Historic Virginia winery at golden hour
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Half-Day · Loudoun County Self-Drive Choose Your Second Stop

Boutique Winery Day.

An immersive day for wine lovers — a behind-the-scenes boutique winery tour with a custom charcuterie board and exclusive barrel tasting, followed by your choice of a sweeping 400+ acre Blue Ridge estate or a historic Amish farm winery.

From
$118 / guest
Taxes & gratuity included
Duration
4–5 hours on site
Format
Self-drive itinerary
Book Experience
Reservations handled for you
Personally curated by Crave Locally
Choose your second stop
Taxes & gratuity included
At a Glance

An immersive day, designed around your taste.

No juggling reservations. Just a beautifully planned day with a boutique winery tour and your choice of a second stop.

Duration
Half Day
4–5 hours on site
Afternoon into sunset
Location
Loudoun County
Purcellville & surrounds
Virginia
Includes
Two Stops
Boutique winery + your pick
Format
Self-Drive
Fully planned & booked
itinerary provided
Perfect For
Wine Lovers
Couples, friends,
small groups
Pacing
Relaxed
Unhurried time at
every stop
Your Experience

Beyond the tasting room.

Start with a genuinely immersive boutique winery experience — a guided vineyard and cellar tour, a custom charcuterie board, and an exclusive barrel tasting straight from the wood.

Then choose the second half of your day: a sweeping 400+ acre Blue Ridge estate with medal-winning wines, or a historic Amish farm winery with quiet vineyards and old-world charm.

Two stops. Your pick. All planned.

Your Day

Two stops, beautifully timed.

  1. Stop One

    Boutique Winery Tour & Exclusive Tasting

    Go beyond the traditional tasting room with an immersive winery experience designed for wine lovers. Your visit begins with a guided tour of the vineyard and production facilities, offering a behind-the-scenes look at how grapes are grown, harvested, and transformed into award-winning wines. Learn about the winemaking process directly from the experts before enjoying a guided tasting of the winery's signature wines. The experience also includes a custom charcuterie board and an exclusive barrel tasting — an opportunity to sample wine directly from the barrel and discover how it evolves before bottling.

    Boutique Winery Tour & Exclusive Tasting
  2. Stop Two · Your Choice

    Pick the ending that suits you.

    For your second stop, choose between two of Loudoun County's most beloved wineries — a sweeping mountain estate or a historic Amish farm.

    Medal-Winning Tasting at a 400+ Acre Estate
    Option A · Sweeping Estate

    Medal-Winning Tasting at a 400+ Acre Estate

    Settle in for an exclusive tasting of medal-winning wines at one of Virginia's most stunning estates. Set on 400+ acres with 17 different grape varieties, the vineyard plantings climb up the slopes of Short Hill Mountain, framed by long vistas of the Blue Ridge. It's a wide-open, absolutely gorgeous setting for a slower, celebratory afternoon.

    Private Tasting at a Historic Amish Farm Winery
    Option B · Historic Amish Farm

    Private Tasting at a Historic Amish Farm Winery

    Trade sweeping views for storied roots at a former working Amish farm where the first vines were planted back in 1999. Enjoy a private seated tasting at your reserved table while your host walks you through each pour and the history behind the property — a beautifully restored barn, quiet vineyards, and old-world craftsmanship.

    Not sure which to pick? Your concierge will happily help you decide.

What's Included

Everything taken care of.

  • Guided boutique winery tour + signature tasting
  • Custom charcuterie board
  • Exclusive barrel tasting
  • Tasting at your chosen second winery (Estate or Amish Farm)
  • All reservations arranged
  • Taxes included
  • Gratuity included
Not Included

A few things to note.

  • Transportation (self-drive experience)
  • Bottle purchases
  • Meals beyond the charcuterie board
  • Personal shopping
Perfect For

Made for wine lovers who want the real story.

  • Couples and small groups of wine lovers
  • Anniversaries, birthdays, and slow celebrations
  • Anyone who wants a genuine behind-the-scenes winery experience
  • Guests who love having a say in their itinerary
Moments

A glimpse of the day.

Toasting glasses in the vineyard
Winemaker drawing wine from a barrel with a wine thief
A moment from the day
Sweeping Virginia vineyard estate
Loved by Wine Lovers

From recent days out.

4.96· 38 reviews
"The barrel tasting was the highlight — we loved being walked through the cellar. Then sunset on the estate lawn was unreal."
Maya & Ted
Anniversary afternoon
"We picked the Amish farm as our second stop and it was so peaceful. The whole day felt personal and unhurried."
The Nguyen Party
Friends weekend from DC
"Being able to choose our second winery made it feel truly ours. Everything was pre-arranged — we just showed up and enjoyed."
Priya & Sam
Milestone birthday
Why Crave Locally

We don’t just tell you where to go. We know where we’re sending you.

Every place we recommend has been personally vetted, every experience is developed with our local partners, and every itinerary is designed around the people actually taking the trip.

Personally vetted

200+ data points per venue — visited, verified, never scraped.

Exclusive experiences

Co-designed with our partners, with something you won't find elsewhere.

More than an itinerary

A Field Guide of local stops, makers, and stories along your route.

They'll know you're coming

We coordinate with every partner so you arrive expected and welcomed.

The Crave Locally difference
FAQ

Good to know.

Still have questions? Our concierge is happy to help personalize your day.

Contact concierge

Ready When You Are

A boutique day in wine country.

Let us handle the planning so you can focus on the story behind every pour.