Eastern Shore of Virginia

Travel Guide

Chincoteague showing a beach and surf
Chincoteague featuring a beach and general coastal views
Chincoteague featuring a beach
Chincoteague featuring bird life, signage and a sandy beach
Chincoteague which includes general coastal views

Cruise to deserted islands, hike across sand dunes, taste award-winning wines and watch rockets blast into space at one of the most fascinating regions of Virginia.

The Eastern Shore of Virginia is an alluring escape of natural beauty. The region is a 70-mile (113-kilometer) stretch of the Delmarva Peninsula on the eastern side of Chesapeake Bay. Visitors are drawn to its farmland, forests, miles of coastline, historic towns and rocket launches.

Embark on a bird-watching trip to the Chincoteague National Wildlife Refuge. The more than 14,000 acres (5,666 hectares) of habitats include dunes and marshes where you can see snow geese and thousands of migratory birds. Find more bird-watching opportunities in the maritime forests of Savage Neck Dunes Natural Area Preserve.

Take your pick from many hiking and biking trails throughout the region. The Southern Tip Hike and Bike Trail is a 2.5-mile (4-kilometer) paved trail passing through upland forest. Rent a boat and a guide to get to the Barrier Islands where you can stroll along miles of deserted beaches.

Get out the map to explore Eastern Shore’s historic centers. See 17th- and 18th-century homes, buildings and shops at Colonial Williamsburg. Visit the Jamestown Settlement, a re-creation of America's first permanent English colony. Climb aboard replicas of ships that sailed from England to Virginia in 1607. Go to the Yorktown Battlefield where the last major battle of the American Revolutionary War was fought.

Wine lovers are in for a treat because the Eastern Shore is home to a handful of renowned wineries offering public tours and wine tastings. These include Chatham Vineyards in Machipongo and Holly Grove Vineyards in Franktown. 

Just off Virginia’s Eastern Shore is Wallops Island where the NASA space agency launches rockets into space. Watch them climb into the sky from anywhere along the Delmarva Peninsula or at the NASA visitor center. Wallops Island also hosts the Space Flight Adventure Camp for 11- to 15-year-olds every summer.

Reach Eastern Shore by flying into Norfolk International Airport and then rent a car to travel to historic locations, wildlife reserves and picturesque countryside.

Where to stay in Eastern Shore of Virginia

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Historic Downtown Cape Charles

If you're spending some time in Historic Downtown Cape Charles, Cape Charles Beach and Central Park are top sights worth seeing.

Historic Downtown Cape Charles
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Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Piney Island
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Deep Hole

Deep Hole might not have many top sights, but Captain Timothy Hill House and Maui Jack's Waterpark are two attractions nearby that you can check out.

Deep Hole
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Picketts Harbor

While Picketts Harbor isn't home to many top sights, Kiptopeke State Park and Bay Creek Golf Club are some notable places to visit nearby.

Picketts Harbor
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Bay Ridge

While Bay Ridge isn't home to many top sights, Bay Creek Golf Club and Kiptopeke State Park are some notable places to visit nearby.

Bay Ridge
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Kings Creek Landing

While there might not be top attractions in Kings Creek Landing, you can explore the larger area and discover places like Cape Charles Museum & Welcome Center and Oyster Farm Marina.

Kings Creek Landing
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,026 reviews)
"Beautiful views from balconies"

Reviewed on Sep 26, 2025

Waterside Inn
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 out of 5
3801 Main St, Chincoteague, VA
The price is P3,886 per night from Oct 26 to Oct 27
P3,886
P5,232 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
9/10 Wonderful! (991 reviews)
"Loved the room and the view"

Reviewed on Sep 28, 2025

Marina Bay Hotel & Suites, an Ascend Collection Hotel
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road, Chincoteague, VA
The price is P4,861 per night from Nov 2 to Nov 3
P4,861
P5,459 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this motel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,003 reviews)
Friendly accommodating staff
"Staff was very polite and great. allowed us to check in early no charge. was close to restaurants and attractions. room was clean, little weird the fridge and microwave were in bathroom, but wasn’t an issue. would definitely go back"

Reviewed on Sep 23, 2025

Chincoteague Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
Stay at this 3-star cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (458 reviews)
"Very clean, the property is well designed. They take super good care of everything there. Staff was out in the morning cleaning the deck around the pool and the gas grill too."

Reviewed on Sep 27, 2025

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St, Chincoteague, VA
Stay at this 3-star vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague ...
9.6/10 Exceptional! (189 reviews)
"The view and the screened in porch were the best. Lots of mosquitoes at this time of year. Unit is wonderful. Clean, cozy, well equipped kitchen. Beautiful bathroom with a great shower and mattresses were really comfortable. Friendly and helpful staff. Can’t say enough good things. Looking forward ..."

Reviewed on Sep 28, 2025

Blufin Bungalows & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit