Eastern Shore of Virginia

Travel Guide

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

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

Aerial view Fredericksburg Virginia with Circuit Court building , historic business district, Baptist church, Chatham bridge over Rappahannock River

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
The horses as they swim across from Assateague Island.

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Downtown Chincoteague
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Deep Hole

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

Deep Hole
Sundown at the Beach

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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Snotty Ridge

While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point.

Snotty Ridge
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
Stay at this cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (508 reviews)
Spotless and lovely stay!

Reviewed on Feb 9, 2026

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
The price is P5,717 per night from Feb 28 to Mar 1
P5,717
P6,482 total
Feb 28 - Mar 1
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,001 reviews)
Staff was courteous. We liked the hours for the complimentary breakfast. The pool & hot tub were very nice. Rooms were clean, updated & spacious. We really loved the balcony off the room. However, beds were too hard for us. Unfortunately for that reason we are not sur if webwould be back.

Reviewed on Feb 13, 2026

Comfort Suites Chincoteague Island Bayfront Resort
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
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. ...
8.4/10 Very Good! (1,000 reviews)
Me and my brother enjoyed our stay

Reviewed on Oct 15, 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 cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (508 reviews)
Spotless and lovely stay!

Reviewed on Feb 9, 2026

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (210 reviews)
Garrett went out of his way to make sure the heat and water worked during the cold season

Reviewed on Feb 8, 2026

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.

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