Eastern Shore of Virginia Holidays

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Our guide on 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.

Find hotels in Historic Downtown Cape Charles

Eastern Shore of Virginia Holiday

Our pick of the best Eastern Shore of Virginia Hotel Deals

Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is NZ$227 per night from 30 Aug to 31 Aug
NZ$227
30 Aug - 31 Aug
includes taxes & fees
Chincoteague Inn
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is NZ$577 per night from 9 Aug to 10 Aug
NZ$577
9 Aug - 10 Aug
includes taxes & fees
9.6/10 Exceptional! (298 reviews)
"The on the water bungalows were so adorable! Very clean, stocked and had a regular coffee maker. Cold AC. Very nice screened in porch to sit out at night. Plenty of parking. The mosquitoes were active so make sure to bring some insect repellant. Mark the maintenance man was very helpful and friendly. ..."

Reviewed on 2 Aug 2026

Blufin Bungalows & Marina
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is NZ$586 per night from 25 Aug to 26 Aug
NZ$586
25 Aug - 26 Aug
includes taxes & fees
9.8/10 Exceptional! (607 reviews)
"Cute, Clean, Convenient & Close to everything! These cottages are adorable! Super clean, decorated very coastal charm, on the water and walkable to just about everything! Coffee shop right around the corner, shops, dining, donuts and more all walkable - you can walk either direction and get to things ..."

Reviewed on 2 Aug 2026

Key West Cottages
See all 1,201 properties in Eastern Shore of Virginia
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.
See properties

Frequently asked questions

How much does an Eastern Shore of Virginia holiday package cost?
Be ready to book, because a trip to Eastern Shore of Virginia starts from an affordable . When you combine your flights, hotels and car rentals into a travel package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Eastern Shore of Virginia?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into an Eastern Shore of Virginia holiday package to save tons of cash. Score even more bargains when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your own way. We offer over 550 partner airlines and 1 000 000 properties globally, so that everyone has a chance to travel and fulfil those holiday fantasies.
What are the top hotels in Eastern Shore of Virginia?
Princess Royale Oceanfront Resort and Carousel Resort Hotel & Condominiums know how to make their guests feel welcome in Greenbackville. If your itinerary also includes Exmore, look up Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel and Shore Stay Suites. Both are very popular with travellers.
How far in advance should I book my Eastern Shore of Virginia holiday?
Get rewarded with the widest variety and the lowest prices by booking your adventure to Eastern Shore of Virginia nice and early. Airlines typically advertise flights around a year in advance, so start locking things in ASAP. Having said that, Expedia is dedicated to providing you with the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Eastern Shore of Virginia travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can create your Eastern Shore of Virginia package just the way you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the more you save!
What should I know before booking an Eastern Shore of Virginia travel package?
Tailor deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we're a one-stop shop for all of them. You'll save precious cash just by combining your bookings. Whether you're going on a winter adventure or sipping cocktails on a beach, your dream getaway is only a few clicks away.
Can I choose my airline with an Eastern Shore of Virginia Expedia holiday package?
With a holiday package, you're the boss. Whether you're hoping to fly to Eastern Shore of Virginia in economy or first class, simply select from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Eastern Shore of Virginia holiday package?
You can cancel your Eastern Shore of Virginia booking if your plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.