Eastern Shore of Virginia Vacations from $395

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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.
The Atrium Resort, Virginia Beach by Vacatia
The Inn at Lewes
Chincoteague Bay RV Resort & Cottages
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Hotel Bethany Beach
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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

Discover the most popular places to visit in Eastern Shore of Virginia

Eastern Shore of Virginia Hotel Deals

Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $145 total per night from Jun 14 to Jun 15
$145 total
Jun 14 - Jun 15
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Love this little spot. No frills but clean, safe, great pool and bbq outdoor kitchen in back. Central location."

Reviewed on Jun 7, 2026

Chincoteague Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$317 nightly
The price is $356 total per night from Jul 8 to Jul 9
$356 total
Jul 8 - Jul 9
Total with taxes and fees
9.8/10 Exceptional! (578 reviews)
"Great “island” feel! Bright colors and awesome scenery! Landscape was awesome, walking paths raked daily! Very relaxing and awesome vibe! Everyone was very friendly! Would highly recommend!"

Reviewed on Jun 13, 2026

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
$238 nightly
The price is $267 total per night from Jun 17 to Jun 18
$267 total
Jun 17 - Jun 18
Total with taxes and fees
9.6/10 Exceptional! (267 reviews)
"We enjoyed 2 nights at the Blufin Bungalows. The property is very well run, clean, great location. This was our first visit to Chincateague and it was perfect! The only thing negative is that I thought we would be facing the bay and the floating cottages face each other, surrounded by water. That ..."

Reviewed on Jun 12, 2026

Blufin Bungalows & Marina
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.

Find the Best Eastern Shore of Virginia Vacation Packages

Eastern Shore of Virginia Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)

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