Freeze Your Gizzard 5k and 1 Mile Fun Run
Join the Town of Leesburg Parks & Recreation for the 23rd Annual Freeze Your Gizzard 5K and 1-Mile Fun Run on Saturday, Nov. 22, from 9-11 a.m. at Ida Lee Park Recreation Center, 60 Ida Lee Drive NW, Leesburg. Lace up for a scenic cross-country run through 138 acres of parkland, starting with the 5K at 9:00 a.m. and the Fun Run at 9:45 a.m.. Pre-registered 5K runners receive a long sleeve performance shirt, and refreshments follow both races. Entry is $30, and participants are reminded that dogs, wagons, and strollers are not permitted on the course due to terrain. Celebrate 23 years of fun, fitness, and community spirit at this popular fall running tradition!
Seventh Annual Dirt Farm Christmas Market
Celebrate the season at Dirt Farm Brewing’s Seventh Annual Christmas Market on Sunday, Nov. 30, from 11 a.m.-4 p.m. at 18701 Foggy Bottom Road, Bluemont. Enjoy Dirt Farm’s craft beers and holiday beverages while shopping from talented local artisans offering handmade gifts, jewelry, stained glass, apothecary goods, crochet creations, western hats, and more. Browse unique finds from vendors like Honeysuckle Farm Art Studio, Phoenix Silver Co, and Lona Della – The Vintage Cowgirl. Stay cozy at this outdoor market by bundling up, then warm up inside the taproom or by the fire with bites from The Kitchen Workshop. Don’t miss this festive day of shopping, craft brews, and mountain views — it’s the most wonderful time for a beer!
Thursday, Oct. 30
Tour of Boulder Crest Foundation
WHEN: 9:30 a.m.-Noon
WHERE: Boulder Crest Foundation – Virginia, 33735 Bluemont Village Lane, Bluemont
Herbaria through the Centuries at the Oak Spring Garden Library
WHEN: 5-7 p.m.
WHERE: 1776 Loughborough Lane, Upperville
Thursday Night Trivia
WHEN: 7-9 p.m.
WHERE: Heroic Axe, 6781 Kennedy Road, Suite 6, Warrenton
Saturday, Nov. 1
Cheeseology at Little Washington Winery
WHEN: 11 a.m.-1 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
Wine Boot Camp at Little Washington Winery
WHEN: 2-4 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
Halloween Dance Party | Live DJ
WHEN: 7-10 p.m.
WHERE: The Black Twig, Lee Highway, Sperryville
PRICE: $5
Sunday, Nov. 2
Vintner’s Table Learning Lunch at Little Washington Winery
WHEN: 11 a.m.-1 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
Illusive & Iconic Italian Wines, at Little Washington Winery
WHEN: 2-4 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
Saturday, Nov. 8
Spain’s Hidden Playground of Wine, at Little Washington Winery
WHEN: 11 a.m.-1:30 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
How to pair Dessert and Wine at Little Washington Winery
WHEN: 2-4 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
70th Annual Freedom Fund – Bowties & Pearls
WHEN: 3:30-5:30 p.m.
WHERE: Laurel Ridge Community College, Barman Conference Center, 6480 College St., Warrenton
PRICE: $15-50
Sunday, Nov. 9
Molecular Food and Wine Pairing at Little Washington WInery
WHEN: 11 a.m.-1 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
Great Meadow 2nd Annual Veterans Cup
WHEN: 11:30 a.m.-4 p.m.
WHERE: Veterans Stadium at Great Meadow, 5089 Old Tavern Road, The Plains
Great Meadow Veterans Cup – Polo with Purpose
WHEN: Noon-3:45 p.m.
WHERE: Great Meadow, The Plains
VA vs The World of Wine, at Little Washington Winery
WHEN: 2-3:30 p.m.
WHERE: Little Washington Winery, 72 Christmas Tree Lane, Washington
PRICE: $60
Murder Mystery Dinner – I Love the 80’s to Death
WHEN: 6-8 p.m.
WHERE: Denim and Pearls, 29 Main St., Warrenton
PRICE: $100
Wednesday, Nov. 12
Bingo for a Cause with Licorice Pizz
WHEN: 6-9 p.m.
WHERE: Licorice Pizza, 32 Main St., Warrenton
Thursday, Nov. 13
Sophie Grandval: Fragments of Eden: Film & Pop-Up Exhibition at Oak Spring
WHEN: 5-7 p.m.
WHERE: 8614 Mill Reef Road, Upperville
PRICE: $50
104th Gala and Annual Meeting
WHEN: 6-9 p.m.
WHERE: The Pavilion at Airlie, 6809 Airlie Road, Warrenton
PRICE: $125
Saturday, Nov. 15
LoCo Cider Fest
WHEN: Noon-6 p.m.
WHERE: Great Country Farms, 18780 Foggy Bottom Road, Bluemont
PRICE: $15-45
Astronomy For Everyone at Sky Meadows
WHEN: 5-8 p.m.
WHERE: Sky Meadows State Park, 11012 Edmonds Ln., Delaplane
PRICE: $10
Sunday, Nov. 16
Loudoun Jazz Society Open Jam Session!
WHEN: 1-4 p.m.
WHERE: The Dell, 21074 Danbury Ct, Sterling
Wednesday, Nov. 19
Speed Jigsaw Puzzle Competition at Solace Brewing Co. in Sterling
WHEN: 6:30-9 p.m.
WHERE: Solace Brewing Company, 42615 Trade W. Drive, Suite 100, Sterling
PRICE: $25
Saturday, Nov. 22
PTK Holiday Village Craft Fair & Maker’s Mart
WHEN: 10 a.m.-2 p.m.
WHERE: Laurel Ridge Community College, 6480 College St., Warrenton
Live Music feat. Karma Creak at Dirt Farm Brewing
WHEN: 2-5 p.m.
WHERE: Dirt Farm Brewing, 18701 Foggy Bottom Road, Bluemont
Ciders and Sides Friendsgiving Dinner
WHEN: 6-9 p.m.
WHERE: Henway Hard Cider Company, 18780 Foggy Bottom Road, Bluemont
PRICE: $65
Tuesday, Nov. 25
2025 Business Networking Luncheon
WHEN: 11:30 a.m.-1 p.m.
WHERE: Harry’s at Airlie (inside historic Airlie House), 6809 Airlie Road, Warrenton
PRICE: $35-40
Wednesday, Nov. 26
Seventh Annual Pre-Turkey Hill Climb at Dirt Farm Brewing
WHEN: 9-11 a.m.
WHERE: Dirt Farm Brewing, 18701 Foggy Bottom Road, Bluemont
Friday, Nov. 28
Black Friday at The Sassy Ass
WHEN: 10 a.m.-3 p.m.
WHERE: The Sassy Ass, 14010 Mountain Road, Hillsboro
Lighting of the Vines Launch Party Weekend
WHEN: 4-7 p.m.
WHERE: Bluemont Vineyard, 18755 Foggy Bottom Road, Bluemont
PRICE: $15-20
