Urbanna Family Friendly Events

The Annual 2025 Dan Gill's Bodacious Chili Cook-Off is FREE to everyone!

All chili chefs are invited to enter the Chili Cook-Off contest. There will be 2 divisions, Amateur and Professional.

Amateur Division

This division is open to all. Visitors to the cook off can taste the variety of chili available and vote for the amateur chili they like best. Prizes, along with bragging rights, will be awarded to 1st, 2nd, and 3rd place.

Professional Division (restaurants)

A panel of 3 judges will determine the best chili with cash and prizes awarded to 1st ($100), 2nd ($50) and 3rd ($25) places. We encourage all contestants to get creative and “dress up” their booths to add even more fun to the festivities and to draw people to your booth.

The cook-off is being held at 213 Virginia St (Something Different’s parking lot) with beer garden and music. Enjoy your favorite beverage while tasting some of the best chili in the region. It’s February so this event is rain or shine, cold or hot.

Click the link below for complete details and to register.

Registration: 9am
Gates Open: 12noon
Judging: 3pm

Mardi Gras at Beth Page

Stock up on home grown and homemade treats, flowers and plants, just-picked produce, local pasture raised beef, fresh baked goods, artisan cheeses, clothing, jewelry, soaps, candles, local honey and who knows what else. Visit our special section just for local artist!
9am to 1pm

CLICK HERE to learn more about Participation or Sponsorship

4 to 8pm ~ Taber Park

On the grounds of a stately 17th century plantation, Arts in the Middle offers two days of entertainment in Virginia's River Realm with fine arts and fine crafts, music and local foods a stroll away from Urbanna, the area's most charming waterfront village.

ArtsInTheMiddle.com

Stock up on home grown and homemade treats, flowers and plants, just-picked produce, local pasture raised beef, fresh baked goods, artisan cheeses, clothing, jewelry, soaps, candles, local honey and who knows what else. Visit our special section just for local artist!
9am to 1pm

CLICK HERE to learn more about Participation or Sponsorship

Music, food, crafts, and entertainment. Fun for all ages.

4 to 8pm ~ Taber Park

Come to Urbanna for a Town-Wide Yard Sale. You're sure to find something you love. Urbanna businesses and residents will particpate. There will be a Goole map available with the loaction of each yard sale.

8am to 2pm

CANCELED due to rain

Stock up on home grown and homemade treats, flowers and plants, just-picked produce, local pasture raised beef, fresh baked goods, artisan cheeses, clothing, jewelry, soaps, candles, local honey and who knows what else. Visit our special section just for local artist!
9am to 1pm

CLICK HERE to learn more about Participation or Sponsorship

Music, food, crafts, and entertainment. Fun for all ages.

4 to 8pm ~ Taber Park

Founders Day: A Celebration of Urbanna's Colonial History

Stock up on home grown and homemade treats, flowers and plants, just-picked produce, local pasture raised beef, fresh baked goods, artisan cheeses, clothing, jewelry, soaps, candles, local honey and who knows what else. Visit our special section just for local artist!
9am to 1pm

CLICK HERE to learn more about Participation or Sponsorship

Music, food, crafts, and entertainment. Fun for all ages.

4 to 8pm ~ Taber Park

Musical Guest: Tommy Filkoski from 10am to 1pm.

Stock up on home grown and homemade treats, flowers and plants, just-picked produce, local pasture raised beef, fresh baked goods, artisan cheeses, clothing, jewelry, soaps, candles, local honey and who knows what else. Visit our special section just for local artist!
9am to 1pm

CLICK HERE to learn more about Participation or Sponsorship

Music, food, crafts, and entertainment. Fun for all ages.

4 to 8pm ~ Taber Park

From 4 to 7pm stroll along the charming streets of Urbanna while tasting samples of wine and oysters. Live music!

Online and physical ticket sales have ended. There are NO tickets available at the door.

*Guest may be asked to present valid proof of age ID. You can provide proof of payment by displaying your PayPal receipt on your smart phone.

Come to Urbanna for a Town-Wide Yard Sale. You're sure to find something you love. Urbanna businesses and residents will particpate. There will be a Goole map available with the loaction of each yard sale.

8am to 2pm

Put on your spookiest or funniest costume and hit the streets like you’ve never done before. Halloween is the perfect time to celebrate it here with wicked music, ghoulish friends, and spooktacular beverages. Crawl to our favorite haunts in Urbanna!

Mi Jalisco ~ 5 to 6:30pm

Little Jimmys ~ 6:30 to 8pm

Something Different ~ 8 to 11pm
Halloween Costume Contest

Music Sponsrs: Price Properties ~ Something Different ~ Urbanna Business Association

Urbanna Oyster Festival

Virginia’s official oyster festival. Highlights include Friday night’s Firemen’s Parade (7pm), Saturday’s Virginia State Oyster Shucking Contest (11am) and the right-out-of-Norman-Rockwell Oyster FestivalParade (2pm).

Friday: 9am to Midnight

Saturday: 9am to 6pm

Annual Lighting of the Trees

Join us for the annual festival of trees at 4:30pm December 7th at historic Lansdowne, 271 Virginia Street. There will be 16 trees decorated by local businesses, non-profit organizations and the local schools. The Middlesex High School Choir will be opening for the official lighting of the trees.

Voting is open to the public by ballot (Ballot box at Lansdowne) and by votes on the Urbanna Facebook page. Voting begins at 5pm on Friday December 6th through Saturday December 7th at 3pm. Winners will be announced at the lighting of the trees.

If you are interested in being a sponsor of this year’s event please contact Sandra Rudy – 804-837-1108

The famous Urbanna Christmas parade is now an all-day family event. It begins with “Breakfast with the Elves” and finishes with the spectacular Christmas parade. In between you’ll find alpacas, Christmas crafts for kids, wine tastings, a pet parade and more!

Click here for full schedule and offerings.

Want to enter a float or participate in the parade?
Click here

Details will be provided October/November 2025

Please do not call Urbanna Town Hall with questions. This is an Urbanna Business Association event.
Contact: uba@urbanna.com