Eastern Shore of Virginia Vacation Packages 2026 from $340

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.

Boardwalk Resort and Villas

Northeast Virginia Beach

Save 100% on your flight

$340

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.8/10 Excellent! (1,024 reviews)

Was a great experience. I’ll be back!

Reviewed on Sep 1, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

Save 100% on your flight

$369

per person

Nov 4 - Nov 8

found 17 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Norfolk (ORF)

8.2/10 Very Good! (1,380 reviews)

Holiday Inn & Suites Virginia Beach North Beach by IHG

Northeast Virginia Beach

Save 100% on your flight

$499

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8/10 Very Good! (1,510 reviews)

Nice beach front view, the hotel was hot walking through (no a/c). The staff was the least helpful. I was supposed to be charged $40 per/night , & $10 per/night for hotel fees & parking — which sums up to $80. The next morning I looked at my bank account and seen that $332.55 was taking off my card. I went to speak with guest services and they told me it would be sent express when I check out. It’s a day after I checked out & I still don’t see anything. It’s hard with getting in contact with someone here in regards to this matter & I do not stay close to here. I’m really pissed off about this experience !

Reviewed on Sep 2, 2026

Sea Ranch Resort

Save 100% on your flight

$483

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.4/10 Very Good! (1,000 reviews)

Great location. Nice ocean front roof deck bar. Oceanfront room has great sunrise views! Older building on outside but rooms were nice.

Reviewed on Sep 2, 2026

Marjac Suites Virginia Beach Oceanfront

Northeast Virginia Beach

$505

per person

Nov 9 - Nov 12

found 1 day ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

6.2/10 (1,057 reviews)

The view is outstanding being able to listen to the ocean at night abs setting the sun rise in the morning it doesn't get better then that

Reviewed on Aug 30, 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.

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.

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.

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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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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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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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

3761 Main St Chincoteague VA

$98 nightly

$110 total

Sep 27 - Sep 28

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

"Staff was friendly, room was spacious and clean but there was hair on the pillows luckily I take my own linen . Located in a beautiful place, nice view from the room, breakfast was ok. Staff was friendly and helpful."

Reviewed on Aug 30, 2026

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Fully refundableReserve now, pay when you stay

$89 nightly

$100 total

Sep 13 - Sep 14

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

"X"

Reviewed on Sep 2, 2026

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Fully refundable

$139 nightly

$157 total

Oct 1 - Oct 2

Total with taxes and fees

9.6/10 Exceptional! (1,000 reviews)

"I wish they had a sign to keep the noise down at night. I came to rest but the people above me made so much noise after 10pm and I think they need some kind of signage to keep quiet after a certain time….that would be the suggestion that I have."

Reviewed on Sep 1, 2026

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.