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 $356, price is now $260 per person
$260
per person
Feb 25 - Feb 28
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Alamar Resort Inn

Alamar Resort Inn

2 out of 5
Northeast Virginia Beach
Price was $1,110, price is now $824 per person
$824
per person
Feb 25 - Feb 28
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

4 out of 5
Northeast Virginia Beach
Price was $400, price is now $302 per person
$302
per person
Feb 25 - Feb 28
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
The Colony at Virginia Beach

The Colony at Virginia Beach

2.5 out of 5
Northeast Virginia Beach
Price was $827, price is now $642 per person
$642
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
Northeast Virginia Beach
Price was $397, price is now $315 per person
$315
per person
Feb 25 - Feb 28
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

3.5 out of 5
Northeast Virginia Beach
Price was $538, price is now $428 per person
$428
per person
Feb 20 - Feb 24
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Norfolk (ORF)
This smoke-free hotel features 2 indoor pools, an outdoor pool, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi. There's a beach bar on site, and laundry facilities and concierge services are also provided.

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 $260 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
$125 nightly
The price is $141 total per night
$141 total
Jan 1 - Jan 2, 2026
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
$88 nightly
The price is $99 total per night
$99 total
Dec 28 - Dec 29
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
Chamallow - A sweet Waterfront Retreat on Chincoteague!

Chamallow - A sweet Waterfront Retreat on Chincoteague!

2 out of 5
Chincoteague Island VA
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
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.