Eastern Shore of Virginia Vacation Packages 2026 from $346

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.

John Yancey Oceanfront Inn

Save 100% on your flight

$346

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

9.2/10 Wonderful! (1,927 reviews)

Older facility. No elevator which made it difficult to get to my second floor room. Steps need some kind of safety treads. Overall clean . Bathroom was small. Air conditioning not rhe best. No room circulation. Maintenance issues. Direct access to beach was nice. But my room had no beach view. Pool was clean and refreshing. No phone in room to speak directly to front desk. Breakfast was basic. Very few options for hot food. Probably won't return.

Reviewed on Sep 1, 2026

Boardwalk Resort and Villas

Northeast Virginia Beach

Save 100% on your flight

$387

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.8/10 Excellent! (1,018 reviews)

Great experience for a 1 night stay I enjoyed myself

Reviewed on Sep 1, 2026

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! (1,493 reviews)

The four pools plus hot tub, the room was clean, loved the beach view and the easy walk to the beach. The staff were wonderful, cheerful and very helpful.

Reviewed on Aug 31, 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! (1,007 reviews)

Great little restaurant and bar

Reviewed on Aug 30, 2026

Sundial Inn

Northeast Virginia Beach

$469

per person

Nov 9 - Nov 12

found 11 hours ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

7.6/10 Good! (1,004 reviews)

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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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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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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

$80 nightly

$90 total

Oct 1 - Oct 2

Total with taxes and fees

9/10 Wonderful! (1,003 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

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Fully refundable

$138 nightly

$156 total

Oct 1 - Oct 2

Total with taxes and fees

9.6/10 Exceptional! (1,006 reviews)

"Awesome place in good location. Would definitely recommend!"

Reviewed on Aug 31, 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.