Eastern Shore of Virginia Holidays

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Your Eastern Shore of Virginia Holiday

Leave all the planning to us with an Eastern Shore of Virginia holiday package. With everything organised before you leave home, the only thing left for you to do is sit back, relax and enjoy this destination's culture and beauty. Kick off your trip to Eastern Shore of Virginia with some time exploring Exmore visiting popular attractions like Chatham Vineyards and Northampton Shopping Centre. Nassawadox is another city that lures travellers from far and wide. Barrier Islands Centre and Chatham Vineyards are two of the top places to see here. Whether you plan to travel on a budget or in the lap of luxury, Expedia are here to help you customise your next Eastern Shore of Virginia holiday.

Where to stay in Eastern Shore of Virginia

Find the best Eastern Shore of Virginia areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore of Virginia
A town with historic buildings, a prominent church with a tall steeple, and a river in the background.

Historic Downtown Cape Charles

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

A field of horses near a body of water with a crowd in the background.

Downtown Chincoteague

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

A coastal landscape with a clear blue sky, a calm sea, and a marshy area with water reflecting the sky.

Piney Island

1 out of top 10 points of interest in this area

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

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Deep Hole

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

An aerial view of a coastal area with a long, narrow breakwater extending into the sea, a sandy beach, and a distant shoreline with sparse vegetation.

Kiptopeke

While visiting Kiptopeke, you might make a stop by sights like Kiptopeke State Park and Chesapeake Bay.

Eastern Shore of Virginia Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)

Top hotels in Eastern Shore of Virginia

Waterside Inn

Waterside Inn

3761 Main St Chincoteague VA
£49
18 Oct - 19 Oct
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"We enjoyed our stay. Had a problem when we first got there. They rectified it quickly."

Reviewed on 17 Sept 2026

Waterside Inn
Key West Cottages

Key West Cottages

4251 Main Street Chincoteague VA
£169
18 Oct - 19 Oct
includes taxes & fees
9.8/10 Exceptional! (639 reviews)
"This was the perfect relaxing get away! Clean and quiet! Already booked for next spring 2027!"

Reviewed on 16 Sept 2026

Key West Cottages
Chincoteague Inn

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
£74
27 Sept - 28 Sept
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"My second time staying here and it’s great! The staff are very helpful. Clean room and a great stay."

Reviewed on 16 Sept 2026

Chincoteague Inn
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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.

Stay near popular Eastern Shore of Virginia attractions

A wooden boardwalk leading to a beach with a sandy shore and dunes.

Cape Charles Beach

9.2/10 (237 reviews)
This gentle Chesapeake Bay beach offers calm, shallow waters perfect for families with children. Enjoy spectacular sunsets from wooden viewing platforms before exploring Cape Charles' charming historic district shops.
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A weathered, rusted pier with multiple rusted bollards and a partially intact structure.

Kiptopeke State Park

8.8/10 (105 reviews)
Explore the unique concrete ship breakwaters that now serve as vibrant artificial reefs for marine life. Hike coastal trails or cast a line from the fishing pier while watching migratory birds along the Atlantic Flyway.
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A red and white lighthouse with a small adjacent building, surrounded by trees and a clear sky.
Photo by Edith Shields

Assateague Lighthouse

9.2/10 (509 reviews)
Learn about the local history of Chincoteague when you spend time at Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.
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A tall red and white lighthouse with a black top, surrounded by trees and a small building.

Eastern Shore of Virginia National Wildlife Refuge

8.8/10 (69 reviews)
A critical stopover on the Atlantic Flyway, this refuge shelters over 400 bird species across diverse habitats. Witness the spectacular fall migration of songbirds and monarchs from trails and observation deck.
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Assateague Point

9.6/10 (685 reviews)
Commune with nature and explore the great outdoors at Assateague Point during your travels in Chincoteague. While you're in the area, stroll along the beautiful beaches.
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Maui Jack's Waterpark

8.0/10 (82 reviews)
Splash into Hawaiian-themed fun at Maui Jack's Waterpark, featuring thrilling water slides and a relaxing lazy river. Reserve a private cabana for a premium family experience during your Chincoteague Island adventure.
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Bay Creek Golf Club

8.0/10 (45 reviews)
Two legendary golf courses designed by Palmer and Nicklaus showcase stunning Chesapeake Bay views. Enjoy meticulously maintained fairways while spotting coastal wildlife on this prestigious waterfront retreat.
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Barrier Islands Center

8.4/10 (28 reviews)
You can spend time studying the exhibits at Barrier Islands Center during your trip to Machipongo. While you're in the area, stroll along the beautiful beaches.
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Frequently asked questions

How much does an Eastern Shore of Virginia travel package cost?
We make it simple to travel somewhere new, with Eastern Shore of Virginia travel packages starting from as low as . You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some tours and activities to your itinerary?
If I'm not able to travel, can I cancel my Eastern Shore of Virginia travel package?
Certainly, and we're here to help. You may be able to cancel or amend your Eastern Shore of Virginia travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances unexpectedly change, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Eastern Shore of Virginia?
Our Eastern Shore of Virginia travel packages mean plenty of savings for the savvy traveller. For the best deals, simply bundle your hotel, flights and extras (including tours) into a convenient package. But cheap prices are only the start of your next memorable adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotel options all over the world to pick from. No matter your budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Eastern Shore of Virginia holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your bank balance. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can take that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip across multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment option. Simply put down a small deposit on your holiday and then get on your way.
How far in advance should I book my Eastern Shore of Virginia holiday?
Earlier is always better. Airlines usually release flights up to 12 months ahead of departure, and this is when you can pick up some of the cheapest prices. Boss just told you to take all your holiday days next month? No sweat. Expedia are never short on fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Eastern Shore of Virginia travel package include?
That depends on what you're after. If you're travelling alone, you might decide to bundle hotels and flights. Bringing the entire family to Eastern Shore of Virginia? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking an Eastern Shore of Virginia travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and pick up fantastic discounts. Hotels aren't your only option, however. Book with us and take your pick of beachside condos, city apartments and just about everything in between!
Can I choose my airline with an Eastern Shore of Virginia Expedia travel package?
Yes, you sure can. We offer more than 550 partner airlines all over the world, so select the carrier that matches your travel needs.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.