Williamsburg This Weekend

Thu, Oct 23 - Sun, Oct 26

In Partnership With:

Good Morning, Williamsburg!

Zach here again! I enjoy kicking things off with a nice morning corny, so here’s one more! Which Star Wars character had the sniffles??…… AhhhCHOO D2 😂 I can only hope that made you smile! If not, I’ll just keep laughing at my own joke here, ha!

A busy week for you all - lots of great events for kids & grandkids with Halloween approaching!

A LADIES GIVEAWAY is at the very bottom. You don’t want to miss it!

Today’s Order: News🗞️, Trivia🤓, Events🥳, Real Estate🏠, Live Music🎤, Giveaway🤘

The Lowdown 📰🗞️

This Week’s Top Stories:
Some local stories are behind a paywall, so we do our best to provide clear summaries.

Williamsburg Area Arts Commission Opens FY27 Grant Application 🎨🎭🎵
WAAC Chair Thomas Phelps encourages applications for those involved in the arts. “Art exhibitions, dance concerts, music concerts, theatre productions, full symphony presentations… are available in the wider Williamsburg area… They are not only delightful programs for citizens to enjoy, but they also illustrate the artistic culture available to the community and to the many tourists who visit the area.” Read More and/or Apply! 

Don Chido Food Truck Opening Restaurant Given Strong Williamsburg Support! 🌮
Don Chido, a local latin fusion food truck with a focus on modern street tacos and small plates, has seen such tremendous support over the past 5 years from the Williamsburg community that it has announced a restaurant coming soon in Colonial Williamsburg on Prince George Street! Read More

💥Interested in advertising with us? 10,000+ locals read weekly! Fill out this form and we’ll get back you ASAP. 😁 

Mark Your Calendars!

The Williamsburg Beer Festival returns Friday, November 7th, from 4:30–8:30 PM at 5208 Monticello Avenue in New Town. This high-energy event features craft beer from local and regional breweries, plus delicious bites from Williamsburg restaurants—all included in your ticket. Attendees vote for the People’s Choice awards for Best Beer and Best Food, making every sip and bite count. All proceeds benefit the Howard Hanna Children’s Free Care Fund and its regional partner CHKD. Raise a cup for the kids and enjoy an unforgettable evening of flavor, community, and hometown pride. Discounted Presale Tickets at link below! ($40 drinkers & $20 non-drinkers)

Williamsburg Trivia 🧐

Fact or Fiction: Water Country is the largest water park in the state of Virginia.

Note: Virginia has over a dozen water parks (includes indoor/outdoor). Williamsburg is home to two of them.

Login or Subscribe to participate in polls.

Local Events!! 😁🎉 (things to do for all ages)

Be sure to watch for things labeled MAJOR EVENT as those are highly popular and ones not to miss!

Multiple Days

🎢 Busch Gardens Howl-O-Scream | Select Nights | Ends Nov 2

🏎️🏍️ (MAJOR EVENT) 3rd Annual Virginia Two-Day Fall Classic | Sat Oct 25 - Sun Oct 26 | More Info
HUNDREDS of cars, trucks and motorcycles; live music, food, craft vendors, and more!


Thursday 10/23

🎶 York County School Division Marching Band Expo | Bailey Field | 6-7:30pm
Experience the highly rated bands of all four York County School Division marching bands!

🧵 Teen Quilting | James City County Library | 5-8pm

Friday 10/24

🎃 RevGolf’s Halloween Party: “Dress to Kill” | Revolution Golf and Grill | 7-10pm
Grayson Torrence (American Idol Top 24) will perform, Photo Booth, Delicious Menu, Tarot Card Readings, and more!

🍷 Reading Between the Wines | Kingsmill Resort | 6:30-11pm | Tickets


Saturday 10/25

🛍️ Williamsburg Market | DoG Street | 8am-12pm

🛍️🐾 Yorktown Market Days (SPECIAL WEEK): Paws at the River | Riverwalk Landing | 9am-12pm | More info

🎃 8th Annual Kid’s Morning Out: Pumpkin Pick-N-Paint | 500 Jamestown Road | 9am-1pm

🍼 Breastfeeding Support Group Meeting | Williamsburg Regional Library | 11am-12pm

🥳 Billsburg 8th Birthday Bash | Billsburg Brewery | 11am-11pm
Bounce House & Artisan Market, Various Singers, Multiple Food Trucks!

🟡 Halloween Pickleball Pandemonium (Tournament) | Veterans Park | 2-6pm

🥳 Field Dayz 2025 (7th Annual) | Lawn of Arts Museums (Colonial Williamsburg) | 4:30-8pm

👗 IPC Bridgerton Rewind Gala 2025 | DoubleTree by Hilton | 6-11pm | Tickets
Elegant evening of dining, entertainment, dancing, and fun!

🎶 Williamsburg Choral Guild Concert (50th Anniversary Season) | Williamsburg Presbyterian Church | 7:30pm
Concert titled “Voices of Williamsburg” as the event contains HS & College Vocal Competition winners, as well as pieces sung with the William & Mary Choir.

👻 Adult Halloween Party & Charity Event | Williamsburg Moose Lodge | 6-10pm


Sunday 10/26

🍺 (MAJOR EVENT) Yorktoberfest Craft Beer Festival | Riverwalk Landing | 12-5:30pm

🪡 Sit & Stitch | James City County Library | 1-2:30pm
Knitters, Crocheters, and Hand-Stitchers welcome!

🎃 Trunk or Treat Fall Festival | 215 Richmond Road (Williamsburg Presbyterian & Baptist Churches Collaboration) | 4:30-6:30pm
Trunk or Treat, Food, Pumpkin Decorating, Face Painting, Games, Hot Dogs, Hot Chocolate, Inflatable Obstacle Course, and More!

🎃 Wellspring’s Annual Trunk or Treat | Wellspring United Methodist Church | 3-5pm


Notable Upcoming Events (mark your calendars)

🍂🎪 (MAJOR EVENT) Williamsburg Fall Festival | Sat, Nov 1 | 12 - 4pm

🚛 Monster Jam: Monster Trucks | Hampton Coliseum | Nov 1-2 | Tickets

🍺 Williamsburg Beer Festival | New Town Parking Lot | Fri, Nov 7 | 4:30-8:30pm

Local Real Estate 🏠🏘️🏡

Take a look at some of the most popular listings this week! And make sure to use David Tortolini for your real estate needs - he is easily one of Williamsburg’s best.

Breathtaking Entryway! Click to See!
3 Bed 3 Bath 2,886 Sqft - $675,000

Luxury Townhome at AMAZING Price!
3 Bed 2.5 Bath 2,093 Sqft - $380,000

Make sure to let David know you saw him in The Early Burg!

Live Local Music 🎙️🎵🎷🎸

Show your support for local artists & businesses!

Location | Artist | Time

Thursday 10/23
Cook’s Burger Bar | Marc Alwine | 6-9pm
Alewerks Taproom | Jukebox BINGO | 6-8pm
Two Drummers | Cody Christian | 6:30-9pm
Cowboy Cactus | Karaoke | 7-10pm
Brass Tap | Open Mic Night w/Nadia Koz (Weekly) | 7-10pm

Friday 10/24
Berrett’s Seafood | Marty C Moore | 3:30-6:30pm
VooDoo Brewing | Nathan Lienard | 5:30-8:30pm
The Hound’s Tale Corner BARkery | Mouse on a Motorcycle | 5:30-7:30pm
Billsburg Brewery | Hangar 09 | 6-9pm
Frothy Moon Brewery | Olde Virginia Company | 6-9pm
Virginia Beer Company | Red Stapler Duo’s Concert Series | 6-9pm
Cul’s Courthouse Grille | JP Experience | 6-9pm
Indian Fields Tavern | Todd Tipton (Double T Tipton) | 6-9pm
Virginia Beer Company | Wyatt Baldwin | 6-9pm
The Brass Tap | Aaron Fulcher | 7-10pm
The Corner Pocket | Dirty LIX | 7-10pm
Revolution Golf and Grille | Grayson Torrence (American Idol Local) | 7-10pm
Highway Pizza | Karaoke Night | 7-10pm
Strangeways Brewing | Open Mic | 7-9pm
YROC Coastal Bar & Grill | Trevor Daniel & The Reef | 8-10pm
Cowboy Cactus | Vinyl Headlights | 8pm-12am

Saturday 10/25
Billsburg Brewery | 8th Birthday Bash | The DeLoreans at 12pm and Barry Manilow’s Wardrobe at 5pm
Amber Ox | Nathan Lienard | 11am-2pm
Saude Creek Vineyards | Solo Acoustic | 2-5pm
Indian Fields Tavern | Crisis in the Big Barn | 6-9pm
Virginia Beer Company | Nathan & Friends | 6-9pm
Cowboy Cactus | Guilty Fixx | 7-10pm
The Corner Pocket | James River Misfits | 7-10pm
Revolution Golf and Grille | Sidepiece RVA | 7-10pm
Cul’s Courthouse Grille | Friends of Soul | 7-10pm
YROC Coastal Bar & Grill | StonesThrow | 8-10pm

Sunday 10/26
Frothy Moon Brewhouse | Sunday Mornings Unplugged! | 11am-1pm
Cul’s Courthouse Grille | Addison Liming | 12-3pm
Indian Fields Tavern | Zack Artis | 1-4pm
Virginia Beer Company | Stella Haile Music | 3-6pm
The Corner Pocket | Nadia Koz | 7-10pm

Free Giveaway 🏆👏

This week is a giveaway is for the ladies!!

Personalized skincare session for you and up to 4 friends - right in the comfort of your home! This relaxing, no-pressure class includes a custom facial routine using Mary Kay’s award-winning skincare products. It’s the perfect girls’ night in, and you’ll leave glowing (literally and figuratively)! You will also receive one of Mary Kay’s famous Satin Lips Sets during your skincare session!

Would you like to enter to win? Must be 18 or older to enter.

Just click and you're in!

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A big thank you to Mary Kay Consultant, Jill Warren for offering such an awesome prize!

Did you enter? If so, great! Check back next week to see if you won!

Thank You!

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