Oyster Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Where to stay in Oyster

Find the best Oyster areas and neighborhoods for the activities you enjoy most. Learn more about Oyster
A town with historic buildings, a prominent church with a tall steeple, and a river in the background.

Historic Downtown Cape Charles

1 out of top 10 points of interest in this area

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
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

While visiting Kiptopeke, you might make a stop by sights like Kiptopeke State Park and Chesapeake Bay.

Find hotels in Kiptopeke
A coastal town with a bridge over a river, surrounded by residential buildings and greenery.

Picketts Harbor

Picketts Harbor might not have many top sights, but Kiptopeke State Park and Bay Creek Golf Club are two attractions nearby that you can check out.

Find hotels in Picketts Harbor
A sunset over a beach with a pier extending into the water.

Bay Ridge

While there might not be top attractions in Bay Ridge, you can explore the larger area and discover places like Bay Creek Golf Club and Kiptopeke State Park.

Find hotels in Bay Ridge
A pier extending into a greenish sea with rocky shore in the foreground.

Tower Hill

Tower Hill might not have many top sights, but Oyster Farm Marina and Central Park are two attractions nearby that you can check out.

Find hotels in Tower Hill

Top hotels in Oyster

Shore Stay Suites

Shore Stay Suites

26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
S$183
29 Sept - 30 Sept
includes taxes & fees
8.2/10 Very good! (728 reviews)
"Love it"

Reviewed on 20 Sept, 2026

Shore Stay Suites
Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

4129 Lankford Hwy Exmore VA
Fully refundableReserve now, pay when you stay
S$117
19 Oct - 20 Oct
includes taxes & fees
Hampton Inn & Suites Exmore - Eastern Shore
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

3446 Lankford Hwy Exmore VA
Fully refundable
S$144
19 Oct - 20 Oct
includes taxes & fees
8.4/10 Very good! (867 reviews)
"Great location for what we needed, nice room"

Reviewed on 25 Sept, 2026

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
See all 388 properties in Oyster
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.

Frequently asked questions

How much does an Oyster holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Oyster costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Oyster?
You can typically find lower rates and greater availability in January, February and March. Browse our cheap Oyster holiday packages and you could score some great off-season discounts.
How many days is enough for Oyster?
Generally, a handful of days is enough to see the major sights during your Oyster holiday. But if you want to have time to chill out or take day tours, think about extending your trip.
How to find the best Oyster package deals?
Use Expedia's filter tool to find some terrific Oyster package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Oyster package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book an Oyster holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a customised Oyster holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Oyster?
If you're planning an impromptu Oyster getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Oyster?
  1. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to visit Oyster.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to put aside for your trip to Oyster. Then, choose a property that matches your budget, whether that's an affordable option or a more upscale getaway.
  3. Decide how long to go for: Now that you know more about Oyster, you can figure out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Oyster holiday package.

Stay near popular Oyster attractions

University of Virginia Coastal Research Center

Enjoy the student vibe at University of Virginia Coastal Research Center during your stay in Cape Charles.
See properties

* 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.