Weekend of April 17-19, 2026

A Loudoun weekend that finally feels like spring.

This one has a clean shape: a real Friday-night show, a strong Saturday split between downtown Leesburg and wine country, and a Sunday that can either stay easy or turn into a full Morven Park outing.

Top picks

The five I'd lead with

01 Friday

The Rush Experience

Friday, April 17 at 7:00 PM | Tally Ho Theater, Leesburg

The clearest Friday-night anchor of the weekend. Good if you want something louder and more plan-worthy than a casual dinner stop.

Ticketed indoor show.

Official details
02 Saturday + Sunday

36th Annual Leesburg Flower & Garden Festival

Saturday, April 18 from 10:00 AM to 6:00 PM; Sunday, April 19 from 10:00 AM to 5:00 PM | Historic Downtown Leesburg

The broadest crowd-pleaser of the weekend: spring vendor energy, downtown people-watching, family activities, and enough food-and-drink payoff to make an afternoon of it.

Free admission. The Town asks visitors to leave pets at home.

Official details
03 Saturday

Budbreak Festival at Cana

Saturday, April 18 from 11:00 AM to 6:00 PM | Cana Vineyards, Middleburg

Best wine-country pick if you want a real event instead of just a tasting-room stop. The rose release, craft market, and live music make it feel like a Saturday plan, not filler.

Cana says the event is family- and pet-friendly on the first floor.

Official details
04 Saturday

Davis Mansion Specialty Tour: Cabinets of Curiosity

Saturday, April 18 from 11:00 AM to 12:30 PM | The Davis Mansion at Morven Park, Leesburg

A more precise cultural pick for people who want something smaller and more interesting than the standard Loudoun loop. Strongest if you like history, objects, and behind-the-scenes access.

Limited to 12 guests and recommended for ages 12 and up.

Official details
05 Sunday

Loudoun Hunt Point-to-Point

Sunday, April 19. Gates open at 10:00 AM | Morven Park, Leesburg

If you want Sunday to feel like an actual occasion, this is it. Steeplechase, tailgating, and Loudoun-in-spring scenery all in one shot.

General admission is listed at $40 per car.

Official details

Quick hits

Three more worth knowing

Friends of Thomas Balch Library Spring Book Sale

Saturday

Saturday, April 18 from 10:00 AM to 3:00 PM | Thomas Balch Library, Leesburg

Useful, local, and easy to pair with the rest of downtown. Good stop if you like the idea of leaving with something tangible instead of just another coffee.

Nashville Nights - 90s Country Tribute

Saturday

Saturday, April 18 | Tally Ho Theater, Leesburg

Straightforward Saturday-night move if you want downtown energy and an easy crowd-pleaser after a daytime run through Leesburg or wine country.

Grayson Moon at Fleetwood

Sunday

Sunday, April 19 from 1:30 PM to 4:30 PM | Fleetwood Farm Winery, Leesburg

A softer landing if Point-to-Point feels like too much. This is the easier Sunday plan: music, good views, and enough structure to keep the day from drifting.

Weekend modes

Three ways to play the weekend

If you want the most Loudoun-looking spring weekend

Do Flower & Garden on Saturday, then use Loudoun Hunt Point-to-Point on Sunday if you want the weekend to end on a bigger note.

If you want your weekend to feel more alive

Start with Rush on Friday, use Budbreak on Saturday afternoon, and keep Nashville Nights in reserve if you still want a downtown Saturday.

If you want easy planning with low friction

Skip the ticket-heavy picks and just do the Thomas Balch book sale on Saturday, then Grayson Moon at Fleetwood on Sunday.

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