Wakefield Vacations from $483

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The Latest Wakefield vacation packages

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

Dockside Inn

3 out of 5
Price was $513, price is now $483 per person
$483
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
San Jose (SJC) to Newport News (PHF)
9.2/10 Wonderful! (27 reviews)
It was a wonderful room! It was beautiful and neat.

Reviewed on Aug 23, 2025

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Wakefield Hotel 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
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $111 total per night from Sep 2 to Sep 3
$111 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (2,968 reviews)
"Property is beautiful. My suggestion is to look at details. Eg. light bulbs in ceiling fan flickering and different color. Oven door is lopsided. Huge cob webs and leaves stuck on screen."

Reviewed on Aug 24, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
$238 nightly
The price is $263 total per night from Sep 1 to Sep 2
$263 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Location"

Reviewed on Aug 17, 2025

Kingsmill Resort
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy, Williamsburg, VA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $143 total per night from Sep 2 to Sep 3
$143 total
Sep 2 - Sep 3
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Very well kept property with bice amenities. Staff was helpful."

Reviewed on Aug 22, 2025

Hilton Vacation Club Greensprings Williamsburg
See all 292 properties in Wakefield
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.

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Frequently asked questions

How much does a Wakefield vacation package cost?
Offering great value package deals from $483 on Expedia, you'll be pleasantly surprised at how much a vacation to Wakefield costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Wakefield?
If you're hoping to score a cheap Wakefield vacation package, consider planning a trip in November, December and January. You'll typically find lower prices on flights and accommodations during these months — perfect for a budget-friendly getaway.
How many days is enough for Wakefield?
With a well-planned itinerary, you can easily tick off the most popular Wakefield sights in a handful of days. But if you prefer to discover hidden spots or go on day tours, think about booking your Wakefield vacation for longer.
How to find the best Wakefield package deals?
Use Expedia's filters to help you find some great Wakefield package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Wakefield package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Wakefield vacation as a package?
You can enjoy significant savings on your next Wakefield getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wakefield?
Score incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Wakefield break.
Does Expedia offer Book Now, Pay Later Wakefield vacation packages?
If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Wakefield trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.