Loudoun County, part of Northern Virginia, is often considered the best wine region in Virginia for the quality of its wineries. The region boasts numerous award-winning wineries known for their exceptional wines, particularly Viognier, Cab Franc, Petit Verdot and Norton. In addition to wine tasting, Loudoun County offers a wide range of activities. You can explore historic towns like Middleburg and Leesburg, go horseback riding, visit breweries, dine at fine restaurants, and enjoy scenic drives along the picturesque countryside.
If you're coming from a distant location, you can book a flight to Washington Dulles International Airport (IAD). It's the closest major airport to Loudoun County and the Northern Virginia wine region.
After arriving at Dulles International Airport, rent a car from one of the airport's rental agencies. Having a car is the most convenient way to explore the Northern Virginia wine region, as it allows you to visit multiple wineries and navigate the area at your own pace.
Loudoun County is approximately a 30 to 45-minute drive from Dulles International Airport. You can take the Dulles Toll Road (Route 267) and then connect to Route 7 or other local roads that lead to various wineries in the county.
If you'd rather not drive, consider booking a guided wine tour or shuttle service that operates in Loudoun County. These services often pick up visitors from nearby areas, including Washington, D.C., and offer transportation to multiple wineries, providing a convenient and safe way to explore the region without driving.
We’ve curated a short-list of boutique hotels perfect for your wine country girls’ weekend. If you want to find a complete list of hotels in the area, visit our partner site to book your stay. Note: many of the boutique hotels we recommend have a nightly amenities fee for some awesome extras included in your stay. Be sure to read the fine print and take advantage of everything included.
Nestled in the heart of Virginia’s renowned wine and hunt country, Hotel Burg stands as a sanctuary of timeless elegance and unparalleled warmth. A perfect blend of sophistication and intimacy, this boutique hotel invites both discerning travelers and the vibrant local community to experience the style of a life well lived. Every detail—whether through curated experiences, impeccable service, or the artful design of its spaces—reflects the essence of refined living. Here, gourmet dining, unforgettable celebrations, and luxurious accommodations come together to create a retreat where comfort and connection flourish, all set against the historic charm of Leesburg, Virginia.
Hidden View Bed and Breakfast is a serene oasis offering a host of amenities for a tranquil retreat. Located on a 10-acre private estate, guests can savor a gourmet breakfast prepared with locally sourced ingredients. Relax by the outdoor pool or take in stunning views from the sundeck. Cozy up in well-appointed rooms with amazing views of the countryside. The property also boasts a lush garden and a communal living area with a fireplace. With its peaceful ambiance and top-notch amenities, Hidden View B&B is the perfect escape for those seeking relaxation and natural beauty.
The Red Fox Inn and Tavern is a historic gem in Middleburg, Virginia. Conveniently located in the center of Middleburg's shopping district, you will be just steps from local coffee shops, bakeries, breweries, cideries, and shops. Guests receive daily breakfast delivery and can savor gourmet cuisine at the on-site tavern. Choose a room in the Red Fox Building or in one of the property's cozy cottages. Lovely rooms with antique furnishings provide a charming retreat, while modern comforts like Wi-Fi and flat-screen TVs ensure a delightful stay. The inn also features a picturesque garden courtyard and easy access to nearby wineries, creating a perfect blend of elegance and relaxation in this idyllic countryside setting.
Lansdowne Resort and Spa is a luxurious retreat offering an array of amenities for a truly indulgent experience. Guests can relax in the spa, play a round of golf on the championship course, or unwind by the outdoor pools. The resort boasts multiple dining options, from fine cuisine to casual fare. Outdoor enthusiasts can explore scenic trails, and complimentary cruiser bikes are available for use. With its spa, golf, dining, and wellness options, Lansdowne Resort and Spa ensures a memorable stay for all, blending relaxation and recreation seamlessly in a stunning Virginia setting.
Goodstone Inn and Restaurant is a luxurious countryside escape near Middleburg, Virginia. This idyllic retreat offers a range of amenities for an unforgettable stay. Guests can relax in elegantly appointed rooms and cottages, savor gourmet dining at the acclaimed restaurant, and tour the fully operative farm with cows, chickens, and even a llama. The inn's sprawling estate boasts scenic gardens, a heated saltwater pool, and access to hiking and biking trails. With its picturesque surroundings and top-notch amenities, Goodstone Inn and Restaurant provides a perfect blend of tranquility and indulgence.
Did you know that 59% of US wine consumers are female but only 18% of US winemakers are women? Here at Girlfriend Weekend, we want to support the women breaking down barriers in this industry. When planning your wine country weekend, we suggest a visit to any of the wineries on our list. At the time of publication, all of these producers have a female winemaker at the helm!
Be sure to visit the winery website to check on tasting room hours and if reservations are needed. Some tasting rooms welcome walk-ins, but others require you to call ahead or reserve online. Tasting room experiences can range from a simple tasting to full wine and food pairings and tours of the winery. Check out all the options and plan your visit according to your budget and schedule.
Our last tip is an important one. It’s easy to get swept away by the excitement of it all, but carefully consider how many wineries to visit each day. We recommend 2-3 with a stop for a hearty lunch along the way. Consider hiring a driver for the day, or if you are on a budget, limit the number of places you visit or pick someone as the designated driver!
Middleburg VA
Waterford VA
Amissville VA
Upperville VA
We know, wine tasting is the main attraction when you are planning a getaway to wine country. We get it, but we just couldn’t resist calling out a few notable sights to see while you are in the area!
Leesburg VA
For a relaxing, picturesque, and meaningful stop on your girls’ getaway, Morven Park is a gorgeous place to explore. This 1,000‑acre estate is home to the world‑famous Morven Park International Equestrian Center, the historic Davis Mansion, and the Center for Civic Impact — all set among rolling lawns, towering oak trees, and charming garden paths.
You can wander the formal gardens, enjoy a picnic under century‑old branches, or hike miles of peaceful nature trails. The gardens and grounds are free to visit and open daily from 7 a.m. to 5 p.m., making it an easy and beautiful way to spend a morning or afternoon.
Inside the Davis Mansion, you’ll hear stories about former Virginia Governor Westmoreland Davis and his wife Marguerite, along with a glimpse into social and civic life in the early 20th century. But Morven Park’s history stretches much further back, and it’s more complex. From around 1800 to 1864, approximately 80 men, women, and children were enslaved on the property. Today, ongoing research seeks to honor their experiences and contributions by recovering and sharing their stories.
It’s a place where natural beauty, history, and reflection all come together, a visit here adds depth and meaning to your girls’ trip
Leesburg VA
If your girls’ trip could use a peaceful nature walk with a side of rich history, Oatlands is a beautiful and meaningful place to explore. Set on historic grounds, this estate offers 8 miles of hiking trails, 4 acres of gardens, picnic areas, and a collection of historic structures (including a mansion, barns, and an 1805 greenhouse) all tucked into gorgeous countryside.
You can wander the trails for free during business hours, grab a garden pass to enjoy the beautifully maintained grounds, or take a guided mansion visit to learn more about the full history of the site. The tours don’t shy away from the truth. They share Oatlands’ story as a slave plantation and the lives of the people who lived and labored here from the late 1700s through the 20th century. Through initiatives like “Reclaim Your Story,” Oatlands is working to honor the lives of the enslaved people by researching descendants and sharing a more complete, inclusive history.
It’s a serene, reflective place where you and the girls can enjoy fresh air, stroll through gardens, and connect with a deeper story, all in one peaceful outing.
Of course, you are going to be buying wine and maybe even joining a wine club or two. But don’t forget about fun boutique clothing, art, gifts, and regional items. Here is a checklist of areas where you’ll find some great shopping.
Leesburg VA
Historic Downtown Leesburg is an inviting, walkable destination that’s perfect for a day of shopping together. As Loudoun’s Original Town Center, it features an eclectic mix of specialty gift shops, clothing boutiques, spas, art galleries, sidewalk cafés, and craft breweries all set amid beautifully preserved streetscapes with more than 250 years of history. Whether the group is hunting for unique finds, treating themselves to a relaxing service, or pausing for a leisurely lunch, Downtown Leesburg offers the ideal blend of charm, variety, and atmosphere for a memorable girls’ shopping outing.
