Name: Key West Cottages
Price range: $237 total

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.

The Capes Hotel

Northeast Virginia Beach

$415

per person

Dec 3 - Dec 7

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Norfolk (ORF)

8.6/10 Excellent! (579 reviews)

Every room has a ocean view, and staff was very nice and helpful.

Reviewed on Oct 28, 2026

The Sitio

Northeast Virginia Beach

$672

per person

Dec 3 - Dec 7

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Norfolk (ORF)

9.4/10 Exceptional! (81 reviews)

AMAZINGGGGG

Reviewed on Oct 23, 2026

Boardwalk Resort and Villas

Northeast Virginia Beach

$513

per person

Nov 28 - Dec 4

found 1 day ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

8.8/10 Excellent! (1,003 reviews)

The location was the best, unit was large and clean. The full kitchen was great for making brunch. The gym and pool were good. The oceanfront balcony was good.

Reviewed on Oct 28, 2026

Sea Ranch Resort

$1,298

per person

Dec 20 - Dec 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.4/10 Very Good! (1,003 reviews)

The Burrus House Inn Waterfront Suites

$1,878

per person

Dec 20 - Dec 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

9.8/10 Exceptional! (45 reviews)

We stayed at the Burrus House for four nights and it was perfect! The staff was awesome -everyone we met or ran into was extremely helpful and friendly. The cleanliness of the whole hotel from the office to our room and the entertainment area was impeccable. Everything about the hotel and our stay was wonderful. I highly recommend the Burrus House!!

Reviewed on Oct 24, 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.

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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Eastern Shore of Virginia Hotel Deals

Waterside Inn

3761 Main St Chincoteague VA

$56 nightly

$63 total

Nov 4 - Nov 5

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

"Excellent location, excellent staff and breakfast. The only down things - some rooms need furniture upgrades, such as chairs on the balcony, sliding door in our room was barely moving, window screen had gaps, shower curtain needed replacement. Otherwise, it is very good."

Reviewed on Oct 28, 2026

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Fully refundableReserve now, pay when you stay

$84 nightly

$94 total

Oct 30 - Oct 31

Total with taxes and fees

Key West Cottages

4251 Main Street Chincoteague VA

$211 nightly

$237 total

Nov 29 - Nov 30

Total with taxes and fees

See all 1,181 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.