Holiday Events in Williamsburg: Your Guide to a Festive Season in the Historic Triangle

by Lisa Hatcher

The holiday season is one of the most magical times to explore Williamsburg. With sparkling lights, historic charm, lively festivals, and plenty of places to enjoy with family and friends, there’s no shortage of ways to celebrate. Whether you’re a local looking for traditions to revisit or a visitor discovering the area for the first time, here are the must-see events happening around town.

🎨 1. 2nd Sundays Art & Music Festival

Dates: Monthly through December
Location: Downtown Williamsburg
This community favorite turns several blocks of downtown into a vibrant mix of artists, handmade goods, musicians, food trucks, and performers. It’s a perfect weekend outing if you love supporting local makers or just want to enjoy a relaxed Sunday stroll with great energy all around.

🎄 2. Williamsburg Christmas Market

Dates: Nov 28–30; Dec 4–7; Dec 11–14; Dec 18–21
Location: Court Street
Inspired by European Christmas markets, this festive village features artisan vendors, mulled drinks, holiday décor, live music, and cozy photo spots. It’s a wonderful place to shop for unique gifts or simply enjoy the warm holiday atmosphere.

✨ 3. Grand Illumination at Colonial Williamsburg

Dates: Dec 6, 13 & 20
One of Williamsburg’s most beloved traditions, the Grand Illumination fills the historic area with candlelit windows, live performances, and fireworks lighting up the night sky. It’s the perfect way to kick off the season and experience Williamsburg at its most charming and historic.

🎅 4. Christmas Town at Busch Gardens

Dates: Nov 14 – Jan 4 (select nights)
Busch Gardens transforms into a winter wonderland with millions of lights, holiday shows, festive food, themed rides, and visits with Santa. It’s a great holiday outing for families, couples, or anyone who loves over-the-top Christmas magic.

🕯️ 5. Colonial Williamsburg Holiday Experiences

All season long, Colonial Williamsburg offers historic tours, seasonal décor, holiday music, and special programs that bring 18th-century holiday traditions to life. It’s perfect for anyone who enjoys blending history with festive fun.

🐾 Bonus: Light Dog-Friendly Notes

If you’re bringing your pup along:

Leashed dogs are welcome in many outdoor areas of Colonial Williamsburg
Some holiday markets allow pets in outdoor vendor sections
Williamsburg’s parks make great stops before or after events

Just a small way the area stays welcoming during the season.

🎁 Final Thoughts

Williamsburg shines during the holidays with a wonderful mix of history, lights, local flavor, and festive experiences for all ages. Whether you’re shopping, exploring with loved ones, enjoying the lights, or discovering new traditions, the season brings something special to every corner of the Historic Triangle.