Eastern Shore of Virginia Vacations from $257

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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 Center — 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.

The Latest Eastern Shore of Virginia vacation packages

Price found within the past 48 hours. Click for updated prices.
Shutters on the Banks

Shutters on the Banks

$257
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
9.2/10 Wonderful! (1,974 reviews)
We love loved everything about this hotel. The room was decorated very nice. We are already trying to figure out when we can go back.

Reviewed on Sep 9, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

$548
per person
Oct 12 - Oct 16
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
9.2/10 Wonderful! (1,924 reviews)
Great location, great staff!

Reviewed on Sep 8, 2026

Blackbeard's Lodge

Blackbeard's Lodge

$828
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.4/10 Very Good! (403 reviews)
It was pet friendly

Reviewed on Sep 9, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach
$318
per person
Nov 19 - Nov 22
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.2/10 Very Good! (1,387 reviews)
check in was smooth but we had to pay some $100 fee on top of the $100 refundable deposit for “cleaning” but they don’t even do housekeeping, they do “linen exchange”. room was clean however it smelled extremely fishy the whole time, i had to spray perfume all over the room every day, i believe it’s because we were above the restaurant that is connected to the hotel. tv did not work the entire time we stayed, bad wifi that the tv kept disconnecting from. they also do not serve breakfast. our toilet also stopped working on the 2nd day of our 4 night stay, and we told the front desk as we were leaving to go out for the night, came back & it was “fixed” but periodically would run loudly, filling with water etc. location is very nice, there is a foot washer directly outside of the hotel along with a staircase down to the sand. check in & check out were both very easy, parking deck gets full fast though & theres only about 15ish (give or take a few) spots per level with 4 levels of a parking deck. Outdated furniture in rooms but nonetheless got the job done.

Reviewed on Sep 9, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

South Rodanthe
Save 100% on your flight
$457
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
9.6/10 Exceptional! (66 reviews)
Ken, the gentleman who takes care of the property was a gem! I asked for something I needed in the suite and he got it very quickly. Moreover he learned it was my birthday weekend and left a bottle of non alcoholic “bubbly” iced down in a wine bucket with a very dear note wishing me a happy “60th” birthday even though he knew it was many more years than that!😉 The suite was very comfortable and had everything you’d need in the kitchen as well as beach towels. The location was very near everything too! Highly recommend!

Reviewed on Sep 7, 2026

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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.

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

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.

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 take a trip to 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 in Machipongo. While you're in the area, stroll along the beautiful beaches.
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Eastern Shore of Virginia Hotel Deals

Waterside Inn

Waterside Inn

3761 Main St Chincoteague VA
$97 nightly
$109 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"What a beautiful hotel. It's older but has charm. Best part was the view from the room. Probably one of the best views in the area. Room was clean and pool and hot tub were a bonus! Enjoy the included breakfast as well. Freshly made waffles, omelets, and sausage. All the staff were amazing! Will ..."

Reviewed on Sep 7, 2026

Waterside Inn
Chincoteague Inn

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$89 nightly
$100 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"I love to stay here because they have a huge outdoor kitchen that all guests are free to use. I hate being on the third floor and having to walk up and down the stairs."

Reviewed on Sep 8, 2026

Chincoteague Inn
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA
Fully refundableReserve now, pay when you stay
$134 nightly
$151 total
Oct 4 - Oct 5
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
"Everything was wonderful."

Reviewed on Sep 9, 2026

Comfort Suites Chincoteague Island Bayfront Resort
See all 1,200 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.

Find the Best Eastern Shore of Virginia Vacation Packages

Eastern Shore of Virginia Essential Information

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

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