Exclusive Oyster Bay Vacation Deals

Oyster Bay vacation package deals

Price found within the past 48 hours. Click for updated prices.
Alamar Resort Inn

Alamar Resort Inn

2 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $779, price is now $551 per person
$551
per person
Jul 28 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a terrace. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $1,026, price is now $684 per person
$684
per person
Jul 10 - Jul 12
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel features a hot tub and a sauna. Free self parking and concierge services are also offered on site.
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
Save 100% on your flight
Price was $1,478, price is now $1,021 per person
$1,021
per person
Jul 28 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This smoke-free hotel features 3 restaurants, 3 outdoor pools, and an indoor pool. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a free kid's club, and families will appreciate the onsite laundry facilities.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $1,567, price is now $1,113 per person
$1,113
per person
Jul 28 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, express check-out, and laundry facilities are also on offer.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $867, price is now $619 per person
$619
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Enjoy the gym and perks like free self parking.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $2,183, price is now $1,561 per person
$1,561
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Frequently asked questions

How much are vacation packages to Oyster Bay?
Save a bundle on your Oyster Bay adventure by combining your hotel stay and flights into a $551 package deal. With all that spare cash jangling around in your pocket, why not stay for a few more nights and explore even more?
Where can I get the best vacation package deals for Oyster Bay?
Snapping up the best package deal to Oyster Bay couldn't be easier with Travelocity. With around 400 airlines and 1,000,000 properties all over the world, the choice is yours when selecting your hotels and flights.
Why should I book my Oyster Bay vacation bundle with Travelocity?
By booking your flights, hotel, activities and car rental all in the one place, you'll save time and money. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and get packing!

Top Oyster Bay hotel deals

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is $220 total per night
$220 total
per night
Jun 4 - Jun 5
A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a snack bar/deli, and a picnic area are also on offer.
Pool
Kitchen
Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

Chincoteague VA
This vacation home features laundry facilities.
Kitchen
Washer
Above The Bay - SFH - WF w/Views Everywhere. Brand New Home, Linens included

Above The Bay - SFH - WF w/Views Everywhere. Brand New Home, Linens included

Chincoteague VA
This vacation home features a water park and laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Oyster Bay
View all properties
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.