Exclusive Oyster Bay Vacation Deals

Oyster Bay vacation package deals

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 $720, price is now $522 per person
$522
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip 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.
Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $3,837, price is now $2,514 per person
$2,514
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking.
The Colony at Virginia Beach

The Colony at Virginia Beach

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $896, price is now $633 per person
$633
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Barbecue grills are provided for your convenience.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Price was $783, price is now $591 per person
$591
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This hotel features a hot tub and a sauna. Free self parking and concierge services are also offered on site.
The Sanderling

The Sanderling

4 out of 5
Price was $863, price is now $655 per person
$655
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Enjoy the 2 hot tubs and perks like free WiFi.
Alamar Resort Inn

Alamar Resort Inn

2 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $1,496, price is now $1,159 per person
$1,159
per person
Mar 23 - Mar 27
found 2 hours 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.

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 $522 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
$118 nightly
The price is $133 total per night
$133 total
Mar 12 - Mar 13
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 Shore - Waterfront; Private pool & hot tub!

Sunrise Shore - Waterfront; Private pool & hot tub!

Chincoteague Island VA
A water park and a hot tub are featured at this smoke-free vacation home. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
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
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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.