1. Historic & Haunted Happenings

Visit Poe's Room at the University of Virginia

Did you know Edgar Allan Poe once called Charlottesville home? The American writer and poet attended UVA for about 10 months in 1826. Self-guided tours of his room on UVA Grounds are available year-round, though foot traffic picks up around Halloween, thanks to Poe’s flair for gothic and supernatural writing.

Escape 'The Raven Room' at Unlocked History

For an extra spooky night out, head to Unlocked History Escape Rooms for a history-themed adventure! 'The Raven Room' challenges teams of three to seven players to locate Poe, who has gone missing during his first year at UVA. The escape room is filled with puzzles, jump scares, and takes about an hour to complete.

2. Monster Mash at These Music Events

3. Go Trick or Treating on the Lawn

Pint-sized heroes, ghosts, and the like will descend on the University of Virginia for the annual “Trick-or-Treating on the Lawn” celebration. The 2026 date will be announced in September.

This longtime tradition was established by students in the late 1980s! Residents and members of approximately 70 student groups and organizations will be stationed in each of the 54 Lawn rooms as well as the West Range to give out treats.

4. Events for Howl-O-Ween Lovers

Doggie Howl-O-Ween on the Downtown Mall

Head to the pedestrian Downtown Mall on Saturday, October 24th from 4-8:30PM for trick or treating with your dog (for dog treats instead of candy), hosted by Pawprints Boutique. There will be a costume parade starting from the Pavilion with a contest and prizes at Pawprints Boutique afterwards. Lots of treats, prizes, raffles and fun, including a photographer, sketch artist, and face painters! Suggested donation of $15 goes to the Charlottesville-Albemarle SPCA.

SPCA Fall Festival (Costume Contest and Doggie Pie-Eating Contest)

Bring the whole family to IX Art Park on Sunday, October 4th from 11AM-3PM for a fun-filled day to support the lifesaving work of the Charlottesville-Albemarle SPCA! Admission is free, with kid, canine, and adult activities that celebrate both the fun and the mission behind animal sheltering. Fall Fest will feature an onsite raffle, a dog costume contest, flash tattoos and the hilarious dog pie-eating contest! Adoptions are sponsored the whole weekend thanks to Piedmont Tire Company!

5. Family-Friendly Festivities

Virginia Discovery Museum's Boo Bash

Head to the Virginia Discovery Museum on the Downtown Mall for their annual family-friendly Halloween carnival on October 29th and 30th, 2026. The Boo Bash is perfect for young children aged 2- to 8-years-old. Dress up in your most creative costumes and enjoy frighteningly fun carnival games, activities, and crafts like concocting potions, ooey-gooey glow-in-the-dark slime, and more!

Halloween Hangout at Dairy Market

Stop by the Dairy Market on Friday, October 24th for a free, family-friendly evening of Halloween fun! Enjoy live music, trick-or-treating, a dog costume contest, games, and face painting. Kids can get creative with pumpkin painting and crafts while supplies last.

Jackfest

This family-friendly festival, hosted at Foxfield from 12-4PM on Sunday, October 18th, is all about fun, community, and raising money to help families battling childhood cancer. ​JackFest has a wide variety of fun activities including kid's running races, bounce houses, games, truck/emergency vehicle touch, arts and crafts, cartoon portraits, food trucks, and local wine/beer for adults!

YMCA Halloween Hustle (10K Run & 2 Mile Walk)

Celebrate Halloween and support a good cause with the YMCA Gatorade Halloween Hustle 10k Run & 2 Mile Family Walk on Saturday, October 31st. This family-friendly event is a great way to get some exercise, enjoy the fall weather, and give back to the community. Participants are encouraged to wear their favorite Halloween costumes, and there will be plenty of treats and surprises along the way!

6. Frights After Dark: Adult Halloween Events

Fantasy Festival Afterparty - IX Art Park

When the outdoor festivities end on October 31st, the realm opens inside The Looking Glass at 9PM for a neon-soaked, adult-only night of DJs, performers, art, and celestial libations. Expect a high-energy dance floor, immersive visuals, and costumed creatures of every kind. Costumes are highly encouraged - come as your boldest alter ego!

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