Oyster Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Oyster Vacation
The exciting city of Oyster is calling your name. Discover its hot spots and hidden treasures with a Oyster vacation package that's custom made for you. If a sightseeing tour is on the cards during your trip to Oyster, stop by leading attractions like Cape Charles Beach, Bay Creek Golf Club and Cape Charles Museum & Welcome Center. Expedia will help you escape your daily routine. Tailor your vacation to Oyster to suit your style of travel, whatever that may be.
Top Holiday Package Deals in Oyster
Price found within the past 48 hours. Click for updated prices.
Where to stay in Oyster
Find the best Oyster areas and neighborhoods for the activities you enjoy most. Learn more about Oyster
Historic Downtown Cape Charles
1 out of top 10 points of interest in this area
If you're spending some time in Historic Downtown Cape Charles, Cape Charles Beach and Central Park are top sights worth seeing.
Kiptopeke
If you're spending some time in Kiptopeke, Kiptopeke State Park and Chesapeake Bay are top sights worth seeing.
Picketts Harbor
While Picketts Harbor isn't home to many top sights, Kiptopeke State Park and Bay Creek Golf Club are some notable places to visit nearby.
Bay Ridge
While Bay Ridge isn't home to many top sights, Bay Creek Golf Club and Kiptopeke State Park are some notable places to visit nearby.
Tower Hill
Though Tower Hill might not have many top sights, you can venture to the surrounding area to see attractions like Oyster Farm Marina and Central Park.
Oyster Hotel Deals
Shore Stay Suites
26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
CA $180
CA $200 total
Oct 1 - Oct 2
includes taxes & fees
8.2/10 Very good! (728 reviews)
"Love it"
Reviewed on Sep 20, 2026
Hampton Inn & Suites Exmore - Eastern Shore
4129 Lankford Hwy Exmore VA
Fully refundableReserve now, pay when you stay
CA $114
CA $126 total
Oct 16 - Oct 17
includes taxes & fees
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
3446 Lankford Hwy Exmore VA
Fully refundable
CA $141
CA $157 total
Oct 19 - Oct 20
includes taxes & fees
8.4/10 Very good! (864 reviews)
"Clean room Friendly staff My husband loved the biscuits and gravy"
Reviewed on Sep 21, 2026
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 vacation package cost?
Offering great value package deals from CA $799 on Expedia, you'll be pleasantly surprised at how much a vacation to Oyster costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Oyster?
If you're hoping to book a cheap Oyster vacation package, consider travelling in January, February and March. You'll typically find better rates on accommodations and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Oyster?
We recommend planning an Oyster vacation for at least 2 days. This will allow you enough time to visit popular sights including John Custis' Tomb and Cape Charles Beach, and check out neighbourhoods like Dalbys and Seaview. You could even squeeze in a day trip from Oyster.
How to find the best Oyster package deals?
Use Expedia's filter tool to find some fabulous Oyster package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Oyster package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Oyster vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Oyster vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Oyster?
If you've got your Oyster vacation dates finalized, book as soon as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Oyster?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to vacation in Oyster.
- Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your hotel will likely be the biggest expense during your trip to Oyster.
- Work out your trip length: Think about how much time you want to spend exploring Oyster. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the right Oyster vacation package for you.
Stay near popular Oyster attractions
University of Virginia Coastal Research Center
Explore the campus of University of Virginia Coastal Research Center during your visit to Cape Charles.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.