Historic Old Town Fairfax is a walkable few blocks of restaurants, breweries, pubs and independent shops around the old courthouse — the Fairfax Museum & Visitor Center occupies a 19th-century schoolhouse and is the best starting point. The Fairfax Fall Festival (October) and Chocolate Lovers Festival (February) close Old Town for street events.
Wolf Trap National Park for the Performing Arts sits about 15 minutes northwest and runs an outdoor concert season May through September at the Filene Center and the smaller Barns at Wolf Trap. George Mason University anchors a busy events calendar including the Fall for the Book festival (September–October) at the Fairfax campus.
For shopping and dining, Tysons Corner Center is 15 minutes north with 300+ stores and the Silver Line Metro, and the Mosaic District at Merrifield is an open-air neighborhood of restaurants, boutique cinema and shops. Burke Lake Park offers a 5-mile lake trail with a mini train and mini golf. For DC day trips, drive 30 minutes east to Alexandria's Old Town or Metro from Vienna/Fairfax-GMU (Orange Line) to the National Mall in about 40 minutes; Mount Vernon is a 40-minute drive southeast on the George Washington Memorial Parkway.
There is more within easy reach: Historic Old Town Fairfax restaurants and pubs; Wolf Trap outdoor concerts (~15 min northwest); George Mason University events and campus; Mount Vernon on the Potomac (~40 min southeast); Tysons Corner shopping (~15 min north). Seasonal highlights: spring cherry-blossom weekends in DC, summer Wolf Trap season, fall for Shenandoah color, winter for off-season boutique-B&B rates at Stafford House.