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.
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

Northwest
CA $1,266
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Norfolk (ORF)
8.4/10 Very good! (447 reviews)
The staff was amazing

Reviewed on Aug 16, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

CA $1,742
per person
Sep 19 - Sep 26
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (809 reviews)
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Northeast Virginia Beach
CA $1,585
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Norfolk (ORF)
8.4/10 Very good! (1,486 reviews)
Balcony & staff :)

Reviewed on Aug 16, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

Downtown Ocean City
CA $3,840
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
8.2/10 Very good! (766 reviews)
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

Downtown Ocean City
CA $3,176
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
7.8/10 Good! (44 reviews)
It was perfect location and great place

Reviewed on Aug 12, 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
A town with historic buildings, a prominent church with a tall steeple, and a river in the background.

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.

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.

Beautiful marshlands next the ocean full of life - Assateague, MD, USA

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

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.

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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.

Ready to book your vacation to Eastern Shore of Virginia?

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Eastern Shore of Virginia Hotel Deals

Chincoteague Inn

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
CA $137
CA $154 total
Sep 13 - Sep 14
includes taxes & fees
Chincoteague Inn
Blufin Bungalows & Marina

Blufin Bungalows & Marina

2477 Main St Chincoteague VA
CA $367
CA $490 total
Aug 20 - Aug 21
includes taxes & fees
Blufin Bungalows & Marina
Waterside Inn

Waterside Inn

3761 Main St Chincoteague VA
CA $139
CA $156 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Right on the water with views . Long pier to watch sunsets. Pool clean and right on water and open till 1 am. Older room but clean. Only disappointment was breakfast. Yogurt , coffee, apples. Mini waffles , hard boiled eggs. Tiny sealed OJ cups. Should have muffins and danish at least for ..."

Reviewed on Aug 16, 2026

Waterside Inn
See all 1,202 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)
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.
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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)
You can take time to visit Kiptopeke State Park during your travels to Cape Charles. Wander the beautiful beaches in this relaxing area.
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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 take a trip to Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.
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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.
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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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Oyster Farm Marina

Explore the waterfront in Cape Charles with a trip to Oyster Farm Marina. Wander the beautiful beaches in this relaxing area.
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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.
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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.
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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 $1,266. 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.