Charlottesville, Virginia

Charlottesville, the colonial-era city roosted on the edge of Virginia’s Blue Ridge Mountains, attracts visitors any time of the year. But in the fall, it simply glows.

The summer heat finally decreases, the days are still warm, and you’re likely to glimpse what may be the prettiest fall colors on earth. Here’s what you can expect from this fall senior-friendly destination:

-Kick off your visit by stopping by the Thomas Jefferson–designed University of Virginia. The third president called the setting an “academic village.” On an autumn day, you’ll see students studying on the central lawn while ash, maple, and sycamore leaves swirl around them like little snow flurries.

-You’ll also want to head a couple of miles south of town to take a tour of Thomas Jefferson’s mansion, Monticello, recognized by UNESCO as World Heritage site.

-The fall in Charlottesville has its own flavor, as well. So stop by Carter Mountain Orchard, near Monticello. While there, you can pick apples. But be sure you snack on some apple cider donuts before you leave, made with allspice and nutmeg, fresh-pressed cider, and dusted with cinnamon sugar.

-Head to town, and take some time to wander through the downtown mall of shops and restaurants. You can find custom jewelry and paintings at C’Ville Arts, which features the works of 50 local artists. And remember to visit Virginia’s oldest bookstore, Old Dominion Books, which often has signed novels from local author John Grisham in stock.

-You can also enjoy fall colors of a different sort while here. Think… red, white and rosé! Visit one of the dozens of wineries on the famous Monticello Wine Trail. With they’re harvest just wrapped up around this time of year, winemakers are eager to share their latest vintages with travelers.

-To end your perfect stay at this fall senior-friendly destination, watch some free polo matches on Sunday afternoons through mid-October at King Family Vineyards.

Pro Tip: The weekends in the fall still bring in some crowds, though fewer families. So a midweek stay, no matter which fall senior-friendly destination you choose, practically ensures you’ll be able to enjoy peak color in peace and quiet!