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Long Weekend Getaways: How to Sip Your Way Around Virginia Wine Country

June 29, 2018
5 min read
Vineyard hills and flowers during sunset in Virginia
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As part of a series on long weekend getaways, we’re showing you how to make the most of your summer Fridays, school breaks and the season’s extra-long days. Check back every week for inspired itineraries and easy city escapes.

You don’t have to fly across the country to Napa and Sonoma for high-quality wine. If you live in the DC metro area, you’re just an hour and a half drive (depending on how clogged the Beltway is on Friday) from hundreds of acres of unspoiled vineyards growing high-quality grapes.

The Piedmont region of Virginia covers a wide swath of rural landscape that’s ideal for grape growing. It’s lush, serene and full of exciting places to eat and drink. (If you’re not a wine drinker, beer and whiskey are also being produced here.)

Charlottesville — home to the University of Virginia — is the largest city nearby, but we recommend spending your time in its surrounding countryside, which has a lot to offer travelers beyond simply eating and drinking (though we won’t fault you if that’s all you want to do). Here are five ways to spend a blissful long summer weekend exploring Virginia's wine country.

Stay at the Inn at Little Washington

If you’ve got the funds, the Inn at Little Washington is a must. Led by owner and chef Patrick O’Connell, the Inn — which is celebrating its 40th anniversary this year — is home to one of the most awarded restaurants in the country. Make your dinner reservations early, opt for the wine pairing and be sure to order the cheese course (trust us). After a meal like that, you likely won’t be able to move too far, so sleepover in one of the Inn’s French countryside-inspired rooms.

Book with your Capital One Venture Rewards Credit Card at Hotels.com to earn 10x miles on your stay through Jan. 31, 2020. (You can also take advantage of the Hotels.com Rewards program to earn one free night for every 10 paid nights, effectively boosting your return to 20% when you pay with the Venture card.)

Bonus: On Saturdays during the summer and fall, the Inn hosts a local makers market with goods from their neighbors like the Farm at Sunnyside and Bread & Water.

Take a winery tour

There are dozens of wineries in the region, so you can easily find some just by driving around the area and following signs. If you want more structure, one of our favorites is Barboursville Vineyard, housed in a classic stone building from the 1800s. Its flagship red Bordeaux blend, Octagon, is rightly acclaimed and (if you ask nicely), you can forage for black walnuts and hen of the woods mushrooms on the expansive property.

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For a full range of Virginia wines, head to Early Mountain Vineyards, owned by AOL founder Steve Case. Aside from producing their own tasty bottles (try the just-released 2017 rosé), they serve a wide range of Virginia wines in their tasting room, so it’s a great way to taste vintages from a variety of local vineyards all in one stop. Other vineyards worth stopping at include Rappahannock Cellars, Michael Shaps Wineworks and Glen Manor Vineyards.

(Photo courtesy of Copper Fox Distillery)

Save room for beer, whiskey and food

Not everyone is a wine person. (Or maybe you don’t discriminate, and you want to try it all.) The adorable town of Sperryville — just over an hour from Charlottesville — happens to be the home of two craft breweries, a distillery and a high-end tasting menu. Hopkins Ordinary is a small B&B in Sperryville that brews its own beer in the cellar using just one barrel and local barley malted by neighbors Copper Fox Distillery. It has a three-seat tasting room and a patio that morphs into a (super low-key) bar on weekends during warmer months.

Down the road are Penn Druid, an experimental small-batch brewery that uses wild yeast in their excellent beers, and Copper Fox Distillery, which makes bourbon, rye and single malt whiskey. They offer free tours every day and tastings can be had for a small fee. Because all that booze will probably make you hungry, reserve a table at the newly minted Three Blacksmiths, which is a tasting menu only affair highlighting handcrafted foods from Rappahannock County and nearby for just 16 diners a night.

Go on a wellness retreat

If you’re looking for a more health-conscious getaway, the Piedmont region is nestled in the Blue Ridge Mountains, meaning there are stellar hiking opportunities at a range of levels. Shenandoah National Park is a good place to start — it has 200,000 acres of forest, trails and waterfalls to explore. For a complete wellness retreat, visit the newly-opened Eupepsia Wellness Center on 256 acres near the Jefferson National Forest. The only other Eupepsia location is in Dubai. At the Virginia property, travelers can participate in retreats designed to help them distress and relax; or to aid with fitness and weight management. The spa’s facilities include a hydrotherapy area, a salt cave, hot stone chairs and flotation therapy pools. There’s also a state-of-the-art fitness center; yoga and meditation; and horseback riding.

Learn about US history

This region is full of history and it’s home to Thomas Jefferson’s Monticello home and plantation, which is open to visitors. Various tours are offered, including one focused on the Hemings family — slaves to the Jeffersons — and another inspired by the hit Broadway show, "Hamilton: An American Musical." And President James Madison’s estate, Montpelier, is not too far away and has a comprehensive multimedia exhibit on slavery, a Constitution-focused tour, and a tour that highlights First Lady Dolley and other women of the estate.

Featured image by Getty Images/iStockphoto

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Cons

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  • Some may have trouble using Uber and other dining credits
  • You may be eligible for as high as 100,000 Membership Rewards® Points after you spend $6,000 in eligible purchases on your new Card in your first 6 months of Card Membership. Welcome offers vary and you may not be eligible for an offer. Apply to know if you’re approved and find out your exact welcome offer amount – all with no credit score impact. If you’re approved and choose to accept the Card, your score may be impacted.
  • Earn 4X Membership Rewards® points per dollar spent on purchases at restaurants worldwide, on up to $50,000 in purchases per calendar year, then 1X points for the rest of the year.
  • Earn 4X Membership Rewards® points per dollar spent at US supermarkets, on up to $25,000 in purchases per calendar year, then 1X points for the rest of the year.
  • Earn 3X Membership Rewards® points per dollar spent on flights booked directly with airlines or on AmexTravel.com.
  • Earn 2X Membership Rewards® points per dollar spent on prepaid hotels and other eligible purchases booked on AmexTravel.com.
  • Earn 1X Membership Rewards® point per dollar spent on all other eligible purchases.
  • $120 Uber Cash on Gold: Add your Gold Card to your Uber account and get $10 in Uber Cash each month to use on orders and rides in the U.S. when you select an American Express Card for your transaction. That’s up to $120 Uber Cash annually. Plus, after using your Uber Cash, use your Card to earn 4X Membership Rewards® points for Uber Eats purchases made with restaurants or U.S. supermarkets. Point caps and terms apply.
  • $84 Dunkin' Credit: With the $84 Dunkin' Credit, you can earn up to $7 in monthly statement credits after you enroll and pay with the American Express® Gold Card at U.S. Dunkin' locations. Enrollment is required to receive this benefit.
  • $100 Resy Credit: Get up to $100 in statement credits each calendar year after you pay with the American Express® Gold Card to dine at U.S. Resy restaurants or make other eligible Resy purchases. That's up to $50 in statement credits semi-annually. Enrollment required.
  • $120 Dining Credit: Satisfy your cravings, sweet or savory, with the $120 Dining Credit. Earn up to $10 in statement credits monthly when you pay with the American Express® Gold Card at Grubhub, The Cheesecake Factory, Goldbelly, Wine.com, and Five Guys. Enrollment required.
  • Explore over 1,000 upscale hotels worldwide with The Hotel Collection and receive a $100 credit towards eligible charges* with every booking of two nights or more through AmexTravel.com. *Eligible charges vary by property.
  • No Foreign Transaction Fees.
  • Annual Fee is $325.
  • Terms Apply.
Apply for American Express® Gold Card
at American Express's secure site
Terms & restrictions apply. See rates & fees
Best for dining at restaurants
TPG Editor‘s Rating
4 / 5
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Rewards Rate

4XEarn 4X Membership Rewards® points per dollar spent on purchases at restaurants worldwide, on up to $50,000 in purchases per calendar year, then 1X points for the rest of the year.
4XEarn 4X Membership Rewards® points per dollar spent at US supermarkets, on up to $25,000 in purchases per calendar year, then 1X points for the rest of the year.
3XEarn 3X Membership Rewards® points per dollar spent on flights booked directly with airlines or on AmexTravel.com.
2XEarn 2X Membership Rewards® points per dollar spent on prepaid hotels and other eligible purchases booked on AmexTravel.com.
1XEarn 1X Membership Rewards® point per dollar spent on all other eligible purchases.
  • Intro Offer

    As High As 100,000 points. Find Out Your Offer.
  • Annual Fee

    $325
  • Recommended Credit

    Excellent to Good

Why We Chose It

There’s a lot to love about the Amex Gold. It’s a fan favorite thanks to its fantastic bonus-earning rates at restaurants worldwide and at U.S. supermarkets. If you’re hitting the skies soon, you’ll also earn bonus Membership Rewards points on travel. Paired with up to $120 in Uber Cash annually (for U.S. Uber rides or Uber Eats orders, card must be added to Uber app and you can redeem with any Amex card), up to $120 in annual dining statement credits to be used with eligible partners, an up to $84 Dunkin’ credit each year at U.S. Dunkin Donuts and an up to $100 Resy credit annually, there’s no reason that foodies shouldn’t add the Amex Gold to their wallet. These benefits alone are worth more than $400, which offsets the $325 annual fee on the Amex Gold card. Enrollment is required for select benefits. (Partner offer)

Pros

  • 4 points per dollar spent on dining at restaurants worldwide and U.S. supermarkets (on the first $50,000 in purchases per calendar year; then 1 point per dollar spent thereafter and $25,000 in purchases per calendar year; then 1 point per dollar spent thereafter, respectively)
  • 3 points per dollar spent on flights booked directly with the airline or with amextravel.com
  • Packed with credits foodies will enjoy
  • Solid welcome bonus

Cons

  • Not as useful for those living outside the U.S.
  • Some may have trouble using Uber and other dining credits
  • You may be eligible for as high as 100,000 Membership Rewards® Points after you spend $6,000 in eligible purchases on your new Card in your first 6 months of Card Membership. Welcome offers vary and you may not be eligible for an offer. Apply to know if you’re approved and find out your exact welcome offer amount – all with no credit score impact. If you’re approved and choose to accept the Card, your score may be impacted.
  • Earn 4X Membership Rewards® points per dollar spent on purchases at restaurants worldwide, on up to $50,000 in purchases per calendar year, then 1X points for the rest of the year.
  • Earn 4X Membership Rewards® points per dollar spent at US supermarkets, on up to $25,000 in purchases per calendar year, then 1X points for the rest of the year.
  • Earn 3X Membership Rewards® points per dollar spent on flights booked directly with airlines or on AmexTravel.com.
  • Earn 2X Membership Rewards® points per dollar spent on prepaid hotels and other eligible purchases booked on AmexTravel.com.
  • Earn 1X Membership Rewards® point per dollar spent on all other eligible purchases.
  • $120 Uber Cash on Gold: Add your Gold Card to your Uber account and get $10 in Uber Cash each month to use on orders and rides in the U.S. when you select an American Express Card for your transaction. That’s up to $120 Uber Cash annually. Plus, after using your Uber Cash, use your Card to earn 4X Membership Rewards® points for Uber Eats purchases made with restaurants or U.S. supermarkets. Point caps and terms apply.
  • $84 Dunkin' Credit: With the $84 Dunkin' Credit, you can earn up to $7 in monthly statement credits after you enroll and pay with the American Express® Gold Card at U.S. Dunkin' locations. Enrollment is required to receive this benefit.
  • $100 Resy Credit: Get up to $100 in statement credits each calendar year after you pay with the American Express® Gold Card to dine at U.S. Resy restaurants or make other eligible Resy purchases. That's up to $50 in statement credits semi-annually. Enrollment required.
  • $120 Dining Credit: Satisfy your cravings, sweet or savory, with the $120 Dining Credit. Earn up to $10 in statement credits monthly when you pay with the American Express® Gold Card at Grubhub, The Cheesecake Factory, Goldbelly, Wine.com, and Five Guys. Enrollment required.
  • Explore over 1,000 upscale hotels worldwide with The Hotel Collection and receive a $100 credit towards eligible charges* with every booking of two nights or more through AmexTravel.com. *Eligible charges vary by property.
  • No Foreign Transaction Fees.
  • Annual Fee is $325.
  • Terms Apply.