Eastern Shore of Virginia Holidays

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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
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Historic Downtown Cape Charles

While visiting Historic Downtown Cape Charles, you might make a stop by sights like Cape Charles Beach and Central Park.

Find hotels in Historic Downtown Cape Charles

Top hotels in Eastern Shore of Virginia

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,005 reviews)
Staff was great at check in, room clean and comfortable.

Reviewed on 2 Nov, 2025

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Waterside Inn
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

2.5 out of 5
3446 Lankford Hwy, Exmore, VA
Fully refundable
The price is S$132 per night from 17 Nov to 18 Nov
S$132
17 Nov - 18 Nov
includes taxes & fees
8.2/10 Very Good! (770 reviews)
My fav place to stay when I come home for a visit!

Reviewed on 25 Oct, 2025

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
The price is S$262 per night from 10 Nov to 11 Nov
S$262
10 Nov - 11 Nov
includes taxes & fees
9.8/10 Exceptional! (475 reviews)
I stayed in the Palm Cottage. I was told that the particular cottage I was given was the most requested, and I now I know why. The view was absolutely incredible. Though it was surrounded by other cottages, it felt like I was in a space all by myself. It was so quiet and peaceful, though it was during ...

Reviewed on 1 Nov, 2025

Key West Cottages
See all 1,182 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.

Popular places to visit

Kiptopeke State Park

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

Kiptopeke State Park

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 travellers to Eastern Shore of Virginia during the COVID-19 outbreak?
If it's your first time travelling 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 organising 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.