Oyster Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $1,792, price is now CA $1,472 per person
CA $1,472
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Sudbury (YSB) to Norfolk (ORF)
8.8/10 Excellent! (1,003 reviews)

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 $1,952, price is now CA $1,572 per person
CA $1,572
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Sudbury (YSB) to Norfolk (ORF)
8/10 Very good! (1,584 reviews)

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Northeast Virginia Beach
Price was CA $2,048, price is now CA $1,708 per person
CA $1,708
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Sudbury (YSB) to Norfolk (ORF)
8.2/10 Very good! (1,447 reviews)

The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Northeast Virginia Beach
Price was CA $1,982, price is now CA $1,675 per person
CA $1,675
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Sudbury (YSB) to Norfolk (ORF)
7.8/10 Good! (1,002 reviews)
Cool stay. Staff was very cool.

Reviewed on Nov 2, 2026

The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Northeast Virginia Beach
Price was CA $2,125, price is now CA $1,807 per person
CA $1,807
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Sudbury (YSB) to Norfolk (ORF)
9.2/10 Wonderful! (57 reviews)

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

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

Oyster Hotel Deals

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 CA $142 per night from Nov 12 to Nov 13
CA $142
CA $158 total
Nov 12 - Nov 13
includes taxes & fees
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

2.5 out of 5
4129 Lankford Hwy Exmore VA
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Nov 14 to Nov 15
CA $114
CA $127 total
Nov 14 - Nov 15
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"Staff very friendly, easy check in,room was clean. Did not eat breakfast as we left very early. Would stay again"

Reviewed on Nov 6, 2026

Hampton Inn & Suites Exmore - Eastern Shore
Beachfront Estate, Multi-Level Decks, Bay Creek

Beachfront Estate, Multi-Level Decks, Bay Creek

Cape Charles VA
9.2/10 Wonderful! (5 reviews)
"Beautiful house for our family vacation. Easy walk to the beach. Gorgeous views. Happy to bring our dogs along for the trip."

Reviewed on Aug 23, 2026

Get rates
Beachfront Estate, Multi-Level Decks, Bay Creek
See all 387 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Oyster vacation package cost?
Offering great value package deals from CA $1,472 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.