Deals on vacations and trips to Isle of Wight County

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Beautiful B&B in a cute little historic town :)

Smithfield

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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
per person
Oct 13 - Oct 17
found 14 hours 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
per person
Nov 8 - Nov 12
found 12 hours 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 Lodge at Kiln Creek Resort

The Lodge at Kiln Creek Resort

3.5 out of 5
Central Newport News
Save 100% on your flight
per person
Oct 8 - Oct 15
found 6 hours ago
Roundtrip flight included
New York (LGA) to Norfolk (ORF)
This Art Deco hotel features a golf course, 6 outdoor tennis courts, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the outdoor tennis court and perks like free WiFi. There's a seasonal outdoor pool on site, and a 24-hour front desk and a rooftop terrace are also provided.
Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

3 out of 5
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Business travelers can take advantage of the laundry service.

Top Isle of Wight County hotels deals

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
Aug 20 - Aug 21
Total includes 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.
La Quinta Inn by Wyndham Norfolk Virginia Beach

La Quinta Inn by Wyndham Norfolk Virginia Beach

3 out of 5
192 Newtown Rd, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $99 total per night
$99 total
Sep 7 - Sep 8
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a seasonal outdoor pool on site, and a 24-hour front desk and express check-in are also provided.
Casa Del Mar

Casa Del Mar

2 out of 5
1010 W Ocean View Ave, Norfolk, VA
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $123 total per night
$123 total
Aug 19 - Aug 20
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and free internet in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a garden are also provided.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr, Williamsburg, VA
$148 nightly
The price is $168 total per night
$168 total
Aug 19 - Aug 20
Total includes taxes and fees
Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and free self parking.
STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

2 out of 5
2222 S Military Hwy, Chesapeake, VA
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $69 total per night
$69 total
Aug 19 - Aug 20
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Parking included
Free WiFi
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $99 total per night
$99 total
Aug 21 - Aug 22
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A snack bar/deli is also provided.
Pet friendly
Parking included
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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 featuring forest scenes and a garden
Carrollton featuring farmland and a small town or village
Carrollton which includes farmland
Carrollton which includes a house and farmland
Carrollton which includes forest scenes and a garden

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 $298. 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.