Eastern Shore of Virginia Vacation Packages
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Your Eastern Shore of Virginia Vacation
With an Eastern Shore of Virginia vacation package, you can forget about the stress of planning and put all your energy into experiencing everything this thrilling destination has to offer. With so much to see and do on a trip to Eastern Shore of Virginia, it can be tricky to know where to start. Kick off your journey in Exmore at Chatham Vineyards and Northampton Shopping Centre — two leading attractions here. Another city worthy of a spot on your itinerary is Greenbackville. Be sure not to miss Chincoteague National Wildlife Refuge and Maui Jack's Waterpark. Expedia has flights, hotels and everything else you need to help you organize your own tailored Eastern Shore of Virginia vacation today.
Top Eastern Shore of Virginia Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
CA $1,375
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very good! (1,447 reviews)
For most of my stay, I did not have any hot water when I wanted it. I could do a sink full of dishes and still not have any hot water. While the pool and jacuzzi were nice, the jacuzzi was not really accessible for someone traveling alone with minor mobility issues
Reviewed on Oct 25, 2026
The Barclay Towers Resort Hotel
Northeast Virginia Beach
CA $1,376
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
7.8/10 Good! (1,002 reviews)
This was an excellent hotel. However, we paid extra to park in the lot in front of the hotel, but there were not any spots open over the weekend and we were told they couldn't do anything.
Reviewed on Oct 25, 2026
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
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.
Downtown Chincoteague
While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.
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.
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.
Kiptopeke
If you're spending some time in Kiptopeke, Kiptopeke State Park and Chesapeake Bay are top sights worth seeing.
Ready to book your vacation to Eastern Shore of Virginia?
Eastern Shore of Virginia Hotel Deals
Waterside Inn
3761 Main St Chincoteague VA
CA $76
CA $86 total
Nov 2 - Nov 3
includes taxes & fees
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
CA $111
CA $124 total
Oct 27 - Oct 28
includes taxes & fees
Key West Cottages
4251 Main Street Chincoteague VA
CA $268
CA $301 total
Nov 25 - Nov 26
includes taxes & fees
9.8/10 Exceptional! (666 reviews)
"Unique cottages of high quality offered a great experience. Well designed and managed. We will definitely be back!"
Reviewed on Oct 25, 2026
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
Cape Charles Beach
9.2/10 (237 reviews)
Why not spend a carefree afternoon at Cape Charles Beach during your travels in Cape Charles? Wander the parks or discover the sunsets in this relaxing area.
Kiptopeke State Park
8.8/10 (105 reviews)
You can take time to visit Kiptopeke State Park during your travels to Cape Charles. Wander the beautiful beaches in this relaxing area.
Photo by Edith Shields
Assateague Lighthouse
9.2/10 (509 reviews)
Learn about the local history of Chincoteague when you take a trip to Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.
Eastern Shore of Virginia National Wildlife Refuge
8.8/10 (69 reviews)
Explore the great outdoors at Eastern Shore of Virginia National Wildlife Refuge, a lovely green space in Cape Charles. Wander the beautiful beaches in this relaxing area.
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.
Wallops Flight Facility
9.0/10 (211 reviews)
Wallops Flight Facility is just one of the places to see in New Church, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting.
Bay Creek Golf Club
8.0/10 (45 reviews)
Enjoy a round of golf in Cape Charles at Bay Creek Golf Club. Wander the beautiful beaches in this relaxing area.
Maui Jack's Waterpark
8.0/10 (82 reviews)
Bring your family to Maui Jack's Waterpark and enjoy this exciting theme park in Chincoteague.
Frequently asked questions
How much does an Eastern Shore of Virginia vacation package cost?
Be ready to book, because a trip to Eastern Shore of Virginia starts from an affordable CA $1,275. 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 vacation 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 fulfill those vacation 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 travelers.
How far in advance should I book my Eastern Shore of Virginia vacation?
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 vacation!
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 vacation package?
With a vacation 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 vacation 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.
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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.
