Save Sunday for the outside plans.
Loudoun Loop is the 5 best things to do in Loudoun this weekend, sent every Thursday morning.
Friday and Saturday are full, but both carry late storm chances. Use Friday for an easy close-to-home or indoor option, watch the radar for Saturday’s biggest events, then take advantage of a drier Sunday for donkeys, flowers, or local history.
Weather note: Last checked Thursday, August 6. The National Weather Service point forecast for Leesburg showed a high near 89 on Friday with a 50% storm chance after 4:00 PM, storms likely Friday night, and a 60% storm chance after 2:00 PM Saturday. Sunday looked mostly sunny near 89. Check outdoor event status before leaving, especially for Saturday evening plans.
Read on the web: https://loudounloop.com/issues/august-7-9-2026/
TOP PICKS
TASTE Leesburg
Saturday, August 8 from 5:00 PM to 10:00 PM
Historic downtown Leesburg
The biggest all-in-one pick this weekend. Five downtown blocks fill with local food, beer, wine, shopping, and two stages of entertainment, so it works for a full evening or a shorter walk-through before another plan.
Good to know: General admission is free. The optional tasting ticket for guests 21 and older costs extra. Street closures and storm chances will affect parking and timing, so check Town updates before leaving.
Donkeys, Donuts, and DIY Wildflowers
Sunday, August 9 from 9:00 AM to noon
The Sassy Ass, Hillsboro
The most distinctive Sunday option: make a wildflower bouquet, decorate a donut, sip a Sassy Soda, and meet the farm’s miniature donkey herd.
Good to know: The official ticket page currently lists the experience at $60, and spots are limited. The last mini herd encounter begins no later than 11:45 AM.
Tarara Summer Concert Series: Slippery When Wet
Saturday, August 8; doors at 5:00 PM, event from 6:00 PM to 9:30 PM
Shadow Lake at Tarara, Leesburg
The big outdoor rock option for Saturday night. Slippery When Wet brings the Bon Jovi catalog to Tarara for an all-ages show with room for chairs, blankets, and a picnic.
Good to know: Tarara lists concerts as rain or shine and all ticket sales final. Online general admission is $20 for guests 21 and older and $10 for guests under 21, plus fees and tax. Door prices are higher for guests 21 and older.
Loudoun United FC vs. Charleston Battery
Saturday, August 8 at 7:00 PM
Segra Field, Leesburg
The straightforward sports pick and a strong group outing. Hometown Heroes night recognizes local service members, first responders, teachers, healthcare workers, and other community helpers.
Good to know: This is a ticketed home match. Buy through Loudoun United’s official schedule and check weather updates before leaving.
Monroe at the Mill: The Enslaved at Oak Hill
Sunday, August 9 from 1:00 PM to 2:00 PM
Aldie Mill Historic Park, Aldie
A focused one-hour local history program on the lives and experiences of people enslaved at James Monroe’s Oak Hill estate, with a live portrayal of Monroe and discussion from three historians.
Good to know: Admission is $20 cash for adults, and students are admitted free. The program is held on the main level of the merchant mill.
THREE MORE WORTH KNOWING
One Loudoun Summer Strings: Caleb Hacker
Friday, August 7 from 6:00 PM to 9:00 PM
One Loudoun Park, Ashburn
An easy Friday music option close to dinner and shops. It is outdoors, so check the late-day storm timing before you go.
Polo in the Park at Morven Park
Saturday, August 8; gates at 6:00 PM, first match at 7:00 PM
Morven Park International Equestrian Center, Leesburg
The final scheduled polo night of the season, with arena matches, tailgates, food vendors, and a view from the grass. Weather cancellations are posted by 4:00 PM.
Tally Ho Theater weekend shows
Friday or Saturday, doors at 7:00 PM
Tally Ho Theater, Leesburg
The indoor storm backup: Nektar plays Friday, and Bulletboys with The Blues Vultures plays Saturday.
Three ways to plan it
If you want the main event
Make TASTE Leesburg your Saturday evening. Arrive early enough to park outside the busiest blocks, then decide whether the radar supports staying through the night.
If you want music or sports
Choose one Saturday night ticket: Slippery When Wet at Tarara, Loudoun United at Segra Field, or the final Polo in the Park. Keep Tally Ho as the indoor fallback.
If you want the best weather window
Use Sunday. Donkeys, donuts, and wildflowers runs through noon, and Monroe at the Mill starts at 1:00 PM, so the two can fit into one western Loudoun day.
Forward this to one Loudoun friend who is still deciding what to do this weekend. New readers can join free at https://loudounloop.com/#signup.
Read on the web: https://loudounloop.com/issues/august-7-9-2026/