Eastern Shore of Virginia Vacations from US$ 313

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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.
La Quinta Inn & Suites by Wyndham Norfolk

La Quinta Inn & Suites by Wyndham Norfolk

US$ 313
per person
Nov 19 - Nov 22
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
7.8/10 Good! (1,025 reviews)
Problem with the ladies at the front desk, they were very matter-of-fact and rude! However, the cleaning staff, were really nice and friendly! I’ve had better breakfast, but it was decent. Your coffee was really good!

Reviewed on 12 Sep, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

Northeast Virginia Beach
US$ 466
per person
Oct 16 - Oct 19
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.8/10 Excellent! (1,006 reviews)
The air conditioner had a hose run from it out the wall. A hole had recently been drilled to allow this. Unfortunately they didn't clean it up and I got metal shards in my foot. Furniture was a hazard as well. No air moving in the halls.

Reviewed on 12 Sep, 2026

The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

Northeast Virginia Beach
US$ 527
per person
Oct 16 - Oct 19
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8/10 Very Good! (1,015 reviews)
Check out time is 11:00 am. It’s posted in the lobby plain and clear. 10:20 am: someone knocked on the door but I thought it was a different room in the hall so I did not say anything. The door gets opened; luckily my indoor slide lock stopped it. Me: who is it??? Unknown person on other side of door:.. I knocked. Were you sleeping? Me: No? (I was so confused I didn’t know how to answer or who was even talking to me). Mystery person: what time do you check out? Me; 11???? Door shuts. What the hell?????? I tell the story to front desk upon check out. Reception: oh. It was probably housekeeping. Me: ok but checkout time is 11. Reception: Sorry This was such a crazy thing, especially the fact there’s only one checkout time; visibly posted in the lobby.

Reviewed on 13 Sep, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

Downtown Bethany Beach
US$ 542
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (857 reviews)
The suite was quite large and makes great use of the space. The half wall between the living area and the beds made it almost seem like a small apartment. While the bathroom overall was great, it has a couple of quirks that detract from it. Because there is a full-length mirror on the inside of the bathroom door, the only place to hang a towel is the single hook right at the shower curtain rod. That's fine while you are using the shower, but to actually hang the towels when not in use, you have to use hooks outside of the bathroom. That's odd and inconvenient. The sink stopper was not attached to the pull up mechanism so shaving meant turning water on and off. The beds were OK. Not too hard or soft, but they had noticeable troughs in the middle. The balcony wrapped around the corner so we could catch a glimpse of the ocean and get a great view of the very attractive town. There was clear breakfast under-staffing on Thursday, to the point that there were no cups, and new ones came out two at a time. The limited staff didn't understand what to prioritize and spent time refilling items which were still half full while empty items lingered. It was much better on Friday, and having both regular and cheesy scrambled eggs was nice, but this breakfast was nothing like the usual Residence Inn. The location right on the boardwalk could not be better, and the hotel is overall really attractive. Yes, it's Bethany, not Ocean City, but this hotel really is overpriced.

Reviewed on 12 Sep, 2026

The Colony at Virginia Beach

The Colony at Virginia Beach

Northeast Virginia Beach
US$ 861
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Norfolk (ORF)
9.6/10 Exceptional! (42 reviews)
The parking is SUPER tight and the beds are extremely firm. Not something I like so made the stay a little uncomfortable for me. The location and the staff were amazing. My kids loved the ice cream social they had! The condo was clean and fully stocked with everything we needed to cook! I would definitely consider staying here again if the beds were not so uncomfortable for me.

Reviewed on 9 Sep, 2026

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.

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Deep Hole

Deep Hole might not have many top sights, but Maui Jack's Waterpark and Captain Timothy Hill House are two attractions nearby that you can check out.

An aerial view of a coastal area with a long, narrow breakwater extending into the sea, a sandy beach, and a distant shoreline with sparse vegetation.

Kiptopeke

If you're spending some time in Kiptopeke, Kiptopeke State Park and Chesapeake Bay are top sights worth seeing.

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)

Eastern Shore of Virginia Hotel Deals

Waterside Inn

Waterside Inn

3761 Main St Chincoteague VA
9/10 Wonderful! (1,004 reviews)
"The staff were super friendly and helpful and the location is great. Our room looked onto the water and the balcony view was stunning and calming. It was lovely to be able to sit on their pier and watch the sun go down. We would stay again."

Reviewed on 12 Sep, 2026

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Waterside Inn
Chincoteague Inn

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,001 reviews)
"I love to stay here because they have a huge outdoor kitchen that all guests are free to use. I hate being on the third floor and having to walk up and down the stairs."

Reviewed on 8 Sep, 2026

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Chincoteague Inn
Key West Cottages

Key West Cottages

4251 Main Street Chincoteague VA
Key West Cottages
See all 1,193 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.

Stay near popular Eastern Shore of Virginia attractions

A wooden boardwalk leading to a beach with a sandy shore and dunes.

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.
Photo by Edith Shields

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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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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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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Barrier Islands Center

8.4/10 (28 reviews)
You can spend time studying the exhibits at Barrier Islands Center in Machipongo. While you're in the area, stroll along the beautiful beaches.
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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.