Day Trips from Chesapeake
← All Chesapeake day tripsDay Trips from Chesapeake: Scenic Drives & Road Trips
The most beautiful scenic drives and road trip routes within reach of Chesapeake, VA. Winding back roads, dramatic overlooks, and picture-perfect byways that make the drive itself the destination. Drive times and route info included.
6 scenic drives near Chesapeake
Outer Banks National Scenic Byway
Nags Head, NC 27959
Just 1 hr 34 min from Chesapeake, rated 5.0 stars, packed with outdoor activities and adventure.
Best time to visit: Spring through fall for most outdoor activities. Winter for snow sports where available.
Scenic overlook
Afton, VA 22920
Just 2 hrs 55 min from Chesapeake, rated 4.9 stars, a popular destination with plenty to see and do.
Best time to visit: Spring and fall offer mild weather and smaller crowds at most attractions.
Afton Mountain Scenic View
Afton, VA 22920
Just 2 hrs 58 min from Chesapeake, rated 4.8 stars by 982 visitors, a popular destination with plenty to see and do.
Best time to visit: Spring and fall offer mild weather and smaller crowds at most attractions.
Oregon Hill Overlook
VA 23220, USA
Just 1 hr 43 min from Chesapeake, rated 4.7 stars by 436 visitors, packed with outdoor activities and adventure.
Best time to visit: Spring through fall for most outdoor activities. Winter for snow sports where available.
Pipeline Overlook
VA 23219, USA
Just 1 hr 40 min from Chesapeake, rated 4.6 stars by 582 visitors, packed with outdoor activities and adventure.
Best time to visit: Spring through fall for most outdoor activities. Winter for snow sports where available.
Thalia Point Causeway
Virginia Beach, VA 23452
Just 23 min from Chesapeake, rated 4.3 stars, a popular destination with plenty to see and do.
Best time to visit: Spring and fall offer mild weather and smaller crowds at most attractions.
Frequently Asked Questions About Scenic Drives Day Trips from Chesapeake
What are the best scenic drives near Chesapeake, VA?
The best scenic drives near Chesapeake include national scenic byways, state route back roads, and lakefront highways with dramatic views. Check the destinations above for top-rated scenic stops along these routes.
How long are the scenic drives from Chesapeake?
Most scenic drives near Chesapeake range from 1-4 hours one way. Many can be done as a loop or combined with stops for hiking, dining, or small-town exploring to fill a full day.
What is the best time of year for scenic drives near Chesapeake?
Fall (mid-September through October) is peak season for scenic drives near Chesapeake, with spectacular foliage. Spring wildflower season and summer green are also beautiful. Winter drives can be dramatic but check road conditions first.
What should I bring on a scenic drive from Chesapeake?
Bring a full tank of gas, snacks, water, and a camera. Cell service is unreliable on many scenic routes, so download maps beforehand. Pack layers since temperatures at overlooks can be cooler than in the city.
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