Before you go: These details reflect our latest research and change seasonally — confirm directly with the venue. Last verified July 7, 2026. New to tasting rooms? Start with what to expect.
estate-grown wines in a downtown leesburg storefront
Quick answers
- Is October One Vineyard dog-friendly?
- Yes. October One Vineyard welcomes leashed dogs inside and outdoors.
- Do I need a reservation at October One Vineyard?
- Walk-ins are welcome at October One Vineyard for standard visits.
- When does October One Vineyard open on Saturday?
- October One Vineyard opens at 12:00 on Saturday and usually closes at 20:00.
- Is October One Vineyard family-friendly?
- Family policy is not confirmed for October One Vineyard; call before bringing kids.
- What food is available at October One Vineyard?
- October One Vineyard lists food as: No kitchen — this is a wine-shop-style tasting room within easy walking distance of downtown Leesburg's restaurants. Special events occasionally bring food pairings (a past Albariño-and-oyster night, First Friday vendors)..
Why visit
- This is the winery tasting room in downtown Leesburg proper — a walk-in wine shop at the corner of Loudoun and King Streets, directly across from the town parking garage and steps from the historic core's restaurants.
- Everything under the O1V label is 100% estate-grown on owners Bob and Loree Rupy's 30-acre vineyard in Bluemont, with wines made by respected Loudoun winemaker Nate Walsh; the vineyard itself is not open to the public, so this shop is where you taste.
- Flights and glasses mix October One's own bottles with a rotating, curated shelf of other small-batch Virginia producers, making it a genuine crash course in Virginia wine without leaving town.
- The estate Viognier is a two-time Chairman's Grand Award winner at the Loudoun Wine Awards (2018 and 2020 vintages), and the Albariño and Bordeaux-variety reds have collected Best of Class medals of their own.
- Dogs are welcome in the shop, and the last Friday of each month is Yappy Hour benefiting the Humane Society of Loudoun County.
- The calendar stays busy for a small room: trivia on the third Thursday, and live music with late hours on Leesburg First Fridays.
What to try
Estate ViognierEstate AlbariñoCabernet FrancMerlot
Recognition
- Chairman's Grand Award, Loudoun Wine Awards 2019 (2018 Viognier)
- Chairman's Grand Award, Loudoun Wine Awards 2021 (2020 Viognier)
- Best of Class Albariño and Merlot, Loudoun Wine Awards 2020
What visitors say
Warm, personable service — owner Bob often pours and talks through the wines
Strong Virginia-wide selection beyond the house label
Cute, fresh-feeling tasting room in a walkable downtown spot
Pet-friendly atmosphere praised by regulars
Common themes our editors distilled from public reviews — not individual testimonials.
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