While we’ve all heard the old adage “Virginia is for lovers,” it has also developed a reputation as a favorite destination for wine lovers. Rolling vineyard landscapes and tasting rooms are inviting, perfect for Virginia getaways for couples and friends looking to discover something new. It’s not rare to find a locally owned boutique winery tucked right next door to established big-name estates. Virginia’s wine country is packed with innovative winemakers, all adding their touch to a vibrant and evolving scene.
Exploring wine country on your Virginia getaways is all about following scenic back roads between vineyards, stopping for tastings that often include thoughtful conversations with the winemakers and farmers. Many wineries also serve local cheeses, small plates, or picnic-friendly options, for a full day out exploring the wine trail. In between tastings, explore nearby small towns for shopping, galleries, and heartier meals, or take in views from overlooks and easy hiking trails. These are what romantic getaways in Virginia are made for: exploring all the best things to do in Charlottesville and Lovingston.
There is a small collection of Wine Country Virginia Hotels that offer a personal alternative to traditional lodging, with settings that reflect the surrounding landscape and friendly communities. Many offer accommodations designed just for two, making them especially appealing for couples seeking privacy and thoughtful hospitality on weekend getaways in VA. The Orchard House B&B is set on a quaint one-acre of vines with sweeping grounds, an outdoor saltwater pool, and plenty of beautiful spaces to relax. Start planning your next Virginia getaways and reserve your room today!
Wine Tasting & Vineyard Tours: Plan Ahead for the Best Virginia Getaways
Virginia is one of the most exciting and rapidly growing wine regions in the United States. The state’s wineries blend Old World European traditions with the boldness of New World American viticulture, producing expressive, balanced wines with character. The number of wineries in Virginia has grown from 50 to more than 300 since the 1990s. The Monticello AVA is a historic region near Charlottesville, where Thomas Jefferson pioneered early viticulture, and is now home to the Monticello Wine Trail, a popular route for tasting on Virginia getaways with a wine focus.
Here are some of our favorite nearby wineries in Virginia’s wine country:
- Known for its sweeping views at 1,000-foot elevation, Afton Mountain Vineyards is a favorite first stop for visitors exploring the area. Known as one of the first wineries in Virginia, you can potentially taste 11 different varietals grown on the eastern slope of Afton Mountain.
- Cardinal Point Winery, located in Nelson County, offers a friendly atmosphere for enjoying beautiful, handcrafted wines. They often host live music and special seasonal events.
- Mountain & Vine, formerly DelFosse Vineyards, is well known for its award-winning old-world-style red wines and beautiful mountain views. The winery also hosts special events throughout the year, including their popular Crepe Sundays, a fun event to add to your Virginia getaways.
- Hill Top Berry Farm and Winery specializes in fruit-based wines that lean toward a sweeter flavor profile. This stop is especially popular with visitors who enjoy dessert-style wines made from berries and other fruits grown on site.
- As one of the most recognized names in the region, Veritas Winery offers award-winning wines, beautiful views, and an immersive tasting experience. Guests can enjoy cheese plates and picnic lunches, making it ideal for a leisurely afternoon visit.
- Flying Fox Vineyard is a newer addition to the local wine scene, focusing primarily on red wines. In partnership with the stalwart Veritas Winery, it brings a fresh perspective while maintaining strong ties to the area’s winemaking heritage.
- Family-owned and rooted in the local community, Lovingston Winery is known for its bold red wines and friendly atmosphere. It is a great place to experience wines that reflect the character of Nelson County while supporting a small, passionate operation. This winery is only 10 minutes from our Wine Country Virginia Hotel.
- Rebec Vineyards features a small tasting room just south of Route 29 and is known for its creative approach to winemaking. The annual Virginia Wine & Garlic Festival in the fall is a highlight, drawing visitors from all over the country.
- Pippin Hill Farm and Vineyard is celebrated for its impressive tasting room along the Monticello Wine Trail. They are known for the creative food options, making it a favorite destination for wine lovers who enjoy pairing wine with thoughtfully prepared dishes.
- Loving Cup Vineyard is one of the only organic vineyards in the area. Tastings here feel educational and personal, offering insight into organic and sustainable practices. A great addition to your Virginia getaways!
Stay at one of the Most Elegant Wine Country Virginia Hotels
After a day spent exploring vineyards and tasting rooms, returning to one of the coziest Wine Country Virginia Hotels feels like coming home to a place that is built for wine lovers! After you’ve spent the day touring the Monticello Wine Trail, you want a soft place to land in the evenings. Our quiet parcel in the countryside is perfect for relaxing and recapping the day’s adventures. Sit back in the gazebo or by the fire pit and enjoy the moment, which is exactly what Virginia getaways are about.
As our more than 550 five-star online reviews highlight, it’s the innkeepers’ kindness that makes our boutique hotel an excellent choice. We aim to welcome guests like friends, offering local insight into the best wineries, dining spots, and scenic drives that elevate romantic getaways in Virginia beyond the ordinary. Mornings are relaxed, with time to enjoy a home-cooked and wholesome breakfast, the perfect time to plan another day of vineyard hopping or lounging poolside. Reserve your room and get your next Virginia getaways on the books today!
