The October Guide

Our online events calendar features a week-by-week rundown of the region’s music, theater, dance, art, comedy and festival events, as well as special events specifically for kids.


Art on the Avenue

October 1 – October 6

Fall Wine Festival & Sunset Tour
Enjoy an evening of wine-tasting at Mount Vernon, where live blues and a riverside view await. Guests sample wine from 16 Virginia wineries and experience an evening tour of George and Martha Washington’s home, including the basement in which they stored their wine. / Oct. 3–5 View all

Brandi Carlile

October 7 – October 13

Brandi Carlile
Folk-rock powerhouse singer Brandi Carlile kicks off the concert series at The Barns this fall. Combining country, soul and rock ’n’ roll, Carlile’s Pin Drop Tour is named so for being completely unplugged—no amps, no mics. Rolling Stone Magazine praises her “raw, rugged voice,” and American Songwriter calls her voice “red-blooded and clarion clear.” / Oct. 6 & 7 View all


Oatlands Fall Color Farm Tour

October 14 – October 20

Fall Color Farm Tour
Tour the Oatlands estate as the magnificent reds, yellows and oranges of fall come to life in nature. Alongside the colors, it features the people and products of the Loudoun Valleys as well as the Loudoun Valley Sheep Producers Association with their animals. / Oct. 18 & 19 View all

 Halloween Happyfest

October 21 – October 31

Halloween Happyfest
Trick-or-Treating begins early in Old Town Warrenton with this fun afternoon event. The Happyfest Parade begins at 2 p.m., followed by a special opportunity to Trick-or-Treat at shops in the Old Town area. This event allows kids to enjoy Halloween before sunset. / Oct. 24 . View all


For food and wine events throughout the region, visit our Food & Wine Calendar.