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
Save 100% on your flight
Price was $572, price is now $337 per person
$337
per person
May 8 - May 11
found 14 hours ago
Roundtrip flight included
Hartford (BDL) 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.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $1,466, price is now $929 per person
$929
per person
Jun 12 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the playground and barbecue grills. There's an outdoor pool on site, and a terrace and a picnic area are also provided.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $972, price is now $649 per person
$649
per person
May 14 - May 17
found 21 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 $1,352, price is now $912 per person
$912
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Ocean 27

Ocean 27

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $2,845, price is now $1,921 per person
$1,921
per person
Jun 13 - Jun 18
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace and luggage storage are also provided.
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $1,200, price is now $819 per person
$819
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Guests will appreciate free perks like free self parking and WiFi in public areas.

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 $337 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
$199 nightly
The price is $223 total per night
$223 total
Apr 8 - Apr 9
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
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd. Chincoteague VA
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $152 total per night
$152 total
Apr 7 - Apr 8
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Free Cancellation
$127 nightly
The price is $143 total per night
$143 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on site, and laundry facilities and concierge services are also offered.
Pool
Hot Tub
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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.