3 days in Winchester & Bradenton Itinerary

Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Kick off your visit on the 23rd (Tue): examine the collection at Shenandoah Valley Civil War Museum, get a taste of life in the country at Rocking S Ranch, then admire the masterpieces at Museum of the Shenandoah Valley, and finally contemplate the long history of Historic Fort Loudoun Site.

To find ratings, traveler tips, more things to do, and tourist information, read our Winchester tour itinerary tool.

Washington DC to Winchester is an approximately 1.5-hour car ride. You can also do a combination of train and taxi; or do a combination of bus and taxi. Expect little chillier evenings in Winchester when traveling from Washington DC in February, with lows around 27°F. You'll have a few hours on the 24th (Wed) to wrap things up before traveling to Bradenton.

Bradenton boasts a handful of historical buildings, but its real claim to fame is as the home of Tropicana Products and its quirky culture.

Kick off your visit on the 24th (Wed): look for all kinds of wild species at Robinson Nature Preserve.

To see traveler tips, reviews, photos, and tourist information, read our Bradenton road trip planner.

You can fly from Winchester to Bradenton in 5.5 hours. Other options are to drive; or do a combination of taxi, bus, and train. Expect much warmer temperatures when traveling from Winchester in February; daily highs in Bradenton reach 75°F and lows reach 56°F. Wrap up your sightseeing on the 25th (Thu) early enough to travel back home.