock County, KY
Saturday, October 31, 2026 | 4:30-6:30 p.m.
A community trick-or-treat trail sponsored by the Hancock County Fiscal Court and Hancock County Parks Department. Individuals and organizations who want to hand out treats can contact Sage Young at the Judge Executive's Office, 270-927-8137.

[GRAYSON COUNTY]

The Farm at Rough River — Autumn Days
2663 Blue Bird Rd., Falls of Rough, KY 40119
October 2–4, 9–11, 16–18, and 30–November 1, 2026 | Fri & Sat 9 a.m.–dusk; Sun noon–dusk
Fall fun featuring a pumpkin patch, hay rides, sorghum maze, bale trail, pumpkin painting, sack race, petting zoo, scavenger hunt, and more. Hay rides begin at 4 p.m. on Fridays and run until dusk; Saturday and Sunday hay rides run all day.

LOOK: Classic Halloween costumes from 1865 to today

Stacker scoured the archives to find 50 photos of Halloween costumes from 1865 to today.

Gallery Credit: Stacker

LOOK: How Halloween has changed in the past 100 years

Stacker compiled a list of ways that Halloween has changed over the last 100 years, from how we celebrate it on the day to the costumes we wear trick-or-treating. We’ve included events, inventions, and trends that changed the ways that Halloween was celebrated over time. Many of these traditions were phased out over time. But just like fake blood in a carpet, every bit of Halloween’s history left an impression we can see traces of today.

Gallery Credit: Brit McGinnis