We have searched high and low for the best events and festivals going on in Hampton Roads, Richmond, and Williamsburg this weekend. 

Every week we compile the best weekend events happening in Hampton Roads, Richmond, and Williamsburg. Check out the list of our 10 favorites for this weekend, October 18–20. 

Hampton Roads

Annual Fall Town Point Virginia Wine Festival | Town Point Park, Norfolk | Saturday and Sunday

Over 30 local wineries will gather at Town Point Park to bring over 200 of Virginia's best wines for you to taste, as well as live music, wine seminars, and specialty wares for purchase. Wine can be purchased by the glass or bottle. Tickets are $25-$40 each. Get them here! Check out the event here!

Courtesy of Norfolk FestEvents

Bluebird Gap Farm Festival | Bluebird Gap Farm, Hampton | Sunday

Head on down to the Bluebird Gap Farm to participate in a variety of children's activities: live entertainment, punkin' chunkin', Giant Straw Slide, hayrides, storytelling with Old MacDonald, food trucks, and more. Once you're ready to leave, head on over to the pumpkin patch to find your perfect carving pumpkin! You won't want to miss this event! Read more about it here!

Pumpkin Patch

Courtesy of Bluebird Gap Farm Festival

Night of the Living Museum | Virginia Living Musem, Newport News | Friday and Saturday

The Virginia Living Museum will be dressed from head to toe with Halloween decorations for two days only. Here, kids can enjoy a variety of spooky activities, including pumpkin-carving, animals, trail walks, dances, pirates, and princesses. Dress up as your favorite animal or any other costume you wish to wear while you trick-or-treat your way through the museum and collect enough candy to last you until Halloween! Tickets are $15 each. Read more about the event on Visit Richmond's website!

Kids viewing artifact

Courtesy of Virginia Living Museum

The NEON Festival | NEON District, Norfolk | Friday

Get to know everything wonderful about the NEON District through art and culture. This festival showcases the talents of the local artists and brings the community together. Upon arrival, you can expect an array of festivities: local live entertainment, glass blowing, the addition of five new art murals, artist demonstrations, and more. The event is free and open to the public. Read more about it here!

NEON Festival Banner

Courtesy of Virginia is For Lovers

Virginia Beach Craft Beer Festival | 30th Street at Virginia Beach Oceanfront | Saturday–Sunday

Hang out by the beach with over 30 local breweries who will be offering 60 original brews for tasting. Each ticket will earn you unlimited tasting, a commemorative cup, and live music. While here, you may find your new favorite brew and local brewery that you plan to return to. Tickets are $25 apiece; get them here!  Check out the event on Virginia Beach Live the Life's website.  

People Under Tent


Broken Bone Bathtub | Firehouse Theater | Friday–Sunday

Experience an interactive play about a woman's serious bike injury and the aftermath as she musters up the courage to ask for help! You will play her friends who share their experiences in life and listening to her side of the story. Addresses will be kept secret until ticket purchase and cannot be shared with anyone else. Tickets are $25 each; get them here! Read more about the play, here!

Girl in Bathtub

Courtesy of Firehouse Theater

Harvest Party | Courthouse Creek Cidery | Saturday

Enjoy delicious tapas-inspired dishes prepared by executive chef Justin Burchill, as well as the opportunity to taste the local ciders and wines. Each dish will have locally produced foods and be paired with a cider. Check it out here!

Fish Dinner

Courtesy of Visit Richmond

Halloween Bash and Benefit | River City Roll | Friday

Black Rabbit Tattoo is hosting a charitable event filled with Halloween-themed festivities including costume contests, raffle prizes, photo booth, bowling, and more. There will be plenty of delicious food options available (including vegan options) and drinks to enjoy. The winner of the costume contest will win a $100 gift card to Black Rabbit Tattoo. Admission is free. Read more here!

Halloween Bash and Benefit Banner

Courtesy of Halloween Bash and Benefit

2nd Annual RVA Booklovers' Festival | Jefferson Park | Saturday

Enjoy all things literary at the Booklovers' Festival by participating in events with authors, crafters, local cuisine, and more. Here, you can share your ideas and favorite books, as well as discuss literary works and visit local literary locations around Richmond. Admission to the event is free. Learn more here!

RVA Booklovers' Festival

Courtesy of RVA Booklovers' Festival 


TRIBEapalooza Music Festival | The Virginia Beer Company | Friday

Dance along at The Virginia Beer Company to local William and Mary alumni bands while you sip on delicious local brews! There will be three local food trucks serving food: Shakedown Eats Food Truck, The Hungry Pug Food Truck, and Smoked Buscuit, Inc. If you wear your green and gold gear, you will receive a discount. The event is free and open to the public. Read more here!

Music Festival

Courtesy of Visit Williamsburg

What are you planning to do this weekend? Have any other recommendations for us? Tell us in the comments!