Boo! Williamsburg, Virginia – with it’s fun family vibe, rich history, beautiful fall weather, and diversity of activities – is the perfect place for people of all ages to get into the Halloween spirit.  Here’s your guide to all the fun n 2019:

October 19

Boo Bash at the Beach

williamsburg pumpkin patch halloween and October activities in williamsburg virginia for visitors and locals

Jamestown Beach is the place to be for some Halloween family fun. From 1-4pm kids 12 and under can participate in riverside trick or treating, plus pumpkin carving and decorating, games food and more. Cost is $5 per car

Jamestown Beach Event Park is located at 2205 Jamestown Road.

High Street Trunk or Treat

The Shops at High Street present the High Street Trunk or Treat Fall Festival to showcase the nonprofits serving Greater Williamsburg! The event features a scavenger hunt, a caricaturist, games, contests, a photo booth plus trick or treating provided by local nonprofits. The festival is FREE!

Saturday, October 19, 2019 at 5 PM – 8 PM, High St, Williamsburg, VA

Yankee Candle Halloween Bash

Have some spooky fun with tricks and treats! The Yankee Candle Flagship store in Williamsburg is offering a Costume Contest for 13 years & younger! (Check in 1pm-2pm, winners announced at 3pm.) Plus, Trick or Treat around the Village! 11am-4pm – FREE crafts with Mrs. Claus! 11am-2pm – Meet & Greet with Ollpheist, the wood spirit! 12pm-2pm – Mad Science, see what’s cooking in the cauldron! 12pm,-3pm – Halloween Photos* with Santa by Helen’s Place Photography,11am-4pm – Free caricatures with Daniel Ryman, 11am-4pm and Pumpkin Painting*, raffles, kid-friendly games, 12pm-3pm

Saturday, October 19, 2019 at 11 AM – 4 PM – Yankee Candle Village 2200 Richmond Rd, Williamsburg, Virginia 23185

Oktoberfest Festival at The Pottery

Come enjoy pumpkin painting/ carving, balloonist, live music, large wine tasting and more at the Williamsburg Pottery. There will be a pumpkin carving and pumpkin painting contest for adults and children with a chance to win cash.

Saturday, October 19, 2019 at 12 PM – 4 PM, 6692 Richmond Rd. 

October 25-26

Family Frights at Jamestown Settlement

Family Frights at Jamestown Settlement is a fun and not-too-scary event for elementary-aged children and their families that features trick-or-treating, ghost stories, haunted houses and Halloween-themed games.

The event takes place on Oct. 25 and Oct. 26 from 6:30-9 p.m. $7 for kids ages 4-12 and $3 for adults. Kids 3 and under are free. Learn more

Ghost Trail Hayrides

Grab the family and enjoy a haunted hayride through the woods of York River State Park. You’ll hear all about the spooky past of the region including tales of local witches, pirates and more. Offered Oct. 25, Oct. 26 and Nov. 1 from 6:30-10pm. $4 per person.

York River State Park, 9801 York River Park Rd., Williamsburg, VA 23188

Carlton Farms Halloween Fest

Carlton Farms wants to get you into the Halloween spirit with their fall festival featuring Hayrides, pony rides, a petting zoo, pumpkin decorating, face painting, a fortune teller, haunted stalls, games, prizes – plus refreshments, s’mores around the fire pit, a children’s halloween movie and more. $20/person (pre-purchase), $30/person (at the door). Bring your bucket and dress in your costume – the event is family friendly and fun for all ages. Friday, October 25, 2019 at 5 PM – 9 PM

Located at: 3516 Mott Ln, Williamsburg, Virginia 23185

WISC Trunk or Treat

Kids can Trick or Treat in a safe environment and parents can check out lots of Williamsburg vendors along the way. Lots of tricks, treats, games and a costume contest! Pre-sale tickets can be picked up at the WISC Customer Service desk within 48 hours of purchase. Pre-sale tickets will run through October 24, 2019. Afterward you can pay at the door.

Saturday, October 26, 2019 at 4 PM – 6 PM, 5700 Warhill Trl, Williamsburg

October 29

Trick or Treat on the Row

The 6th Annual Trick or Treat on the Row will be held on October 29 and everyone is invited! Fraternities, partnered with sororities, will be giving out treats and goodies at the fraternity houses on Ukrop Way. Suggested parking for attendees is the Kaplan Arena Lot. The fraternity houses are directly across the street from the arena. Campus maps may be accessed here:

Tuesday, October 29, 5 PM – 7 PM, The College of William & Mary

Ongoing October 1-31

Haunted River Cruise

Scary tales of Williamsburg’s past are not limited to the land. The Haunted River Cruise at Jamestown Island offers guests the opportunity to hear spooky stories about America’s oldest permanent English settlement while onboard a 28 passenger pontoon boat.

Tours are available on select evenings throughout October and leave from the James City County Marina at 2054 Jamestown Road. Reservations must be made in advance – tickets are $26 for adults. Grab a beer from Billsburg Brewery and a bite to eat from a food truck when you’re done! Learn More.

Busch Gardens Howl-O-Scream

For more than 20 years, Busch Gardens Howl-O-Scream in Williamsburg has been entertaining guests with fun, fear and frights like no other. This year’s haunted houses include the new Vault Overtaken where Jack summons back his old friends including Igor, Frankenstein, and more to help him take his terrorizing to new heights. Other haunted houses include Circo Sinister, Lumberjack, Frostbite and Demented Dimensions – just to name a few. Plus, you’ll enjoy all sorts of spooky characters, shows, escape rooms and terror-tories to guarantee a frighteningly good time. Learn more at Busch Gardens Williamsburg in Virginia


Head to Toano for Pumpkinville a local family farm that features a pumpkin patch, gourds, seasonal vegetables and fall crafts. The kids will enjoy hayrides, corn mazes, games and more. 9AM-8PM Sun-Thur and 9AM-9PM Fri and Sat all through the month of October. Located at 7691 Richmond Rd in Williamsburg.

story by writer: Molly Alger

Previous articleLocal Restaurants Serving Thanksgiving Dinner
Next articleWilliamsburg Weekend Things To Do November 1-3, 2019


Please enter your comment!
Please enter your name here