Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA

Date
August 22, 2026
Location
Middleburg, VA
Venue
Chrysalis Vineyards
Start Time
8:30 AM
Entry Fee
$30.00 – $55.00
Events
5k
Includes
T-Shirt
Register NowRegistration OpenOfficial Race Website

The Chrysalis Vineyards Wine Run 5K starts at 8:30 AM, giving you flexibility to arrive the night before or early morning depending on your travel plans to Middleburg, Virginia. This 5K race takes place at Chrysalis Vineyards, combining running with the region's wine country setting. Entry fees range from $30 to $55, making it accessible for most budgets. The August date means you'll be running in summer conditions, so plan your training and arrival accordingly. If you're traveling for the race, book lodging in or near Middleburg to minimize pre-race logistics and allow time to explore the area before or after your run.

From the Race Organizer
Join us on Saturday, August 22, 2026 at 8:30am or 10:00am (you will select your start time during registration) for an exciting new event that features Chrysalis Vineyards. Where craft, community, & nature come together! So, whether you are looking to run, walk or just enjoy the wine this race is a sure thing for a great time and an incredible experience! This race is timed and scored by J3 Timing . Results will be posted at www.J3Timing.com . Registration Includes: T-shirt : Super Soft Ring Spun Cotton t-shirt included! Wine Glass : Plastic Wine Glass! Finisher Medal: Doubles as a Wine Stopper! Race Bib : Chip timed 5k run/walk Results Posted Online ...and of course, a pour of wine!

Hotels Near This Race

Find accommodation close to the start line in Middleburg, VA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA

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Race Travel Insurance

Don't forget travel insurance for August 22.

You've trained for months and booked a trip to Middleburg, VA. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA?

Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA takes place on August 22, 2026. The race is held in Middleburg, Virginia.

Where is Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA held?

Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA is held at Chrysalis Vineyards in Middleburg, Virginia.

Where can I find hotels near Chrysalis Vineyards Wine Run 5k 2026 — Middleburg, VA?

RaceHotelFinder shows hotels sorted by distance from the race venue in Middleburg. Use the map or list view on this page to compare options and book race weekend accommodation.