Eastern Shore of Virginia Travel Guide

Tourist Guide

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

While visiting Historic Downtown Cape Charles, you might make a stop by sights like Cape Charles Beach and Central Park.

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

When in Deep Hole, you can plan a visit to Captain Timothy Hill House and Maui Jack's Waterpark, some noteworthy sights in the nearby area.

Deep Hole
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Picketts Harbor

Picketts Harbor might not have many top sights, but Kiptopeke State Park and Bay Creek Golf Club are two attractions nearby that you can check out.

Picketts Harbor
Chincoteague showing a beach, bird life and signage

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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Bay Ridge

While there might not be top attractions in Bay Ridge, you can explore the larger area and discover places like Bay Creek Golf Club and Kiptopeke State Park.

Bay Ridge
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 ...
9/10 Wonderful! (1,005 reviews)
Staff was great at check in, room clean and comfortable.

Reviewed on 2 Nov 2025

Waterside Inn
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

2.5 out of 5
3446 Lankford Hwy, Exmore, VA
Fully refundable
The price is NZ$180 per night from 14 Nov to 15 Nov
NZ$180
14 Nov - 15 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Exmore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (772 reviews)
My fav place to stay when I come home for a visit!

Reviewed on 25 Oct 2025

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
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! (475 reviews)
I stayed in the Palm Cottage. I was told that the particular cottage I was given was the most requested, and I now I know why. The view was absolutely incredible. Though it was surrounded by other cottages, it felt like I was in a space all by myself. It was so quiet and peaceful, though it was during ...

Reviewed on 1 Nov 2025

Key West Cottages
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! (475 reviews)
I stayed in the Palm Cottage. I was told that the particular cottage I was given was the most requested, and I now I know why. The view was absolutely incredible. Though it was surrounded by other cottages, it felt like I was in a space all by myself. It was so quiet and peaceful, though it was during ...

Reviewed on 1 Nov 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! (204 reviews)
yesss amazing stay

Reviewed on 3 Nov 2025

Blufin Bungalows & Marina
1BR Waterfront cottage with a view of the wild Chincoteague ponies!

1BR Waterfront cottage with a view of the wild Chincoteague ponies!

Chincoteague
Stay at this cottage in Chincoteague. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Assateague Lighthouse and ...
9.6/10 Exceptional! (14 reviews)
Very clean room. Rented a small boat from them and took our dogs with us; they loved being on a boat! Beautiful views of the water and assateague lighthouse right from the property, especially at sunset. We paid for the water taxi to take us to a secluded beach for a few hours. The dogs got to run ...

Reviewed on 1 Sept 2025

1BR Waterfront cottage with a view of the wild Chincoteague ponies!
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

Cities near Eastern Shore of Virginia