Pour Trail
Boxwood Portrait Experience wine festival in Middleburg, Virginia
Upcoming · Sunday, September 20, 2026

Boxwood Portrait Experience

Capture the magic of fall at Boxwood Estate Winery with an intimate golden-hour portrait experience among the vines.

other21+ only
Sunday, September 20, 2026
TBA
Know the ticket link?

Quick facts

At a glance.

Dates
Sunday, September 20, 2026
Duration
Single day
Best for
Wine lovers
Atmosphere
Festive
Food
Bring or buy nearby
Age
21+ only

The story

About this festival.

Getting there

Location & logistics.

2042 Burrland Ln
2042 Burrland Lane, Middleburg, VA
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What to expect

The experience.

What you'll pour

A mix of varietals from regional producers. Start light, work toward the bigger reds.

The setting

Held at 2042 Burrland Ln in Middleburg. Check the venue page for layout details.

The crowd

A mix of regulars and newcomers. Knowledgeable pourers happy to walk you through what you're tasting.

Worth the trip

Arrive early, hit your must-try wineries first, then wander. That's the move.

Reviews

What people are saying.

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Frequently asked

Common questions.

When is the next Boxwood Portrait Experience?
Boxwood Portrait Experience is held Sunday, September 20, 2026 at 2042 Burrland Ln, Virginia. Confirm the exact date with the organizer before booking travel.
How much do tickets cost?
Pricing for the next edition hasn't been announced. Most comparable wine festivals in Virginia run $40–$95 for general admission. Check the organizer's site for current pricing.
Is parking available at Boxwood Portrait Experience?
Parking details are set by the organizer closer to the event. For lakeside and park venues like this one, on-site spots fill early — plan to arrive 30 minutes before doors, carpool, or take a rideshare.
Is Boxwood Portrait Experience family-friendly?
No — Boxwood Portrait Experience is a 21+ event. You'll need a valid ID at entry. Some festivals offer designated driver (DD) tickets at a reduced price for non-drinking adults.
Can I buy tickets at the door?
Sometimes — but wine festivals frequently sell out in advance, especially events with under limited capacity. Buying ahead online almost always saves money and guarantees entry.

More Virginia

Other festivals nearby.

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