Windsor, VA Road Trips
Drivers starting from Windsor, VA have 6 mapped routes to choose from, making it a small but connected base in the Southeast. Most drives stay under 67 miles, making this area well-suited for day trips and weekend getaways. Most routes from Windsor, VA head east, giving the route network a clear directional lean.
Photo: Wikimedia Commons
Trip Routes
6
Longest Drive
94.3 mi
Virginia Beach, VA
Quickest Drive
29m
Richmond, VA
Plan Around Windsor, VA
Continue From Windsor, VA
Good next legs if this city is only one stop in a longer road trip.
Trips from Windsor, VA
Driving from Windsor, VA
The typical drive from Windsor, VA covers about 67 miles and takes around 1h 22m. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 94 miles (1h 56m), while the shortest is just 20 miles.
Popular Destinations
The most popular drives from Windsor, VA include Virginia Beach, VA (94.3 mi, 1h 56m), Chesapeake, VA (83.1 mi, 1h 45m), Portsmouth Heights, VA (82.2 mi, 1h 41m), Hampton, VA (63.9 mi, 1h 16m), and Newport News, VA (56.4 mi, 1h 7m). Most destinations stay within the same state, perfect for exploring the local region thoroughly.
Planning & Costs
Regular gas in VA currently averages around $3.96 per gallon. For the typical 67-mile trip from Windsor, VA, budget about $10 in fuel one way, assuming 25 MPG. Longer hauls and premium fuel will cost proportionally more.
Routes tend to go east, so afternoon departures put the sun at your back on the return leg. With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you.
Frequently Asked Questions
There are 6 mapped routes leaving Windsor, VA and 0 routes heading into Windsor, VA, covering 6 total connections. Distances range from 20 to 94 miles.
The longest mapped route from Windsor, VA covers 94 miles and takes approximately 1h 56m. Shorter options start at just 20 miles.
The average route from Windsor, VA runs about 67 miles with a drive time of roughly 1h 22m. This includes both short day trips and longer multi-day drives.
At current gas prices (about $3.96/gallon for regular), the average 67-mile trip from Windsor, VA costs roughly $10 in fuel one way, based on 25 MPG. Your actual cost depends on your vehicle's efficiency.
The most popular road trip destinations from Windsor, VA include Virginia Beach, VA, Chesapeake, VA, Portsmouth Heights, VA and Hampton, VA. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.
Short Drives from Windsor, VA
Nearby Hubs
Other cities within driving distance of Windsor, VA that also have route pages.
Browse more VA road trips or choose a route from Windsor, VA above.