Upperville, VA to Dulles Airport (IAD)
5309 John S. Mosby Hwy, Upperville, VA 20184
Upperville is a picturesque town known for its deep-rooted equestrian traditions and stunning countryside landscapes. Nestled in Loudoun County, it offers a blend of historic charm and modern amenities, making it popular among horse enthusiasts and nature lovers. Upperville hosts several renowned horse shows and equestrian events throughout the year, attracting visitors from across the region. The town’s historic district features well-preserved buildings, boutique shops, and fine dining options. Upperville’s serene atmosphere and proximity to Dulles Airport make it a favored destination for travelers seeking both relaxation and activity.
Interesting Facts:

Upperville Colt & Horse Show Grounds
The Upperville Colt & Horse Show Grounds are the heart of the town’s equestrian scene. Hosting America’s oldest horse show, the grounds come alive with exciting competitions, exhibitions, and community gatherings. Visitors can witness talented riders compete in hunter, jumper, and equitation classes across beautifully maintained arenas. The event also offers family-friendly activities, food vendors, and opportunities to meet top trainers and riders. Beyond the show dates, the grounds are used for training and riding lessons, maintaining an active equestrian community year-round. Spectators enjoy shaded seating areas and scenic views of the surrounding countryside. The horse show has become a prestigious event drawing visitors from around the country, making it a highlight of Upperville’s calendar. Our taxi service ensures timely and comfortable transport to and from the grounds, making attendance easy and stress-free. Whether a lifelong horse enthusiast or a curious visitor, guests leave with memorable experiences and a deeper appreciation for equestrian sports.
Evergreen Museum & Library
The Evergreen Museum & Library is a historic estate offering a glimpse into Virginia’s cultural and artistic past. Visitors can tour the beautifully preserved mansion, explore extensive gardens, and browse a rich collection of rare books and manuscripts. The museum hosts rotating exhibits and special programs focusing on regional history, literature, and art. The lush gardens provide a peaceful retreat for strolling and photography, especially during spring and fall. Guests often enjoy the on-site gift shop featuring locally made crafts and publications. Educational tours and workshops are available for visitors of all ages. The museum’s combination of natural beauty and cultural heritage makes it a favorite destination for tourists. Our taxi services offer reliable transport to Evergreen, perfect for those looking to explore without parking concerns. Visitors appreciate the ease of travel and the chance to immerse themselves in Virginia’s heritage.


Sky Meadows State Park
Sky Meadows State Park is a natural haven located near Upperville, featuring over 1,800 acres of forests, meadows, and hiking trails. Visitors can enjoy a variety of outdoor activities including hiking, bird watching, horseback riding, and picnicking. The park includes scenic overlooks with panoramic views of the Blue Ridge Mountains and the Piedmont landscape. Family-friendly facilities include picnic shelters, a nature center, and educational programs throughout the year. The park preserves historical sites such as a restored farmstead, providing insight into rural Virginia life. Seasonal events, such as wildflower walks and guided hikes, draw nature enthusiasts. The well-maintained trails vary in difficulty, making the park accessible to casual walkers and avid hikers alike. Our taxi service offers convenient transport to Sky Meadows, ideal for visitors wanting a stress-free start to their outdoor adventure. The park’s natural beauty and recreational opportunities make it a must-visit for locals and tourists.
Upperville, Virginia Taxi
Airport transfers, local rides, event transportation, wine and vineyard tours, scenic and recreational trip services.