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Corporate Retreats, but Make It Delicious: Unique Team-Building in Virginia’s Vineyards


Looking to shake up the next company offsite or team-building day? Forget the windowless conference rooms and stale boxed lunches. With Vineyard Voyages, you can whisk your team to the heart of Virginia’s wine country for a corporate retreat that’s inspiring, productive, and—yes—downright delicious. Our curated experiences at 15 partner wineries blend work, play, and food in ways your team will talk about for years.

Why Take Your Team to a Vineyard?

Let’s face it: everyone’s a little more at ease (and creative) when the backdrop is rolling hills and vineyards instead of office cubicles. Virginia wine country—especially Loudoun County—is all about blending business with beauty. Here, upscale wineries, award-winning wines, and chef-crafted meals turn corporate outings into something truly special.

Whether you want to set annual goals, foster collaboration, or just treat your crew to some well-earned fun, a day (or two) in the vines is a proven morale booster. And with Vineyard Voyages handling the logistics, all you have to do is show up and enjoy.


Meet Our 15 Partner Wineries

We’ve teamed up exclusively with the following standout vineyards to offer venues and experiences you won’t find elsewhere:

  • 868 Estate Vineyards
  • 8 Chains North Winery
  • Carriage House Wineworks
  • Casanel Vineyards & Winery
  • Domaine Fortier Vineyards
  • Fabbioli Cellars
  • Firefly Cellars
  • Fleetwood Farm Winery
  • Good Spirit Farm Winery
  • Hidden Brook Winery
  • Hillsborough Winery & Brewery
  • Kalero Vineyard
  • Otium Cellars
  • Williams Gap Winery
  • October 1 Vineyards

Each brings unique flair, stunning views, and top-notch hospitality. Let’s dive into a few that are tailor-made for standout group experiences.


Spotlight: Good Spirit Farm Winery – Unplug, Reconnect, Re-Energize

Nestled among gently swaying grasses and sun-dappled fields, Good Spirit Farm Winery isn’t your average tasting room. This boutique gem is designed for teams craving tranquility and a break from the digital hustle. Their private event barn can be transformed into a “boardroom with a view,” and outdoor patios are ideal for breather sessions or informal brainstorms with the Blue Ridge Mountains as your backdrop.

For team-building, you can get hands-on with vineyard tours or grape-growing demonstrations—perfect to inspire big-picture thinking (and spark a little competitive spirit with quick field games!). And wine tastings here are experiences in themselves, led by passionate staff who weave stories of the land, the harvest, and the winemaking magic.

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Spotlight: Casanel Vineyards & Winery – Intimate Gatherings with a European Twist

If your dream offsite is a little more “old-world villa” and a lot less “hotel ballroom,” Casanel is the place. This family-run estate delivers serious wow-factor for small to mid-size groups, combining elegance with laid-back warmth. The tasting barn’s exposed beams and stonework make it an inspiring spot for creative sessions or celebratory toasts.

Casanel is famous for its artisanal approach: your team can try guided vertical tastings, participate in fun barrel-sample sessions, or even help blend a micro-batch to take home as a reminder of the day. Their covered terrace gives you up-close views of the vines—grab a seat for a Chef's Table lunch where every dish is paired with their signature wines.

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Spotlight: Fleetwood Farm Winery – Upscale Escapes, Ultimate Flexibility

For companies that want sophistication without feeling stiff, Fleetwood Farm Winery is a real standout. This winery brings history, luxury, and a bit of Southern charm to every gathering. The Manor House provides flexible meeting rooms and breakout spaces with tons of natural light—think strategic planning, then sunset on the wraparound porch.

Fleetwood’s culinary team can arrange everything from breakfast boards to gourmet lunch spreads. Offsite activities include vineyard walks, yoga on the lawn, and guided tasting flights that double as palate-pleasing icebreakers. End the day with cocktails in their elegant private dining room or around a fire pit beneath the stars.

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How Vineyard Voyages Elevates Your Corporate Outing

What sets a Vineyard Voyages event apart? A lot, actually:

  • Seamless Planning: We take care of transportation, itineraries, meal coordination, and all the nitty-gritty—leaving you free to enjoy.
  • Exclusive Spaces: Many of our partner wineries offer private meeting rooms, patios, or even barrel rooms exclusively for your group.
  • Customizable Experiences: Want to add a food and wine pairing class? Arrange a team grape stomp? Host an informal happy hour among the vines? We make it happen.
  • Extra Perks: Enjoy options like guided vineyard walks, behind-the-scenes winemaking tours, and chef-led cooking competitions—all tailored for your group goals.
  • Upscale Yet Approachable: Expect white-glove hospitality without any pretense. Our wineries are welcoming, and our staff knows how to keep things relaxed and fun.

From Meetings to Memories: What a Typical Retreat Looks Like

Picture this: Your team arrives (coffee in hand) on a chartered coach, greeted by the soothing sights and sounds of wine country. The morning kicks off with a strategic session in a sunny, private tasting room—whiteboards, Wi-Fi, and all the essentials provided. Afterward, it’s time for hands-on vineyard exploration, maybe even a fun “wine blending challenge” with teams competing to craft the perfect red.

Lunchtime means local produce, expertly paired wines, and no rushing to beat the conference buffet line. The afternoon brings more collaborative sessions—maybe outside, under a shaded pergola—and wraps with a relaxing group tasting led by the winemakers themselves. Want to extend the day? Many venues can host a chef’s dinner or sunset cocktail hour.

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Quick Glance: The Rest of Our Winery Stars

Every Vineyard Voyages partner brings something unique to the table:

  • 868 Estate Vineyards: Expansive spaces with plenty of room for large group activities.
  • 8 Chains North Winery: Laid-back environment known for team scavenger hunts among the vines.
  • Carriage House Wineworks: Farmhouse chic, with cozy fireplaces and outdoor meeting decks.
  • Domaine Fortier Vineyards: French-inspired beauty, ideal for creative brainstorming.
  • Fabbioli Cellars: Famous for innovative food pairings and themed tastings.
  • Firefly Cellars: Private cottages for overnight stays; great for multi-day retreats.
  • Hidden Brook Winery: Rustic charm, perfect for unplugged group sessions.
  • Hillsborough Winery & Brewery: On-site brewery expands your tasting options.
  • Kalero Vineyard: Historic barn with scenic valley views for open-air meetings.
  • Otium Cellars: German flair—try their tasting flights and punchy reds.
  • Williams Gap Winery: Sweeping mountain backdrops for inspiration.
  • October 1 Vineyards: Seasonal experiences from harvest to holidays.

Want to see which venues are best for your team’s goals? Browse our curated winery routes here.


Ready to Book Your Best-Ever Corporate Retreat?

No matter your vision—whether it’s work-first, fun-first, or a bit of both—Vineyard Voyages will help you design a retreat that’s unforgettable, inspiring, and productive. Head to our corporate group tours page to get started, or contact us for a custom quote.

Let’s trade those stuffy conference rooms for something extraordinary. Your team (and your taste buds) will thank you.


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