Deals on vacations and trips to Isle of Wight County

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Aerial View of the Pagan River With Boats and Docks in Smithfield Virginia

Smithfield

Vacations
Smithfield

Isle of Wight County flight + hotel vacation packages

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 $592, price is now $413 per person
$413
per person
May 27 - May 30
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.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $1,125, price is now $778 per person
$778
per person
Jun 4 - Jun 7
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.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $749, price is now $534 per person
$534
per person
Jun 4 - Jun 7
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.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $630, price is now $449 per person
$449
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,329, price is now $962 per person
$962
per person
May 10 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A snack bar/deli, express check-in, and express check-out are also on offer.

Top Isle of Wight County hotels deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $103 total per night
$103 total
Mar 29 - Mar 30
Total with taxes and fees
A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $130 total per night
$130 total
Mar 23 - Mar 24
Total with taxes and fees
This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a free kid's club and mini golf, and supervised childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $116 total per night
$116 total
Mar 22 - Mar 23
Total with taxes and fees
This resort features an outdoor pool and an indoor pool. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $113 total per night
$113 total
Mar 16 - Mar 17
Total with taxes and fees
2 outdoor tennis courts, an indoor pool, and a lazy river are all featured at this smoke-free hotel. Bring the family and enjoy the free water park, children's pool, and playground. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

2.5 out of 5
817 Greenbrier Circle Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $96 total per night
$96 total
Mar 29 - Mar 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $105 total per night
$105 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the 24-hour gym and free continental breakfast each morning.
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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.

Photos of local treasures

Browse Isle of Wight County vacation photos for more inspiration

Carrollton which includes forest scenes and a garden
Carrollton featuring forest scenes and a garden
Carrollton featuring farmland and a small town or village
Carrollton which includes a house and farmland
Carrollton which includes farmland

Frequently asked questions

How much are vacation packages to Isle of Wight County?
Travelocity has great package deals to Isle of Wight County, as well as flights and hotels, starting at just $413. With all that extra money, you could book some cool tours or possibly tack on a couple of extra days to your getaway.
Where can I get the best vacation package deals for Isle of Wight County?
With as many as 400 partner airlines and 1,000,000 properties all over the world, it's tough to beat Travelocity. Look through our impressive range and create your dream Isle of Wight County package deal. Don't you just love it when travel is that easy?
Why should I purchase my Isle of Wight County vacation package via Travelocity?
Nothing beats the feeling of knowing you've scored the best deal available — that's our Price Match Guarantee. Add to that our enormous range of destinations and 24/7 team of customer service professionals and you've got the formula for a stress-free vacation.
Will I save money on my Isle of Wight County car rental if I combine it with my hotel or flight?
You sure can. And our Isle of Wight County vacation packages are the best way to do it. In only a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.
Which airport is best for Isle of Wight County?
For travelers contemplating visiting Isle of Wight County, the most used airports are Richmond Intl. Airport (RIC), Norfolk Intl. Airport (ORF) and Newport News - Williamsburg Intl. Airport (PHF).
What is there to do in Isle of Wight County?
A vibrant and thrilling destination, Isle of Wight County boasts some incredible things to see and do. Windsor Castle Park and Smithfield Farmers Market are among the favorites.

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