My favorite season is fall. The temperature is perfect, the colors of the leaves, football is back, and of course, some super fun events! We want to save you the hassle of searching 20 different places for fall fun, so we created this guide for you to easily browse tons of festivals and events. Grab your flannel, pour a warm cup of cider (pumpkin spice is banned), and go experience all of the fall fun in Chautauqua County!
If you know about any fall events going on that are not on this list, please reach out! Send us an email at contact@mychq.org or shoot us a DM on social media!

Fall Festivals
- Harvest View Greenhouses
- September 19th – October 31st, Daily, 10 AM – 6 PM
- Live Music Schedule is Linked Below
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- Fall Fun Day @ Frost Farms
- October 10th, 10 AM – 4 PM
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- 38th Annual Peek’n Peak Fall Fest
- October 10th, 11th, 17th, & 18th, 10 AM – 5 PM
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- Fluvanna Fall Fest @ Fluvanna Community Church
- October 17th (12 – 5 PM) & October 18th (2 – 5 PM)
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- Fall Fest @ Grandview of Ellington
- October 23rd (4:30 – 11 PM), 24th (11 AM – 11 PM), & 25th (12 – 3 PM)
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- Fright Fest @ Falconer Power Sports
- October 24th, 10 AM – 2 PM
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Outdoors & Nature
- Pumpkintown
- September 19th – October 31st, Saturdays & Sundays, 10 AM – 6 PM
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- New York & Lake Erie Railroad Fall Foliage Rides
- October 3rd, 4th, 10th, 11th, 17th, & 18th, 11 AM – 4 PM
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- Grape Picking & Vineyard Walk @ Johnson Estate
- Saturdays & Sundays through October 11th, 11 AM – 4 PM
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- Mulled Wine & Vineyard Walk @ Johnson Estate
- Saturdays & Sundays through November 1st, 11 AM – 4 PM
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- Autumn Nature & Wellness Weekend @ Green Heron Farm
- October 10th – 12th
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- Halloween Horse Camp @ County Line Equestrian Center
- October 10th, 10 AM – 3 PM
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- Wine on the Trail with Everwild Land Trust
- October 16th, 6:30 – 8:30 PM
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- 3rd Annual Meet the Fairies of Lily Dale
- October 18th, 1 – 3 PM
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- Dwyer Fall Camping Weekend
- October 23rd – 25th
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- Halloween @ Jamestown Farmer’s Market
- October 31st, 9 AM – 1 PM
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Oktoberfest
- Wicked Warren’s – Jamestown
- October 11th, 11:30 AM – 8 PM
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- Oktoberfest at the Athenaeum
- October 24th, 5 – 8:30 PM
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Spooky Tours & Haunted Houses
- Fenton History Center Saints & Sinners Lake View Cemetery Tours
- Walking Tours
- October 3rd, 1 – 5 PM
- October 10th, 5 – 9 PM
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- Carriage Tours
- October 3rd, 5 – 10 PM
- October 10th, 12 – 5 PM
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- Mausoleum Tours
- October 11th, 6:30 – 10 PM
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- Walking Tours
- Harvest Moon Festival and Tours @ Forest Hill Cemetery
- October 16th & 17th, 7 – 10 PM
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- Cherry Creek Haunted House
- October 23rd & 24th, 7 – 10 PM
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- Halloween at The Mill @ The Busti Historical Society
- October 25th, 4 – 6 PM
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Fall Crafts & Library Events
- Memory Cafe: Upcycle Fall Craft @ Reg Lenna
- October 13th, 12 – 1 PM
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- Teen Halloween Crafts @ Lakewood Memorial Library
- October 14th, 6 – 7 PM
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- Witchy Broom Making @ Raven & Rune
- October 15th, 6:30 – 8:30 PM
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- Pumpkin Carving Contest @ The House That Jack Built
- October 17th, 1 – 3 PM
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- Spooky Terrarium Class @ The Empty Pint
- October 21st, 6 – 7 PM
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- Trick or Treat @ Lakewood Memorial Library
- October 22nd, 5 – 6:30 PM
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- Halloween Fun @ Patterson Library
- October 23rd, Harry Potter Movie Showing, 12 – 6 PM
- October 24th, Halloween Party, 11 AM – 1 PM
- October 29th, Pumpkin Carving, 4 – 6 PM
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- Haunted Library @ James Prendergast Library
- October 24th, 11 AM – 7 PM
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- Costume Storytime @ James Prendergast Library
- October 29th, 4 – 5 PM
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- Boo Bash @ Myers Memorial Library
- October 30th, 6:30 – 8 PM
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- Halloween @ Ashville Library
- October 31st, 2 – 4 PM
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Candy Collecting
- Trunk or Treat @ Aspire of WNY
- October 23rd, 4 – 6:30 PM
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- Trunk or Treat @ Lakewood YMCA
- October 23rd, 6 – 8 PM
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- Trunk or Treat @ Long Point State Park
- October 24th, 1 – 4 PM
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- Treat & Trot @ Dell Performance Horses
- October 24th, 4 – 7 PM
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- Jamestown Riverwalk Trick or Treat Trail
- October 24th, 5 – 7 PM
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- Girl Scout Troop 20267 Trunk or Treat
- October 25th, 4 – 6 PM
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- SUNY JCC Trunk or Treat
- October 29th, 5 – 7 PM
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- Dunkirk Halloween Trunk or Treat
- October 30th, 4 – 6 PM
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- Treats on the Trail @ Cassadaga Lakes Nature Park
- October 30th, 4:30 – 7 PM
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- Ellington Trunk or Treat
- October 31st, 5 – 7 PM
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Halloween-Themed Parties
- Hallowine Weekend @ Merritt Winery
- October 23rd – 25th, 10 AM – 8 PM (6 PM on the 25th)
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- Down the Rabbit Hole Halloween Party @ Chautauqua Art Gallery
- October 24th, 6 – 8 PM
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- Bats, Boos, & Brews Halloween Party @ Ivory Acres
- October 24th, 6 – 9 PM
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- Halloween Murder Mystery Dinner @ Liberty Winery
- October 24th, 6:30 – 8:30 PM
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- Ghoul’s Night Out @ Retro Vibe & Bites
- October 24th, 8 – 10 PM
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- Halloween Putt Putt Club Crawl
- October 25th, 12 – 8 PM
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- Halloween Fun Fair @ Chautauqua Safety Village
- October 28th, 4 – 7:30 PM
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- Halloween Party @ Roger Tory Peterson Institute
- October 29th, 5:30 – 7 PM
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- Hallowine Treat Flights @ Five & 20 Spirits and Brewing
- October 30th, 10 AM – 8 PM
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- TheZone Halloween Party
- October 30th, 5:30 – 7:30 PM
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- Halloween Party in Bemus Point
- October 30th, 6 – 9 PM
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- Halloween Karaoke @ The House That Jack Built
- October 30th, 8 PM – Midnight
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- Halloween Train Ride
- October 31st, 11 AM – 4 PM
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- Brocton Halloween Community Event
- October 31st, 12 – 3 PM
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- King-O-Ween Halloween Party @ The Empty Pint
- October 31st, 5 – 9 PM
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- Rave at the Grave @ Raven & Thorn
- October 31st, 8 – 11:30 PM
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- Vampire Ball @ Wicked Warren’s Jamestown
- October 31st, 8 PM – Midnight
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- DJ Cheech, Disco Till Dead Halloween Party @ The Tap Room
- October 31st, 9 PM – Midnight
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- HALLOWEEN: SINVERGÜENZA — PURGE NIGHT
- October 31st, 9 PM – Midnight
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- Boos & Brews @ Peek’n Peak
- October 31st, 9:30 PM – Midnight
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- Halloween II with Mister Green & Stereo Death @ Jamestown Wine Cellar
- October 31st, 9:30 PM – Midnight
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Variety Events I Can’t Think of a Specific Category For But Are Still Super Cool
- Pearl City Sirens Halloween Burlesque Show @ Sneakers Bar
- October 24th, 9 – 10 PM
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- Spooky Sprinkles Market @ Full Moon Rising Bakery
- October 24th, 12 – 7 PM
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- Halloween Cake Class @ U-Take The Cake
- October 28th, 6 – 7:30 PM
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- The Rocky Horror Picture Show @ The Reg Lenna
- October 30th, 10 PM – Midnight
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