Isle of Wight County Vacation Packages 2025/2026 from $412

Search vacation packages deals in Isle of Wight County's top destinations

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

Smithfield

Vacations

Isle of Wight County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Beach Quarters Resort

Northeast Virginia Beach

$412

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) 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.

Hilton Virginia Beach Oceanfront

Northeast Virginia Beach

$639

per person

Feb 10 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Norfolk (ORF)

This resort features 3 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's an indoor pool on site, and a 24-hour front desk and a rooftop terrace are also provided.

Boardwalk Resort and Villas

Northeast Virginia Beach

$427

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) 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.

The Colony at Virginia Beach

Northeast Virginia Beach

$463

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) 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.

Residence Inn Norfolk Downtown

$541

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) to Norfolk (ORF)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free continental breakfast is served.

Top Isle of Wight County hotels deals

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$105 total

Dec 4 - Dec 5

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.

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$90 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$90 total

Dec 9 - Dec 10

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.

Pool

Hot Tub

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

105 Visitors Center Dr Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$123 total

Nov 29 - Nov 30

Total with 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.

Norfolk Waterside Marriott

235 E Main St Norfolk VA

$101 nightly

$120 total

Dec 22 - Dec 23

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Comfort Inn & Suites Hampton near Coliseum

1551 Hardy Cash Dr Hampton VA

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$95 total

Nov 30 - Dec 1

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. Guests will appreciate freebies like full breakfast and free self parking.

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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 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 $412. 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.