Name: Waterside Inn
Price range: $136 total
Rating: 9

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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.

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

Save 100% on your flight

$559

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

8.2/10 Very Good! (1,286 reviews)

Beautiful view in a perfect location. Friendly staff and a super fun on site bar on the beach.

Reviewed on May 27, 2026

Sea Ranch Resort

Save 100% on your flight

$662

per person

Aug 11 - Aug 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

8.6/10 Excellent! (1,004 reviews)

Our stay at the Sea Ranch Resort was fantastic!! We had Oceanfront with two bedrooms , perfect amenities for families everything you need! Have stayed here before with just hubby and I but had 3 grandkids and it was great! Highly recommend and we will be back!

Reviewed on May 29, 2026

The Ocean Key Virginia Beach Resort

Northeast Virginia Beach

Save 100% on your flight

$561

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Norfolk (ORF)

7.6/10 Good! (1,518 reviews)

There was enough space for each women to get ready and get dressed effectively. Thankful for the kitchen section. Wish the other pool was available. Overall, we will be back.

Reviewed on May 29, 2026

Outer Banks Beach Club

Save 100% on your flight

$1,026

per person

Aug 6 - Aug 11

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

8.8/10 Excellent! (68 reviews)

We loved staying here! The rooms were so clean and well maintained. The kitchen was well stocked with amenities.

Reviewed on May 28, 2026

Sea Scape Beach and Golf Villas

Sea Scape

Save 100% on your flight

$974

per person

Aug 6 - Aug 11

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

9.2/10 Wonderful! (155 reviews)

Our room was clean, and comfortable. We have the basic amenities we needed during our stay. The kitchen is stocked, the mini fridge worked extremely well (very cold), and there is also a microwave. The villa is clean and cared for. Everyone's friendly and there are plenty dining options around. Lots of things to do aside from the beach.

Reviewed on May 25, 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

Aerial view Fredericksburg Virginia with Circuit Court building , historic business district, Baptist church, Chatham bridge over Rappahannock River

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.

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

Cape Charles Beach

4.5/5(31 reviews)

Why not spend a carefree afternoon at Cape Charles Beach during your travels in Cape Charles? Wander the parks or discover the sunsets in this relaxing area.

Kiptopeke State Park

4/5(27 reviews)

You can take time to visit Kiptopeke State Park during your travels to Cape Charles. Wander the beautiful beaches in this relaxing area.

Sun Star Near Beacon at Assateague Lighthouse-Chincoteague NWR

Eastern Shore of Virginia National Wildlife Refuge

4.5/5(14 reviews)

Explore the great outdoors at Eastern Shore of Virginia National Wildlife Refuge, a lovely green space in Cape Charles. Wander the beautiful beaches in this relaxing area.

Eastern Shore of Virginia Hotel Deals

Blufin Bungalows & Marina

2477 Main St Chincoteague VA

$317 nightly

$356 total

Jun 4 - Jun 5

Total with taxes and fees

9.6/10 Exceptional! (259 reviews)

"A wonderful and unique experience. Everything was clean and easy to use. A great property and would stay again."

Reviewed on May 30, 2026

Key West Cottages

4251 Main Street Chincoteague VA

$215 nightly

$242 total

Jun 1 - Jun 2

Total with taxes and fees

9.8/10 Exceptional! (567 reviews)

"The cottage was adorable and very clean,the pool was beautiful unfortunately it rained most of the weekend so we couldn't take full advantage of it but we still enjoyed our stay.Everyone was very nice.We will definitely be coming back."

Reviewed on May 26, 2026

Waterside Inn

3761 Main St Chincoteague VA

$121 nightly

$136 total

Jun 4 - Jun 5

Total with taxes and fees

9/10 Wonderful! (1,002 reviews)

"Easy check-in and large, clean room with comfortable beds. Continental breakfast was adequate for our one-night stay."

Reviewed on May 29, 2026

See all 1,176 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.