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Hey neighbor,
Halloween lands on a Saturday, and Culpeper is going all in. The day starts with trick-or-treating at the final Culpeper Downtown Farmers Market of the season, then Belmont Farm Distillery throws a free Touch a Truck & Trunk-or-Treat with fire truks and a real medevac helicopter, and at 5 PM downtown merchants hand out candy along East Davis Street. Grown-ups get an 80s costume bash with Radio Redline at Death Ridge Brewery, Culpeper Ghost Tours after dark, and closing weekend of Windmore's Hunchback of Notre Dame at the State Theatre. The Goosebumps driving tour lights up one last time Sunday, the same night you get an extra hour when the clocks fall back. Grab your calendar, we're pulling up.
— J. Patrick
✨ Fairy Pick of the Weekend
Touch a Truck & Trunk-or-Treat at Belmont Farm
Touch a Truck and Trunk-or-Treat at Belmont Farm Distillery
Saturday, October 31 | 12:00–4:00 PM 📍 Belmont Farm Distillery, 13490 Cedar Run Rd, Culpeper
Belmont Farm's fourth annual Touch a Truck turns the distillery grounds into a Halloween playground. The Culpeper, Richardsville, and Rapidan fire departments, the Sheriff's Office, REC, Rusty's Towing, and more roll in their rigs, and PHI Air Care brings a helicopter the kids can actually climb into.
Add Route 33 Bluegrass, face painting, a bounce house, hayrides, and free candy, with beer and bourbon for the grown-ups. Admission and parking are free. It wraps at 4, which leaves just enough time to refuel and head downtown for trick-or-treating on East Davis Street at 5.
📅 Weekend Rundown
Friday, October 30
🏛️ Highlights of Montpelier Tour — hourly 10:00 AM–3:00 PM, James Madison's Montpelier, 11350 Constitution Hwy, Montpelier Station. Adults $34 ($1 off online), ages 12–17 $16, ages 5–11 $8. Add the free Enslaved Community Tour at 12:30 PM with any tour or property pass. Also Saturday and Sunday.
🃏 TCG Open Play Friday Nights — 4:00–7:00 PM, Collector's Den, 205 S East St, Suite 101. 🔁 Weekly. Free: Pokémon, Magic, One Piece, Lorcana, and more.
🧒 BOOM KIDZ Halloween Bash: Bring a Friend — 4:30–8:30 PM, BOOM KIDZ Studio, 16182 Rogers Rd, Culpeper. The last day of Halloween Bash Week: kids come to class in costume and bring a buddy.
🍬 Downtown Orange Trick-or-Treat — 4:00–6:00 PM, Main St, downtown Orange. Free. The Orange Downtown Alliance has free pumpkins and pumpkin decorating at the Train Depot, 122 E Main St. Check before you go.
⚔️ Friday Night Magic: Commander — 5:00–9:00 PM, Final Boss, 201 N Main St. 🔁 Weekly.
🚗 Trunk or Treat at Autumn Care of Madison — 5:00–7:00 PM, Autumn Ct, Madison. Candy, costumes, and decorated trunks for all ages. Check before you go.
🎙️ Trivia Night with the Trivia Guy, Brandon Hamilton — brewery opens 5:00 PM, trivia 6:00–9:00 PM, Belmont Farm Distillery, 13490 Cedar Run Rd. 🔁 Weekly Friday. Free, teams or solo, five rounds including Name That Tune. No phones, and you're welcome to bring your own food.
🎭 The Hunchback of Notre Dame: Dinner Theater Fundraiser — dinner arrival 5:30–5:45 PM, show 7:00 PM, Historic State Theatre, 305 S Main St. Closing weekend of Windmore's first show with a live orchestra and choir, Italian dinner and dessert included. $70 general, $100 front row, $150 sweetheart table for two; benefits Habitat for Humanity of Culpeper County. Get tickets here. Also Saturday and Sunday.
🎃 Goosebumps Spooktacular Driving Tour — 6:00–9:00 PM nightly through Sunday, decorated homes across Culpeper County. Free; the route map is posted on Culpeper County Parks & Rec's Facebook page.
Saturday, October 31
🥬 Trick-or-Treat at the Culpeper Downtown Farmers Market — 7:30 AM–12:00 PM, Culpeper Baptist Church lot, 318 S West St. The last market of the regular season, and vendors have treats for kids in costume. See Farmers Markets below.
🧘 Special Spooky Outdoor Yoga — 10:00–11:00 AM, Hebron Lutheran Church, 899 Blankenbaker Rd, Madison. Several Pranapiloga teachers lead an all-levels flow on the church's 9 acres. $20 (cash, Venmo, or check); bring your own mat and water.
🏛️ Downtown Culpeper History Walking Tour — 11:00 AM–12:30 PM, starts at 111 Commerce St. $25, family-friendly; book at historywalksculpeper.com or 540-624-8280. Also Sunday.
🍷 Halloween Hot Cocktails — 11:00 AM–12:30 PM, Revalation Vineyards, 2710 Hebron Valley Rd, Madison. A hands-on class: mulled wine, hot port cocktails, a hot Petit Manseng and ginger, and a zero-proof hot verjus. $30, only 30 spots. It's also the last day of Richard Young's landscape show in the tasting rooms.
🚒 Touch a Truck & Trunk-or-Treat — 12:00–4:00 PM, Belmont Farm Distillery, 13490 Cedar Run Rd. ⭐ Fairy Pick — see above.
🎶 Halloween Party with South Canal Street — from 2:00 PM, The Barn at 678 Vineyard, 6097 Governor Barbour St, Gordonsville. Costumes encouraged. Check before you go.
🪦 The Great Beyond Tour — 2:00–4:00 PM, Montpelier Visitor Center, 11350 Constitution Hwy, Montpelier Station. Archaeologist Dr. Matthew Reeves leads a walk through four cemeteries on the property. $18 adults, $12 ages 12–17, free for 11 and under. Some bushwhacking, so wear sturdy shoes.
🍭 Culpeper Downtown Merchant Trick-or-Treat — 5:00–6:30 PM, 100 and 200 blocks of E. Davis St. Free. Show off your costume and collect treats from participating businesses, Culpeper Renaissance, and the Culpeper Police Department. Hop in anywhere along East Davis.
🕺 Halloween Costume Bash with Radio Redline — 5:30–8:30 PM, Death Ridge Brewery, 5393 Higher Ground Trail, Jeffersonton. An 80s cover band, a costume contest, and The Cheesy Griddle truk on site.
🚗 Culpeper Baptist Church Trunk or Treat — 5:30–6:30 PM, church lot, 318 S West St. Co-hosted with the church's Girl Scout troops, a block from the downtown trick-or-treat.
🚙 Eagles #4551 Trunk or Treat — from 6:00 PM, Tractor Supply, 588 Culpeper Town Square. Decorated trunks and candy from local families and businesses. Check before you go.
👻 Culpeper Ghost Tours — 6:30–8:00 PM, starts at 111 Commerce St. $25. About a mile at an easy pace, family-friendly, and "not a jump-scare tour." Book here.
🎭 The Hunchback of Notre Dame: Dinner Theater — dinner arrival 5:30 PM, show 7:00 PM, Historic State Theatre, 305 S Main St. See Friday.
🎃 Goosebumps Spooktacular Driving Tour — 6:00–9:00 PM, across Culpeper County. See Friday.
Sunday, November 1
⏰ Clocks fall back at 2 AM. Enjoy the extra hour.
🏛️ Highlights of Montpelier Tour — hourly 10:00 AM–3:00 PM, 11350 Constitution Hwy, Montpelier Station. See Friday.
🏛️ Downtown Culpeper History Walking Tour — 11:00 AM–12:30 PM, 111 Commerce St. $25.
🖼️ Art @ The Vineyard: Rachana Damani — opening day, Revalation Vineyards, 2710 Hebron Valley Rd, Madison. Free; the show hangs in both tasting rooms through Dec 31.
🐴 Saddle Fit 101 — 12:00–3:00 PM, Mad Tack, 7385 Wolftown Hood Rd, Madison. A free, hands-on session with live horses led by fitter Sam Martyn; please RSVP. Check before you go.
🍕 Pizza Sunday at Far Gohn Brewing — open 12:00–8:00 PM, 301 S East St, Culpeper. 🔁 Weekly.
🎭 The Hunchback of Notre Dame: Closing Matinee — dinner arrival 12:30 PM, show 2:00 PM, Historic State Theatre, 305 S Main St.
🎃 Goosebumps Spooktacular Driving Tour — final night, 6:00–9:00 PM. With the time change, it's dark by 6, so it's a perfect after-dinner drive.
🥬 Farmers Markets
Culpeper Downtown Farmers Market — Saturday, 7:30 AM–12:00 PM, Culpeper Baptist Church lot, 318 S West St. Rain or shine. This is the final market of the regular season, so stock up and say thanks to your favorite vendors. The winter market picks up Dec 5, 12, and 19 (10 AM–2 PM) at the Heritage Park lot, 605 E Spencer St.
Rappahannock County Farmers Market — Saturdays, 9:00 AM–12:00 PM, 12018 Lee Hwy, Sperryville. Open through Nov 21, so it's your go-to once the Culpeper market wraps.
🚛 The Flavor Route Sponsored by Trukfoo!
If you're here → go eat here. Straight talk: one truk has a confirmed Culpeper-area stop this weekend, The Cheesy Griddle at Death Ridge's Halloween Bash. Everything else is food at an event or a weekend pattern, so check before you head out.
Friday, October 30
🎙️ Bring your own dinner @ Belmont Farm trivia night, 13490 Cedar Run Rd, 5–9 PM — outside food welcome; no truk named
Saturday, October 31
🧀 The Cheesy Griddle @ Death Ridge Brewery, 5393 Higher Ground Trail, Jeffersonton, 5:30–8:30 PM — confirmed
🚒 Food vendors @ Touch a Truck & Trunk-or-Treat, Belmont Farm Distillery, 13490 Cedar Run Rd, 12–4 PM — none named yet (May's edition had kettle corn and ice cream)
🍺 Weekend food truk @ Old Trade Brewery, 13270 Alanthus Rd, Brandy Station — unconfirmed, based on the regular weekend pattern
Sunday, November 1
🍕 Pizza Sunday @ Far Gohn Brewing, 301 S East St, 12–8 PM — the brewery's own kitchen, based on the weekly pattern
👉 Want the full, always-updated schedule? Head to trukfoo.com to see every truk's stops in real time.
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Around Virginia
Central Virginia / Richmond
Scott's Addition Pumpkin Festival
Saturday, October 31 | 12:00–6:00 PM 📍 CarMax Park, 1771 Encore Ave, Richmond
Richmond's free Halloween block party moves into the brand-new CarMax Park, home of the Flying Squirrels, this year. Expect live music, fall treats, local craft beer, and costume contests for kids, adults, and dogs. Free to get in, so bring the whole crew in costume.
Charlottesville
Fantasy Festival at IX Art Park
Saturday, October 31 | 4:00–9:00 PM 📍 IX Art Park, 522 2nd St SE, Charlottesville
An all-ages Halloween takeover of Charlottesville's favorite art park: live performances, roaming fantasy characters, vendors and artisans, immersive art, and food and drink. Admission is free with a suggested $5–$25 donation per family, and grown-ups can stay for the 21+ afterparty from 9 PM to 2 AM ($15 presale, $20 at the door).
Northern Virginia
Cox Farms Fall Festival
Friday, October 30–Sunday, November 1 | 10:00 AM–6:00 PM (Sunday until 5; last entry an hour before close) 📍 Cox Farms, 15621 Braddock Rd, Centreville
Northern Virginia's go-to fall festival is in its final stretch (the season wraps Nov 8), and Halloween weekend is the time to go. Tickets are dated and priced by day: $20 Friday, $30 Saturday and Sunday. Buy online before you make the drive.
Hampton Roads / Virginia Beach
Beats & Treats, Five Points Park
Friday, October 30 | 5:30–8:30 PM 📍 Five Points Civic Plaza Park, 6123 Sewells Point Rd, Norfolk
A free Halloween-eve block party in Norfolk's Five Points neighborhood, with house music from DJ Amarosa, games, and giveaways. Costumes encouraged. Parking is suggested at Norview Baptist Church, 1127 Norview Ave.
Shenandoah Valley
Saturday, October 31 | 5:00–7:00 PM (costume contest at 6 PM) 📍 E. Main St, from Firehouse Ln to N. Broad St, downtown Luray
Local businesses and groups line East Main Street with candy, and more than 1,000 trick-or-treaters showed up last year. Free, rain or shine (canceled only for severe weather). Pair it with a stop at Luray Caverns and make a day of it.
More Virginia festivals: Festival Guides and Reviews.
That's the lineup, Culpeper. Whether you're climbing into a fire truk at Belmont, filling a candy bag on East Davis Street, or chasing ghosts downtown after dark, get out there and live it. Downtown doesn't slow down, and neither should you.
See you next weekend.
Pull up soon,
J. Patrick
🚀 Before You Go
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The Pull-Up is your weekly guide to food truks, festivals, local events, and hidden gems in Culpeper and beyond. Published by FestiveFly. Written by J. Patrick.