Charlottesville Holiday Guide

If you are looking for a fun and beautiful getaway for the holidays, then look no further than Charlottesville, VA. The shopping is phenomenal. The events are spectacular. And the decorations rival any big city. Join us for any or all of these events this season: (photo above courtesy of Rob Garland Photography)

2022 Holiday Fun in Charlottesville

Charlottesville is a wonderful home for the holidays. With so many vineyards, breweries and wonderful places that want to share the holiday cheer, you get a wealth of options for fun things to do. Take a look at our ever growing list of fun things to do for the holidays in December 2022.

Holiday City Market

Special holiday editions of the City Market every Saturday through December 17th. Shop handcrafted items from a wide variety of artisans, home décor, kitchen utensils, jewelry, textiles, and more. Additionally there will be a great selection of produce, meats, and other groceries. Saturdays November 26, 2022 - December 17, 2022
8:00 AM to 1:00 PM
100 Water Street
Charlottesville, VA 22902Admission: FREE

Charlottesville's Grand Illumination

The Grand Illumination Holiday Concert brings seven exciting musical acts to the Ting Pavilion stage in celebration of the holiday season. Browse over two dozen Holiday Market vendors, kids-friendly bounce houses, face painting, games, a special visit from Santa and his North Pole friends! 7:25 p.m. starts the countdown to Charlottesville's Grand Illumination of the Holiday Tree. December 2, 2022
5:00 PM to 8:00 PM
Ting Pavilion
700 East Main Street
Charlottesville, VA 22902
Admission: FREE

Holly Days

James Monroe's Highland hosts the Virginia Discovery Museum for Holly Days, a family holiday program featuring a merry morning of cozy crafts, artisanal activities, and some very special stories from holidays past! Stay warm with cider and donuts and enjoy ornament-making, foliage-foraging, and candle-dipping.
December 3, 2022 10:00 AM to 12:00 PM
James Monroe’s Highland
2050 James Monroe's Highland
Charlottesville, VA 22902Admission: $18 per person. Children 1yrs and under are free.

Pro Re Nata Holiday Market

Pro Re Nata's 3rd Annual Holiday Market will host thirty vendors for a weekend of holiday sights, sounds, festive decorations, live music, photo stations, local artisans and regional small businesses, with a daily appearance by Crozet's original Santa! Hops Kitchen will be open daily with Holiday treats. December 3 & 4, 202211 AM to 6 PMPro Re Nata Brewery 6135 Rockfish Gap Turnpike Crozet, Virginia 22932
Admission: FREE

Santa Claus is Coming to the Dairy Market
Sleigh on over to the Dairy Market where Santa will be waiting for you in Brigid & Bess. Families can meet Santa, take photos, and make their Christmas wishes.
December 3, 2022 1:00pm-5:00pm December 10, 2022 10:00am-1:00pm Dairy Market
946 Grady Avenue
Charlottesville, VA 22903
Admission: Free

Crozet Holiday Market Hosted by Bluebird & Co.
Take Photos with Santa & the Book Trailer! Featuring over 20 vendors, staged at all of your favorite local Crozet businesses within walking distance.
December 10, 2022 12:00 PM to 4:00 PMBluebird & Co.
5792 Three Notched Road
Crozet, VA 22932
Admission: FREE


There’s no escaping it: The pandemic means a lot of things are different this year. With many extended families celebrating the holidays from a distance, holiday family photos to share with loved ones near and far will be more cherished than ever. And the good news is, Charlottesville has a wealth of gorgeous outdoor locations for perfect family photos. Share them with Grandma and Grandpa until you can get together in person again. Just remember to mask up before and after the photos are taken! (Photo above by Insider @JenFariello)


The holidays are here, avoid the worry of shipping delays and supply chain shortages by supporting local businesses. Here is our list of the best holiday shopping locations for 2021. Get out there and help your community to make this a wonderful Winter of 2021.

Darling Boutique

Looking for something unique for the ones you love? Darling Boutique has am amazing selection of holiday gifts from ornaments to 100% Grinch Jar Candles to get that holiday scent into the air.

The Holiday Market at Pro Re Nata

Join Pro Re Nata for sights, sounds, and mimosas on Saturday December 4th.

The Charlottesville Grand Illumination

Enjoy a great Charlottesville tradition and see a large number of local vendors all in one place.

The Wool Factory - 1st Anual Holiday Market

Join the Wool Factory on the 11th or 12th of December for curated craft wines, pastries from Cou Cou Rachou and other fun and help support local businesses.

Know of a gift shop we missed? Email us at to let us know. And if you are coming into town, Stay Charlottesville has the perfect place for you to rest after your busy shopping days!


If you are looking for a fun and beautiful getaway for the holidays, then look no further than Charlottesville, VA. The shopping is phenomenal. The events are spectacular. And the decorations rival any big city. Join us for any or all of these events this season: (photo above courtesy of Rob Garland Photography)

Special Shopping

Martha’s Market – November 15-17 at Boar’s Head Pavilion

This annual event brings together craftspeople and artisans from near and far, giving you a chance to shop for all of your Christmas gifts in one place while supporting a great cause, women’s healthcare programs at Martha Jefferson hospital.

Shops at Stonefield – November 23rd

Shopping is always great here, but on November 23rd it will be even more festive with a craft fair, tree lighting (6:15pm), kids activities and more.

Craftacular – December 7th at Carver Recreation Center

Join Craft Cville for a great shopping experience featuring local handmade items.


Crozet Volunteer Fire Department Christmas Parade – December 1st at 3pm. Ends at the Firehouse.
Barracks Road Annual Holiday Parade – December 7th at 9:30am. Begins and ends in the Barracks Road Shopping Center


Scottsville Tree Lighting Ceremony – November 30th at 5:45pm at Canal Basin Square in Scottsville, VA.
Lighting of the Lawn – December 5th on the UVA Lawn with security gates opening at 6pm
Charlottesville’s Grand Illumination – December 6th, 4:30pm, at the Sprint Pavilion downtown

Events at Wineries, Breweries, and Cideries

Early Mountain Vineyards – Deck the Halls Holiday Fair – November 30th and December 1st, 12pm-5pm
Cardinal Point Winery – Meals on Wheels Santa Event and Holiday Gift Drive – December 7th, 1pm-4pm

Events at Historic Sites

Monticello – Holiday Open House – December 1st, 10am-4:30pm
Highland – Highland for the Holidays – December 9th through December 24th, 11am-5pm
Montpelier – Holiday Open House – December 7th, 9am-5pm


Robert Earle Keen: Countdown to Christmas – Jefferson Theater – December 8th at 7:30pm
Trans-Siberian Orchestra – John Paul Jones Arena – December 12th at 7:30pm.

Other Fun Events

Arc of the Piedmont – Santa Fun Run – December 8th at 11am starting at the Sprint Pavilion
Santa Pancake Breakfast – Discovery Museum – December 8th starting at 9am – Reservations requested.

And if you are coming into town for any of these events, find great places to stay on our Where to Stay page.

Know of a holiday event that we missed? Leave it in the comments to share with everyone!


The holiday shopping season officially kicks off this week with Black Friday and Small Business Saturday, and there's never been a more critical year to keep your dollars local. That's no sacrifice at all with Charlottesville's amazing array of locally owned stores where you'll find great gifts from original art to beautiful clothing and elegant home decor. And if you prefer to do your shopping online this year, most of these places have that base covered, too. What are you waiting for?

Bittersweet - You'll find jewelry, shoes and women's clothes with a boho vibe at this popular boutique on the Downtown Mall. This weekend, you'll get 20 percent off your whole purchase in-store and online! Use the code SHOPSMALL online Nov. 27-29.

Mincer's - 'Hoos across the land know Mincer's on the Corner as the go-to spot for all things UVA. You'll find orange and blue shirts, ball caps, gloves and much more. In fact, if you can put a UVA logo on it, Mincer's probably has it!

Folly - Sometimes you spot something you didn't even know you wanted. That's how we feel about these gorgeous wastepaper baskets at Folly, an eclectic home decor store in the North Wing of Barracks Road Shopping Center. Working from home never looked so good! 

Finch - Cozy sweaters, hip t-shirts, jewelry and home accessories like pretty bath balls make Finch a must-stop-to-shop on the Corner. And take a minute to say hello to the real birds that keep the store vibe alive with their cheerful chirping. Bonus for holiday shoppers: 20 percent off through Dec. 6.

C'ville Arts - The Charlottesville area is home to gifted artists and makers whose works make perfect gifts. From original photography and art to handmade jewelry and home goods, more than 50 artists display in this cooperative gallery on the Downtown Mall. We stopped to gawk at these handmade clocks by Allan Young.

Green Bean Baby Boutique - Soft organic clothing and other eco-conscious baby products make this boutique in the North Wing of Barracks Road Shopping Center. And some of their bib messaging is pretty fierce too!

Pawprints - In all the hustle and bustle of holiday shopping, don't forget the four-legged family members! From collars with panache to cozy sweaters for your pup, Pawprints boutique in Central Place on the Downtown Mall has the perfect gift for dogs, cats and the humans who love them.