Eastern Shore of Virginia Vacation Packages

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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 Centre — 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.

Top Eastern Shore of Virginia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was CA $2,544, price is now CA $1,764 per person
CA $1,764
per person
Jul 12 - Jul 19
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,006 reviews)
Everyone was great. The only thing I noticed was the tub needed work. The caulk was covering up black and the bottom of the tub was discolored at the no skid strips. Also looked like the same thing as the caulk.

Reviewed on Apr 18, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Price was CA $3,777, price is now CA $2,628 per person
CA $2,628
per person
Jul 12 - Jul 19
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9.4/10 Exceptional! (30 reviews)
Large, spotless, beautifully decorated, a fully equipped apartment rather than a hotel room.

Reviewed on Apr 24, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was CA $2,929, price is now CA $2,064 per person
CA $2,064
per person
Jul 12 - Jul 19
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9/10 Wonderful! (1,884 reviews)
Breakfast included and the location make this a slam dunk option for us. Our second time staying with them!!

Reviewed on Apr 26, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was CA $2,531, price is now CA $1,806 per person
CA $1,806
per person
Jun 13 - Jun 20
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8/10 Very Good! (1,353 reviews)
Had a ocean front suit and everything was good, except the main room the sliding glass door to the balcony door handle was broken off, and even when trying to slide the door open with your hands it wad extremely hard, we gave up after the first night.

Reviewed on Apr 26, 2026

Sea Scape Beach and Golf Villas

Sea Scape Beach and Golf Villas

3.5 out of 5
Sea Scape
Price was CA $2,394, price is now CA $1,766 per person
CA $1,766
per person
Jun 1 - Jun 8
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
9.2/10 Wonderful! (149 reviews)
Kitchen had everything you would need and more. They thought of all the details.

Reviewed on Apr 21, 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
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.

Find hotels in Historic Downtown Cape Charles

Ready to book your vacation to Eastern Shore of Virginia?

 

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Eastern Shore of Virginia Hotel Deals

Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
9.6/10 Exceptional! (239 reviews)
A lot parking spots

Reviewed on Apr 27, 2026

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Blufin Bungalows & Marina
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is CA $223 per night from Apr 29 to Apr 30
CA $223
CA $250 total
Apr 29 - Apr 30
includes taxes & fees
9.8/10 Exceptional! (545 reviews)
It was more than we expected.

Reviewed on Apr 26, 2026

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundable
The price is CA $214 per night from May 4 to May 5
CA $214
CA $242 total
May 4 - May 5
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
The best

Reviewed on Apr 27, 2026

Comfort Suites Chincoteague Island Bayfront Resort
See all 1,165 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.
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Discover the most popular places to visit in Eastern Shore of Virginia

Afternoon Shadows at Cape Charles Beach

Cape Charles Beach

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.

Cape Charles Beach

Maui Jack's Waterpark

Bring your family to Maui Jack's Waterpark and enjoy this exciting theme park in Chincoteague.

Maui Jack's Waterpark

Eyre Hall

You can learn about the history of Cape Charles with a trip to Eyre Hall. Wander the beautiful beaches in this relaxing area.

Eyre Hall

Frequently asked questions

Can I cancel my flight booking to Eastern Shore of Virginia due to COVID-19?
Our convenient Customer Service Portal is your one-stop shop for almost every travel question, including about flight changes related to COVID-19. For greater peace of mind, read through the terms and conditions of your airfare before booking a seat.
What's the best way to find cheap flights to Eastern Shore of Virginia that have flexible change policies?
By using our helpful "No change fee" filter, that's how. Just type in your travel details, click "Search," then tick the checkbox under the "Flexible change policies" heading (it's on the left of your screen). Expedia makes it a snap to find affordable, flexible fares to Eastern Shore of Virginia.
What are some of the general tips for travelers to Eastern Shore of Virginia during the COVID-19 outbreak?
If it's your first time traveling during the COVID-19 outbreak, you'll notice a host of new standards and rules in place. Take note of these tips and make your journey to Eastern Shore of Virginia a smooth one:
  • Before committing to anything, check if any travel restrictions apply — in both your destination and origin. Get up-to-date information by checking official government websites.
  • Keep your face mask on even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
  • To reduce the potential of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be taken out for X-ray scanning.
  • To minimize handling during screening, place items such as your wallet, phone and belt into your carry-on rather than into the bins.
  • If you're bringing food on board, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA employee will need to handle your food container or carry-on bag for closer inspection.

Which airlines fly to Eastern Shore of Virginia?
Arrange your airfare with American Airlines and then start organizing your Eastern Shore of Virginia travel agenda. This top airline has 712 flights every month to Norfolk Intl. Airport (ORF), a main gateway.
How can I find cheap tickets to Eastern Shore of Virginia?
Start searching as early as possible, travel on a cheaper day, use frequent flyer miles — there are loads of ways! One more is to use Expedia's "flexible dates" function. Find an Eastern Shore of Virginia flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Eastern Shore of Virginia was .
How much is a flight to Eastern Shore of Virginia?
One-way flights departing from () sold for as little as in the last seven days. During this period, the price of a return ticket to Eastern Shore of Virginia varied between and . If you spot a bargain, book as fast as you can — these prices don't hang around.
What are the most popular airports to fly into in Eastern Shore of Virginia?
The main gateway to Eastern Shore of Virginia, about 1958 flights cruise into Norfolk Intl. Airport (ORF) each month. Look for an amazing deal, book your ticket and prepare to discover this popular region.
When is the cheapest time to fly to Eastern Shore of Virginia?
Fly out on a Tuesday to raise your chances of picking up the cheapest fare to Eastern Shore of Virginia. Mondays are usually the next most affordable day to take off. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Eastern Shore of Virginia?
In the last seven days, ticket prices to Eastern Shore of Virginia ranged from to .
Which airlines with flights to Eastern Shore of Virginia employ COVID-19 cleanliness policies?
Social distancing is just the beginning of new air travel measures to help fight COVID-19. From the waiting lounge to your designated seat, these airlines will carry you to your destination with comfort and confidence:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.