Book Exclusive Isle of Wight County Vacation Packages

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

A river curving through a landscape with dry grass fields, a dock with boats, and houses along the riverbank.

Smithfield

Vacations
Smithfield
A rural road with a sign for Carrollton, a brick building, and lush greenery.

Carrollton

Vacations
Carrollton

Isle of Wight County flight + hotel 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 CA $1,237, price is now CA $1,039 per person
CA $1,039
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Neptune Statue are located nearby.
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 CA $2,684, price is now CA $2,154 per person
CA $2,154
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions First Landing State Park and Marina Shores Marina are located nearby.
Outer Banks Beach Club

Outer Banks Beach Club

2.5 out of 5
Price was CA $1,460, price is now CA $1,200 per person
CA $1,200
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions beach and Outer Banks Brewing Station are located nearby.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was CA $1,332, price is now CA $1,100 per person
CA $1,100
per person
Oct 18 - Oct 24
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions OBX Laser Tag and beach are located nearby.
4BR Waterfront Penthouse Pool Views

4BR Waterfront Penthouse Pool Views

2 out of 5
Sandbridge
Price was CA $2,528, price is now CA $2,147 per person
CA $2,147
per person
Oct 5 - Oct 9
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Norfolk (ORF)
Book a stay at this beach apartment in Virginia Beach. Enjoy free parking, a beach locale, and a fitness center. Popular attractions Sandbridge Beach and Ocean Breeze Waterpark are located nearby.

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
The price is CA $117 per night
CA $117
CA $150 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this spa aparthotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Jamestown Settlement are located nearby.
Pool
Hot tub
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
The price is CA $93 per night
CA $93
CA $146 total
Sep 9 - Sep 10
includes taxes & fees
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Jamestown Settlement and Historic Jamestowne are located nearby.
Pool
Parking included
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
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $161 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Pool
Breakfast included
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy Williamsburg VA
Free cancellation
Reserve now, pay when you stay
The price is CA $103 per night
CA $103
CA $118 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Pool
Breakfast included
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
700 Monticello Avenue Norfolk VA
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
CA $142 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Norfolk Botanical Garden are located nearby.
Pool
Pet-friendly
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
Free cancellation
The price is CA $136 per night
CA $136
CA $159 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenbrier Mall and Waterside District are located nearby.
Pool
Breakfast 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.

Stay near popular Isle of Wight County attractions

A calm lake reflecting the sky and trees.

Windsor Castle Park

9.0/10 (12 reviews)
Explore the great outdoors at Windsor Castle Park, a lovely green space in Smithfield. Experience the area's live music or attend a sporting event.
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Photos of local treasures

Browse Isle of Wight County vacation photos for more inspiration

A wooden boardwalk leading through a marshy landscape with a sunset in the background.
A gravel path through a dense forest with tall trees and lush greenery.
A dense forest with tall trees and underbrush.
A rural road with a sign for Carrollton, a brick building, and lush greenery.
A green field, a clear blue sky, and a forest in the background.

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 CA $1,039. 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.