Eastern Shore of Virginia Vacation Packages 2026 from $494

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

$494

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.8/10 Excellent! (1,009 reviews)

The room was very nice. The property was clean. I will definitely day here again.

Reviewed on Oct 21, 2026

Beach Walk

Downtown Ocean City

Save 100% on your flight

$2,354

per person

Dec 25 - Dec 30

found 13 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Salisbury (SBY)

7.6/10 Good! (126 reviews)

We never slept here. The room was incredibly dirty. Stained sheets, stained carpet, god only knows what on the walls in the bathroom. The table and chairs were a table that folded out from the wall with a stick underneath. The chairs were two rusty folding chairs. The blinds in the window were busted up and only covered half the window. I honestly don’t know how they’ve not been shut down. We quickly found another hotel.

Reviewed on Oct 13, 2026

Atlantic Shores Inn and Suites

Downtown Chincoteague

$1,523

per person

Dec 25 - Dec 30

found 11 hours ago

Roundtrip flight included

Denver (DEN) to Norfolk (ORF)

7.6/10 Good! (1,007 reviews)

Management is amazing! Everything about this hotel is satisfying. My grandchildren are always looking forward to go there,100% recommended!

Reviewed on Oct 17, 2026

The Barclay Towers Resort Hotel

Northeast Virginia Beach

$583

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

7.8/10 Good! (1,015 reviews)

Room needed to be wiped down with Lysol wipes before staying. No dish soap in the kitchen. Spare bedding set, had hair in it

Reviewed on Oct 21, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

$612

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.2/10 Very Good! (1,425 reviews)

We had a seamless Checkin. Our room looked just like the pictures and was very clean. when I needed some help, Quinn at the front desk went above and beyond to assist me and made me feel valued. The property has everything you need for a comfortable stay. The views from our hotel room of the ocean, and sunrise were amazing!! Definitely would come back again.

Reviewed on Oct 19, 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 Captain Timothy Hill House and Maui Jack's Waterpark 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 coastal town with a sandy beach, houses, and a lighthouse.

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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Cape Charles Harbor

This historic maritime gateway offers spectacular Chesapeake Bay views and a vibrant waterfront atmosphere. Stroll the public pier at sunset, then explore the adjacent historic district with its charming local shops.

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Eastern Shore of Virginia Hotel Deals

Waterside Inn

3761 Main St Chincoteague VA

$56 nightly

$63 total

Oct 27 - Oct 28

Total with taxes and fees

9/10 Wonderful! (1,002 reviews)

"The view from the balcony was amazing! Breakfast was delicious! Loved that our room had a key and not a keycard. Will most definitely stay again!"

Reviewed on Oct 21, 2026

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Fully refundableReserve now, pay when you stay

$79 nightly

$89 total

Oct 25 - Oct 26

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

"The place was nice, the staff wasn't very knowledgeable in the are or attractions."

Reviewed on Oct 18, 2026

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Fully refundable

$100 nightly

$113 total

Nov 11 - Nov 12

Total with taxes and fees

9.6/10 Exceptional! (1,000 reviews)

"Very good, clean and nice people 100% recommend it."

Reviewed on Oct 18, 2026

See all 1,187 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.