Eastern Shore of Virginia Vacation Packages 2026 from $296

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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.

Sandcastle Resort On The Beach

Northeast Virginia Beach

$296

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

7.8/10 Good! (1,006 reviews)

Boardwalk Resort and Villas

Northeast Virginia Beach

Save 100% on your flight

$339

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.8/10 Excellent! (1,002 reviews)

Sea Ranch Resort

Save 100% on your flight

$491

per person

Sep 22 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.4/10 Very Good! (1,009 reviews)

Cleanliness was definitely lacking, there were stains on the curtains, dead bugs (on headboard and dead fly on outside table). Rust was also an issue, the balcony and door to balcony was riddled with rust. Main elevator was down, we were able to use staff elevator, however it was tiny. Also, at one point I leaned on the handrail while I was chatting with someone and nearly fell off the fourth floor. One of the posts to the handrail was extremely loose, which we called the front desk and let them know (they put caution tape on for the 2 days, still there when we left). I felt icky staying here and will not return.

Reviewed on Aug 19, 2026

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Northeast Virginia Beach

Save 100% on your flight

$405

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.4/10 Very Good! (1,486 reviews)

The Barclay Towers Resort Hotel

Northeast Virginia Beach

Save 100% on your flight

$334

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8/10 Very Good! (1,017 reviews)

We love staying at Barclay every time we visit Va beach

Reviewed on Aug 20, 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.

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.

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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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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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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Eastern Shore of Virginia Hotel Deals

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Fully refundableReserve now, pay when you stay

$99 nightly

$111 total

Sep 13 - Sep 14

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

"Very comfy and relaxing"

Reviewed on Aug 19, 2026

Waterside Inn

3761 Main St Chincoteague VA

$107 nightly

$120 total

Sep 13 - Sep 14

Total with taxes and fees

9/10 Wonderful! (1,014 reviews)

"2nd time staying, and very much enjoyed it. Biggest complaint was the humidity in the room. Made things slippery and damp. Water pressure was great, pool was wonderful, hot tub was nice, roses beautiful, lots of parking, great sound proofing, plenty of pillows. Friendly staff, nice breakfast, great ..."

Reviewed on Aug 19, 2026

Blufin Bungalows & Marina

2477 Main St Chincoteague VA

9.6/10 Exceptional! (311 reviews)

"Clean and fun to have a "floating" home. Easy check-in and parking. Kitchen well equipped and A.C was excellent. Screened in porch with high quality patio furniture - nice! Wish the view were the water and not the other bungalows - but we knew that going in. Large "step-up" from the dock to the unit ..."

Reviewed on Aug 19, 2026

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See all 1,203 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.