Inn at Stinson Vineyard in Virginia

Virginia Wine Country Getaways: 3 Incredible Itineraries From a Local

Last updated Dec 30, 2022 | Best Wine United States, Virginia

I was born and raised in beautiful Virginia and have been all over the state. My husband and I live in the city and love doing weekend Virginia wine country getaways.  We have done quite a few wine vacays not only in Virginia but also around the world. I am excited to share our three favorite itineraries for a weekend getaway. Discover where to stay, dine, hike, and sip wine in my own backyard. 

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The Inn at Stinson Vineyards in Crozet

The Inn at Stinson Vineyards in Crozet

Virginia wine country getaways: The Inn at Stinson Vineyards in Crozet

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DAY 1

Check-in at The Inn at Stinson Vineyards. Prepare to be wowed. This is truly a stunning property and is set literally in the middle of the vineyards. Book in the summer to take advantage of the pool. Relax and enjoy the complimentary rosé. 

Tasting Menu at The Shack in Staunton Virginia

Tasting menu at The Shack in Staunton, Virginia 

Make reservations at The Shack for dinner. It’s about a 35-minute drive but well worth it. The chef, Ian Boden, was a James Beard semifinalist. The menu marries local ingredients from the Appalachian Mountain and the Chef’s eastern European roots. Fun tasting menu. 

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DAY 2

Big Branch Falls in Virginia

Big Branch Falls in Crozet, Virginia 

After a lovely breakfast prepared by the amazing Innkeeper Stephanie, get outside for some fresh air and hike Sugar Hollow. Trailhead is only 10 minutes from the Inn. There are two trails from the parking lot. Hike the one that leads to Big Branch Falls. 

This is an easy 4.4-mile out-and-back hike, which leads to a beautiful waterfall and swimming hole. 

Grab a delicious gourmet sandwich afterward at Greenwood Grocery for a late lunch. Order the Chester, which is made with all-natural ham, provolone, spicy-sweet mustard, and roasted peppers all on grilled focaccia.

After a full belly, swing by Our Lady of the Angels Monastery to grab a 2 lb. wheel of incredible Gouda cheese made by the nuns. Store it in the fridge at The Inn and enjoy it later back at home. Warning, it’s a lot of cheese! Hours at the monastery are super limited, so you’re going to have to time it just right. Open every day from 2-4 pm except Sunday.

Wine tasting at The Inn at Stinson Vineyards in Virginia

Wine tasting at The Inn at Stinson Vineyards

Come back to your little Virginia wine country oasis and make the long 2-minute walk to Stinson Vineyards for a tasting. Their French-style wine are some of the best in Virginia!  

Chef's Supper at The Inn at Stinson Vineyards in Virginia

Chef’s Supper at The Inn at Stinson Vineyards in Virginia

Dinner is going to be a real treat. Reserve the Chef’s Supper at The Inn and your tastebuds will be treated to multiple shared plates of mouthwatering dishes constructed with seasonal ingredients. Of course, all this deliciousness will be paired with incredible Inn at Stinson Vineyard wines. Great value at $50 pp. 

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DAY 3

Humpback Rocks hike in Virginia

Humpback Rocks hike in Virginia

Enjoy yet another leisurely alfresco breakfast at The Inn. Then get ready for another fantastic Virginia hike at Humpback Rocks. The start of the 4.3-mile loop trail is roughly 30 minutes away. The views from the rocky outcrops are gorgeous! 

Stop for another delicious gourmet sandwich at Greenwood Grocery on your way back. Switch it up and order the Wessex, made with local Virginia ham, brie, and apple chutney on ciabatta. 

Bourbon tasting at Ragged Branch Distillery in Virginia

Bourbon tasting at Ragged Branch Distillery in Virginia

You’re not done yet. Before you head back to The Inn, swing by Ragged Branch Distillery. Virginia bourbon? Yep. The distillery even took home a Double Gold Medal at the San Francisco World Spirits Competition. Split a tasting and order the incredible bourbon margarita made with their Signature Bourbon, fresh house-made sours, Cointreau liquor, fresh squeezed orange juice, and a chili salt rim. 

Relax back at the pool and order take-out Thai food from Coconut Thai Kitchen. Pair it with some local Virginia sparkling wine from Thibaut-Janisson that you picked up from Greenwood Grocer earlier. Life is good.  

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Farmhouse at Veritas in Afton

Enjoying wine happy hour on the porch at the Farmhouse at Veritas

Virginia wine country getaways: Enjoying wine happy hour on the porch at the Farmhouse at Veritas

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DAY 1

The Farmhouse at Veritas just oozes Virginia wine country charm. It was built in 1839 as a family home but has been operating as a bed & breakfast since 2012. Make sure to check in before the wine happy hour that’s served from 5-6 pm daily. Grab a glass and make your way out onto the porch and snag a rocking chair. That country air is intoxicating.  

Enjoy a casual dinner and live music at the Blue Mountain Brewery, only a 5-minute drive away. Order a grilled chicken sandwich and a side of pimento cheese. Sunsets here are pretty breathtaking.  

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DAY 2

Poached egg with lobster and caviar at The Farmhouse at Veritas

Poached egg with lobster and caviar at The Farmhouse at Veritas

Sleep in and enjoy an incredible Chef’s breakfast. This is not your ordinary breakfast. Think poached egg with lobster and caviar served with the local Veritas sparkling wine. Wow. 

Hiking through the vineyards at the Farmhouse at Veritas

Hiking through the vineyards at the Farmhouse at Veritas

To work off breakfast, take a casual hike through the vineyards around the property and soak in some beautiful mountain views. 

We brought a bocce ball set. After a quick shower, play some bocce on the wide lawn space with the resident wine cat. 

Veritas wine tasting room

Veritas wine tasting room

Time for more wine! Luckily, you are staying on a working winery. Walk 10 minutes over to Veritas winery and set up shop on one of their many picnic tables under the shade. Their sparkling wine is a solid choice. Pair it with their cheese & charcuterie platter.

You have a few options for dinner. Book a lovely dinner tasting menu at The Farmhouse. Or if you prefer something a little more casual, pick up some fresh homemade tacos from Alex’s Tacos. They are known for their incredible chicken tamales, but the tacos are also super delicious.

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DAY 3

Blue Ridge Tunnel in Virginia

Blue Ridge Tunnel in Virginia

Savor yet another fantastic breakfast. After you check out, don’t miss hiking through the Blue Ridge Tunnel before you head back home. French immigrant Claudius Crozet was the chief engineer of what at that time was the longest railroad tunnel in North America. It was completed in 1856 but just opened to the public in 2020. 

It gets dark quickly, so bring a flashlight or use your phone’s light. Fun, easy walk to get a little exercise. 

Silverback Distillery in Virginia

Silverback Distillery in Virginia 

If you want to squeeze in one more bit of fun, grab a barrel-smoked cocktail at Silverback Distillery after your mini hike. It’s run by a mother-daughter duo who are known for their award-winning flavorful spirits.  

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The Inn at Mount Vernon Farm in Sperryville

Inn at Mount Vernon Farm Porch in Sperryville

Virginia wine country getaways: Inn at Mount Vernon Farm Porch in Sperryville

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DAY 1

I wanted to keep this next one a secret, but I guess I’ll share. The Inn at Mount Vernon Farm is another incredible bed & breakfast in Virginia wine country. It’s perched up on a hill and offers spectacular sunset mountain views from its two porches. Check in before wine happy hour to soak in that ambiance. 

Fazio Farms Rabbit Roulade at Three Blacksmiths in Sperryville

Fazio Farms Rabbit Roulade at Three Blacksmiths in Sperryville

This getaway is going to need a little planning, like 203 days in advance to be exact. Why? Because I would construct this itinerary around an incredible dinner experience at Three Blacksmiths. This is Virginia wine country’s best-kept foodie (not so) secret. It’s run by an incredibly sweet Chef-wife team, and there’s only a handful of tables. 

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DAY 2

Great views from Marys Rock

Great views from Mary’s Rock

After a country breakfast of eggs and sage sausage, take in some fresh mountain air and hike Mary’s Rock. The moderately easy 3.7-mile roundtrip hike will give you some stunning Blue Mountain Ridge views with not a lot of effort. 

Then head back to your oasis on the hill and play some bocce ball while enjoying wine happy hour. 

Patty O's Cafe outdoor seating

Patty O’s Cafe outdoor seating

Dinner will be another spectacular foodie experience. You many have heard of Patrick O’Connell, the three-star Michelin Chef who heads up The Inn at Little Washington (IALW). He also now operates Patty O’s Cafe, a more casual dinner option next door with the same exceptional quality and execution. You don’t need reservations in advance. Don’t miss the Crock of Pimento Cheese and the Wild Mushroom Bolognese. 

Alternatively, you could book The Inn at Little Washington but you will need to in advance. We saved this for another weekend getaway, which is fully detailed in my article below. 

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DAY 3

Beautiful views from Old Rag summit

Beautiful views from Old Rag summit

Alright, make sure to eat your Wheaties before this next adventure. Prepare yourself on day 3 to hike Virginia’s iconic 9.1-mile Old Rag. Not for the faint of heart. There are technically challenging sections with rock scrambles and leaps of faith, but it truly offers some of the best Blue Ridge mountain views in Virginia! You will need to book a ticket in advance.  

I’ve done this hike twice for bragging rights. 

Cedar brined duck, polenta, and squash at Sumac in Sperryville

Cedar brined duck, polenta, and squash at Sumac in Sperryville

Reward yourself with a late lunch at the fancy food truck, Sumac. The tiny food trailer sits on the property of Pen Druid Brewing. Chefs Abbey and Dan Gleason use local farm ingredients to create an incredible menu from their two custom wood-burning hearths. Think cedar brined duck, polenta, and squash. Really? In the country? 

Enjoying the hot tub at The Inn at Mount Vernon Farm

Enjoying the hot tub at The Inn at Mount Vernon Farm

Afterward, soak those tired, sore muscles in the cedar hot tub on the property at The Inn at Mount Vernon Farm. 

Then spend a casual, fun evening at the local Francis Bar sipping on craft cocktails and munching on a mouthwatering wood-fired oven pizza from RPK Kitchen next door. 

Sperryville is a foodie and hiker’s dream. If you want to know more about what to do in this charming Virginia town, don’t miss my article below. 

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DAY 4

On your way back home, don’t miss a wine tasting on the rooftop patio of Rappahannock Cellars. The owners used to run a winery in California but decided to move in 1998 and raise their 12 children (yes, 12!)  in the beautiful Virginia Piedmont.

Final Thoughts on Virginia Wine Country Getaways

These Virginia wine country getaways are some of our favorites. Virginia wine has an up-and-coming wine scene that keeps getting better and better. Pair that with some amazing foodie experiences and incredible hiking in the Blue Ridge Mountains, and you have the makings of one fantastic long weekend getaway! 

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