Oyster Vacations from $242

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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.

The Latest Oyster Vacation Packages

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

Save 100% on your flight
$242
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
9.2/10 Wonderful! (1,924 reviews)
The location is priceless and it’s a beautiful property! We had the beachfront room that allowed us to simply walk out to the beach from our room. The room was updated, clean and the terrace was a great and relaxing addition. We did have breakfast and Juliana keeps the breakfast items replenished and the area super clean. Overall we loved the place and we will be returning hopefully very soon!

Reviewed on Sep 15, 2026

Sea Ranch Resort

Sea Ranch Resort

$302
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.4/10 Very Good! (1,001 reviews)
Roanoke Island Inn

Roanoke Island Inn

Historic Downtown Manteo
$612
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
10/10 Exceptional! (100 reviews)
The property was very clean and inviting. Lee, the caretaker of the property was wonderful ! Will be back soon !!!

Reviewed on Sep 11, 2026

The Capes Hotel

The Capes Hotel

Northeast Virginia Beach
$258
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.6/10 Excellent! (528 reviews)
Casa Del Mar

Casa Del Mar

Willoughby Spit
Save 100% on your flight
$809
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
5.8/10 (1,006 reviews)
The staff was wonderful. The hotel left a lot to be desired. The first room we were given had no curtains or blinds on the windows. I called the desk and the employee came up and moved us to a second room where we discovered dead cockroaches on the floor. We did not stay and did not ask for a refund. We will definitely not recommend it.

Reviewed on Sep 16, 2026

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.

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

If you're spending some time in Kiptopeke, Kiptopeke State Park and Chesapeake Bay are top sights worth seeing.

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

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.

A sunset over a beach with a pier extending into the water.

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.

A beach with a wooden pier and a gazebo, surrounded by rocks and a few people.

Kings Creek Landing

While there might not be top attractions in Kings Creek Landing, you can explore the larger area and discover places like Oyster Farm Marina and Central Park.

Oyster Hotel Deals

Shore Stay Suites

Shore Stay Suites

26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
$143 nightly
$159 total
Sep 17 - Sep 18
Total with taxes and fees
8.2/10 Very Good! (726 reviews)
"Good stay; clean, quiet and comfortable room. Only drawback was a leaky air conditioning unit. Staff put down extra towels to absorb the moisture. Property is in the process of replacing old air conditioning units, so problem will be fixed shortly. Very nice property with a great staff, in close ..."

Reviewed on Sep 14, 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
$82 nightly
$91 total
Oct 16 - Oct 17
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
"We had a great stay!"

Reviewed on Sep 14, 2026

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
$99 nightly
$110 total
Oct 14 - Oct 15
Total with taxes and fees
8.4/10 Very Good! (861 reviews)
"My overall experience was pretty good. The guy at the front desk was super friendly and helpful! The room was refreshingly clean and the shower felt amazing! I will definitely be back ❤️"

Reviewed on Sep 6, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.