New residents and visitors to Loudoun County and Fairfax County often wonder about things to do in Ashburn and Herndon VA. Ashburn and Herndon are home to many picturesque wineries that feature tastings of their famed fermented nectars. Residents love to get outside and enjoy a wide array of recreational activities from hiking the W&OD (Washington and Old Dominion) Trail to biking with different riding clubs around the area. People love visiting the many different historic sites that are within driving distance. History, culture and recreation combine in Ashburn and Herndon, offering you a wealth of things to do in the area.

Wine and Dine in Loudoun County, VA

Loudoun County VA is home to more than 50 wineries, making it a must-visit destination for wine lovers. Following the wine trail through Northern Virginia offers a rich experience in a region with stunning scenery. Locals and visitors alike enjoy spending time at local wineries including:

Twin Oaks Winery

Tarara Winery — Tarara Winery specializes in showcasing the essence of Virginia wines. They produce a variety of single-site blends as well as regional blends and single varietals, promoting local wines with the very best quality in mind. The Tarara tasting room features gorgeous views of Sugarloaf Mountain, with tasting flights and wine club memberships for enthusiasts. Pair your wines with a great array of cheeses, charcuterie and gourmet spreads. Tarara Winery features live music in their tasting room on Saturdays and Sundays from 1-5pm.

Casanel Winery —This family-owned and operated winery works to produce the best possible wine and provide visitors with a great experience. Casanel Winery sits at 600 feet above sea level in a tranquil setting near Catoctin Ridge. This provides their vineyards with the perfect combination of macro- and micro-climates to enjoy optimal protection and control. Casanel includes three estate vineyards on the family homestead, with seven distinctive varietals and more than 10,000 vines total. Visit Casanel for wine tastings and tours.

Terra Nebulo Vineyards — Located in Waterford VA, Terra Nebulo Vineyards boasts 25 acres of beautiful scenery to enjoy with your wine made from 100% Virginia-grown grapes. The property is part of a conservation easement with the Waterford Foundation, which preserves the peaceful setting. Terra Nebulo Vineyards also features authentic architecture, including the winery itself, which is a faithful reproduction of a 100-year-old hay barn. It was built by the Amish and finished by Tom, the owner’s brother. Enjoy stunning views of Catoctin Ridge and the Short Hill Mountains both east and west from the main barn. The tasting room cellar includes a unique wine club.

One of our favorite things to do in Ashburn and Herndon VA is enjoying delicious meals at some of the excellent restaurants in the area. A few of our recommendations include:

Clyde’s Willow Creek Farm —Enjoy tasty classic American dishes and cocktails at Clyde’s Willow Creek Farm in Ashburn. Clyde’s Willow Creek Farm finds its home in four 18th and 19th century buildings, their rooms filled with antiques. Part museum and part pub, Clyde’s offers a classic Virginia dining experience.

Parallel Wine & Whiskey Bar —Whether you just moved to Ashburn or you’ve lived here for decades, you probably know about Parallel Wine & Whiskey Bar, which has become a local favorite. Parallel won “Best Wine Bar” five years in a row in Northern Virginia Magazine. Choose from over 170 bourbons and whiskeys, more than 80 wines and 100+ craft beers. The menu leans toward American pub-style delights, and the restaurant serves brunch on the weekends.

Passion Fin — This contemporary Asian restaurant and bar features an extensive sushi menu as well as hibachi, noodles, rice, sake and signature cocktails. Rated the number one sushi restaurant in Northern Virginia, Passion Fin offers diners sashimi and other flavorful appetizers, and a full-service bar. Visit Passion Fin for a casual neighborhood feel with fantastic sushi and a great sake choices.

Tarara Summer Concert Series

Tarara Winery hosts one of the most fun and entertaining things to do in Ashburn and Herndon, the Tarara Summer Concert Series. The annual live music series draws guests from all over Loudoun County, Fairfax County and Montgomery County for 20 weeks of concerts, food and libations. Dance under the stars every Saturday night from Memorial Day through the first weekend in October. The Tarara Summer Concert Series brings in bands playing a variety of genres from classic rock to ‘80s pop hits. Soak in the view of the band and Tarara’s Shadow Lake while you dance the night away and enjoy delicious wines from the popular winery.

Hiking Ashburn VA

Bike and Hike in Ashburn, VA

The W&OD Trail runs through the northern part of Ashburn and attracts visitors from all over the state. Known as the “skinniest park in Virginia,” the W&OD trail stretches 45 miles from Alexandria northwest to Bluemont. The trail is only 100 feet wide and follows the path of the old W&OD railroad. Ashburn’s part of the trail runs approximately six miles, from mile marker 28 to 34. The W&OD trail attracts bikers, hikers, rollerbladers and runners, and even the occasional horseback rider on the adjoining bridle path.

Ashburn and Herndon are home to a number of bicycling clubs that bring people together over a shared love of biking. The Reston Bike Club is a non-profit organization that includes more than 1,200 members. They organize weekly rides and social events for all levels and abilities throughout the year. The club publishes a monthly newsletter and offers resources for bicycle lovers.

Sports and Entertainment

Sports and entertainment enthusiasts will find no shortage of things to do in Ashburn and Herndon. Adrenaline rushes in Loudoun County, from semi-professional soccer to indoor skydiving.

Loudon United Football Club —The new Loudon United Football Club recently completed its stadium at Phillip A. Bolen Memorial Park. The professional men’s soccer team is an affiliate of D.C. United and is the newest team to join the United Soccer League, which sits just below Major League Soccer. Catch your new favorite soccer team live at their new stadium. The team kicked off their first season in March 2019, and sports enthusiasts in the area have welcomed them with open arms.

iFly — iFly brings the excitement of indoor skydiving to Ashburn and Loudoun County VA. Unlike traditional outdoor skydiving, at iFly you fly gently on a cushion of controlled air, making it fun and safe for ages as young as three years old. The instructors at iFly have trained long and hard to make sure visitors have the time of their lives and fly safely. Each flyer in the group gets to fly twice, and you’ll always fly side-by-side with your instructor.

Topgolf — Topgolf has become a premier entertainment venue in Ashburn, catering to long-time golfers and those new to the sport alike. Enjoy playing and socializing through a blend of technology and entertainment. Work on your golf swing in dozens of hitting bays, climate-controlled for year-round comfort. Each bay includes HDTVs, which can also be found in the sports bar and restaurant. Topgolf’s Loudoun restaurant features fare prepared by an accomplished executive chef and experienced culinary team. When you’re looking for things to do in Ashburn, experience fun and entertainment at Topgolf.

Welcome to Loudon County and Fairfax County VA

London Country, Fairfax County, Ashburn and Herndon VA offer a wide array of activities and things to do. Whether you’re moving to Loudoun County or you’re looking to expand your social scene, you’ll always be able to find new and interesting activities to make the most of your free time.

If you’re moving to or within Loudoun County, Security Public Storage in Ashburn offers a variety of storage unit sizes and prices to meet your needs. From downsizing into a smaller home to business storage for your growing entrepreneurial adventures, you can expect 5-star service and state-of-the-art-security at SPS Ashburn.

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