Fleetwood Farm Winery - Loudoun County

Trivia - July 31
2026-07-31 18:30 - 20:30 (America/New_York) | Fleetwood Farm Winery, 23075 Evergreen Mills Rd., Leesburg, VA, 20175, United States

Dan McGuire
2026-08-01 13:30 - 16:30

Shane Gamble Duo
2026-08-02 13:30 - 16:30, 2026-09-12 13:30 - 16:30

Trivia - August 7
2026-08-07 18:30 - 20:30

Ben Fisher
2026-08-08 13:30 - 16:30

Scott Kurt
2026-08-09 13:30 - 16:30

Trivia - August 14
2026-08-14 18:30 - 20:30

Laura Cashman
2026-08-15 13:00 - 15:30

Benjamin Weimer
2026-08-16 13:30 - 16:30

Trivia - August 21
2026-08-21 18:30 - 20:30

Ryan Sill
2026-08-22 13:30 - 16:30, 2026-08-29 13:30 - 16:30, 2026-09-19 13:30 - 16:30, 2026-09-26 13:30 - 16:30

Lindsay Austin Duo
2026-08-23 13:30 - 16:30

Blind Wine Tasting
2026-08-27 17:15 - 19:15
Join Anya, our Operations Manager, for a fun, interactive blind tasting featuring two Fleetwood wines. Learn the basics, taste, guess, and see how well you know what’s in your glass!

Group #1 5:15pm Group #2 6:00pm Group #3 6:45pm
RSVP by 4 PM on August 26 to
anya@fleetwoodfarmwinery.com | Members may bring up to 4 guests. | Space is limited!

Trivia - August 28
2026-08-28 18:30 - 20:30

Paint & Sip at Fleetwood
2026-08-29 11:00 - 13:00
Join us for a relaxing morning of painting surrounded by the beautiful Limelight hydrangeas at Fleetwood Farm Winery.
Hosted on the Grand Terrace Patio, this guided paint and sip begins at 11:00 AM and includes all painting supplies, a complimentary glass of Fleetwood wine (or a non-alcoholic sparkling option), and a charming mini heart-shaped charcuterie box to enjoy while you create.
Whether you’re celebrating with friends, planning a date, or simply looking for a peaceful morning in the gardens, you’ll leave with your own hand-painted hydrangea canvas and memories made in one of Loudoun County’s most picturesque settings. No painting experience is necessary, just come ready to sip, relax, and create.
After the class enjoy live music at the winery starting at 1:30 for a full day experience!

Purchase Tickets Here!

David Goodrum
2026-08-30 13:30 - 16:30

Trivia - September 4
2026-09-04 18:30 - 20:30

Luke Andrews
2026-09-05 13:30 - 16:30

Grayson Moon
2026-09-06 13:30 - 16:30, 2026-09-20 13:30 - 16:30

Trivia - September 11
2026-09-11 18:30 - 20:30

F45 Workout Class in the Meadow
2026-09-12 10:00 - 11:00
Start your Saturday with movement, fresh air, and beautiful views at Fleetwood Farm Winery! Join F45 for a complimentary outdoor workout in our Meadow, surrounded by lush gardens and vineyard scenery.
This all-levels, full-body workout is the perfect way to kick off your weekend. After class, stick around to unwind with a glass of wine, delicious food, and everything Fleetwood has to offer.

This is a complimentary class—no tickets or registration required. Just bring a water bottle, a yoga mat or towel, and your energy!
Gather your friends and join us for a morning of fitness, fresh air, and winery relaxation.

Friends of Homeless Animals Adoption Event
2026-09-13 13:00 - 16:00
We’re excited to welcome adoptable dogs from Friends of Homeless Animals (FOHA) to Fleetwood for a festive meet-and-greet this weekend!

It’s the perfect chance to meet a pup who could be your forever friend! All dogs are welcome inside, so stop by and meet these sweet adoptables.

Chris Compton
2026-09-13 13:30 - 16:30

Trivia - September 18
2026-09-18 18:30 - 20:30

Trivia - September 25
2026-09-25 18:30 - 20:30
