Exclusive Oyster Bay Vacation Deals

Oyster Bay vacation package deals

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Save 100% on your flight
Price was $996, price is now $713 per person
$713
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free self parking, laundry facilities, and free newspapers are also on offer.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $1,292, price is now $783 per person
$783
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip 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.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,876, price is now $1,186 per person
$1,186
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip 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.
Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Save 100% on your flight
Price was $1,882, price is now $1,252 per person
$1,252
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
An indoor pool is featured at this aparthotel, along with laundry facilities. Take advantage of the free self parking.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $1,804, price is now $1,204 per person
$1,204
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $1,544, price is now $1,045 per person
$1,045
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.

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 $713 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
$200 nightly
The price is $225 total per night
$225 total
May 24 - May 25
Total with taxes and fees
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
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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.