Oyster Vacation Packages

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    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.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $1,459, price is now CA $1,136 per person
CA $1,136
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Staff was very helpful and communicative

Reviewed on Jan 29, 2026

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 $1,552, price is now CA $1,225 per person
CA $1,225
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very Good! (1,478 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

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $1,522, price is now CA $1,209 per person
CA $1,209
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.8/10 Good! (1,448 reviews)
I did not enjoy pool like we wanted it was closed for 2 days out of the stay we was there so kids did t get to use it until a day for we was leaving

Reviewed on Nov 17, 2025

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Northeast Virginia Beach
Price was CA $1,420, price is now CA $1,152 per person
CA $1,152
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very Good! (1,168 reviews)
We had a great stay. The staff was very helpful. The room was amazing and clean. We will be back

Reviewed on Jan 31, 2026

Hilton Norfolk The Main

Hilton Norfolk The Main

4 out of 5
Downtown Norfolk
Price was CA $1,797, price is now CA $1,466 per person
CA $1,466
per person
Apr 28 - May 3
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9/10 Wonderful! (1,000 reviews)
Compared to my first visit, this stay came with a few challenges. The shower wasn’t properly cleaned, and I had to call maintenance for both the showerhead and the safe. The headboard also appeared to be torn, and the restaurants closed at midnight, which was disappointing since nightlife was the main reason I chose The Main. I would consider staying again, but the accommodations were not top-notch.

Reviewed on Jan 11, 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 4 to Mar 5
CA $119
CA $132 total
Mar 4 - Mar 5
includes taxes & fees
8.4/10 Very Good! (803 reviews)
The customer service was good. However The room needed some cleaning as well as upgrades. The shower head was rusty and needed to be cleaning.

Reviewed on Jan 20, 2026

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 $117 per night from Feb 23 to Feb 24
CA $117
CA $130 total
Feb 23 - Feb 24
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
The staff was super friendly parking was convenient and was very economical!

Reviewed on Jan 14, 2026

Hampton Inn & Suites Exmore - Eastern Shore
Perfect Cozy Vacation Rental on the Eastern Shore

Perfect Cozy Vacation Rental on the Eastern Shore

Cape Charles VA
8/10 Very Good! (27 reviews)
Location was perfect, ample parking.

Reviewed on Nov 10, 2025

Get rates
Perfect Cozy Vacation Rental on the Eastern Shore
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.
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Frequently asked questions

How much does an Oyster vacation package cost?
Offering great value package deals from CA $1,136 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.