Charlottesville Holiday Events

Pentatonix: Christmas in the City Tour

John Paul Jones Arena 28 Nov 2026

4th Annual Halloween Hustle 10K & 2 Mile Family Walk

151 McIntire Park Dr, Charlottesville, VA, United States, Virginia 22902 31 Oct 2026

Talmi Entertainment Presents: NUTCRACKER! Magical Christmas Ballet

215 E Main St, Charlottesville, VA, United States, Virginia 22902 8 Dec 2026

Wreath Making Workshop at Eastwood Farm & Winery

Eastwood Farm and Winery address 22 Nov 2026

Friendsgiving Cocktails & Cheer

The Bebedero 22 Nov 2026

Christmas at The Paramount

The Paramount Theater 19 Dec 2026

Merry Mixology: A Holiday Cocktail Experience

The Bebedero 13 Dec 2026

Christmas Movie Trivia | Alamo Drafthouse Cinema Charlottesville

Alamo Drafthouse Cinema Charlottesville 10 Dec 2026

Big Ray and the Kool Kats Present: Christmas with Elvis Starring Matt Lewis

215 E Main St, Charlottesville, VA, United States, Virginia 22902 3 Dec 2026

2026 Holiday Bazaar

Charlottesville Waldorf School 4 Dec 2026

Good Shot Judy Presents: A Crooner’s Christmas

215 E Main St, Charlottesville, VA, United States, Virginia 22902 9 Dec 2026

The First Street Flea: Holiday Market!

Darling x Dashing Boutique 5 Dec 2026

Holiday Party Classics

Birch & Bloom, Massie Road, Charlottesville, VA, USA 19 Dec 2026

Annual Holiday Event

Upscale Event Center 19 Dec 2026

Holiday Market @ Forest Lakes South

1650 Ashwood Blvd, Charlottesville, VA, United States, Virginia 22911 21 Nov 2026

Winter Warmers — Holiday Spices

Birch & Bloom, Massie Road, Charlottesville, VA, USA 12 Dec 2026

BRBHA Holiday Party

Nest Realty Charlottesville 3 Dec 2026

Lunch and Learn: Caregiving Through the Holidays

Brooks Family YMCA 10 Nov 2026

Witches Tea

120 10th Street, Charlottesville, VA, United States, Virginia 22903 31 Oct 2026