Oyster Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 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.
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Price was CA $1,101, price is now CA $975 per person
CA $975
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very Good! (1,479 reviews)
We love the homey feeling of the room. The whole apartment aka hotel room was the best. Can't wait to cone back during the warmer season. Thanks for making my birthday

Reviewed on Oct 12, 2025

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $1,283, price is now CA $1,043 per person
CA $1,043
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,018 reviews)
We got a suite with ocean view. It was clean and the view was beautiful the next morning on the balcony.

Reviewed on Mar 14, 2026

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $1,245, price is now CA $1,074 per person
CA $1,074
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.8/10 Good! (1,471 reviews)
Very easy check in, pool was nice and convenient for kids, great location to beach

Reviewed on Mar 16, 2026

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 $1,189, price is now CA $1,036 per person
CA $1,036
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very Good! (1,197 reviews)
The unit is nicely furnished. Very useable kitchen. It was nice to have a full size table and 4 chairs. There was a lot of noise from the hall and through the connecting door. Beautiful view of the ocean and beach. Great access to the boardwalk. All the staff I met were very pleasant. I would stay here again.

Reviewed on Mar 18, 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 $1,156, price is now CA $1,044 per person
CA $1,044
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8/10 Very Good! (1,347 reviews)
Have a 1 year old so loved that the indoor pool was not to cold for him. Pool area is great and room was spacious. Balcony was nice with great view of the ocean. Would absolutely stay again!

Reviewed on Mar 14, 2026

Where to stay in Oyster

Find the best Oyster areas and neighborhoods for the activities you enjoy most. Learn more about Oyster
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

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 $119 per night from Mar 22 to Mar 23
CA $119
CA $133 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (812 reviews)
Room was neet, ckwan and spacious. Staff most friendly and courteous

Reviewed on Mar 11, 2026

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

Shore Stay Suites

2 out of 5
26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Mar 19 to Mar 20
CA $142
CA $158 total
Mar 19 - Mar 20
includes taxes & fees
8.4/10 Very Good! (660 reviews)
Quiet area. Perfect location

Reviewed on Mar 14, 2026

Shore Stay Suites
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Cape Charles VA
The price is CA $253 per night from Mar 19 to Mar 20
CA $253
CA $670 total
Mar 19 - Mar 20
includes taxes & fees
9.6/10 Exceptional! (145 reviews)
Great place to stay. Near the beach and host was great

Reviewed on Dec 3, 2025

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
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 $975 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.

Discover the most popular places to visit in Oyster

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

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.