Eastern Shore of Virginia Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

4 Night Beach vacations in Eastern Shore of Virginia

Price found within the past 48 hours. Click for updated prices.
Waterside Inn

Waterside Inn

Downtown Chincoteague
$583
per person
Dec 16 - Dec 20
found 1 hour ago
Roundtrip non-stop flight included
St. Thomas (STT) to Norfolk (ORF)
9/10 Wonderful! (1,005 reviews)
Refuge Inn

Refuge Inn

Piney Island
$652
per person
Dec 16 - Dec 20
found 1 hour ago
Roundtrip non-stop flight included
St. Thomas (STT) to Norfolk (ORF)
9.8/10 Exceptional! (1,005 reviews)
We ran our AC from the time we got there Friday around 4pm until we left Sunday morning and couldn’t tell a difference at all. It was very warm in the room. Wasn’t able to enjoy the outdoor seating area out side our room because of so many mosquitoes. The pool and hot tub were great. The breakfast was “ok”. It was nice that they brought it to the room. Likes going out to visit with the horses. We were on the first floor and very noisy, heavy footed upstairs neighbors. Might want to install different flooring for the second floor so it’s not so loud. All in all a nice get away.

Reviewed on Oct 14, 2026

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague
$711
per person
Dec 16 - Dec 20
found 1 hour ago
Roundtrip non-stop flight included
St. Thomas (STT) to Norfolk (ORF)
9.2/10 Wonderful! (643 reviews)
Don't see what you're looking for?
See all available trips from Singapore to Eastern Shore of Virginia
View all trips

Find your perfect Eastern Shore of Virginia beach vacation

How do I book the best Eastern Shore of Virginia beach vacation packages?

Life’s a beach when you dive into our brilliant Eastern Shore of Virginia beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Eastern Shore of Virginia?

A rental steps from the shore creates an amazingly affordable Eastern Shore of Virginia beach vacation. Seaside sojourns during low season start from $583. Prices and availability are subject to change. Additional terms may apply.

When should I book a Eastern Shore of Virginia beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Eastern Shore of Virginia?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Eastern Shore of Virginia beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Eastern Shore of Virginia vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Eastern Shore of Virginia beach vacation deals?

Sort your search results by deals to delight in amazing Eastern Shore of Virginia beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Eastern Shore of Virginia beach trip with free cancellation and/or flexible dates?

Just like the Eastern Shore of Virginia tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Eastern Shore of Virginia beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Eastern Shore of Virginia. (OK, maybe not that last part.)

Top Beach Eastern Shore of Virginia Hotels

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

7105 Maddox Boulevard Chincoteague VA
  • 8 min drive from Chincoteague National Wildlife Refuge
Lounge by the shoreline in Chincoteague, as you'll be near the beach when booking a getaway at this hotel. Amenities at Spark by Hilton Chincoteague Island include ...
Spark by Hilton Chincoteague Island
Waterside Inn

Waterside Inn

3761 Main St Chincoteague VA
  • 12 min drive from Chincoteague National Wildlife Refuge
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Waterside Inn
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

7020 Maddox Blvd Chincoteague VA
  • 8 min drive from Chincoteague National Wildlife Refuge
Make the most of this fantastic location, as you'll be near the beach with a vacation at this hotel. Available amenities at Days Inn by Wyndham Chincoteague ...
Days Inn by Wyndham Chincoteague Island
See all 1,189 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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.