Wakefield Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
$89 nightly
The price is $102 total per night from Feb 1 to Feb 2
$102 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (3,360 reviews)
Room was fine staff fantastic resort excellent rates reasonable

Reviewed on Jan 12, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
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
$98 nightly
The price is $111 total per night from Jan 18 to Jan 19
$111 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,021 reviews)
The room was clean and perfect, until anchor 2 days before we were to check out. We went to pull out the pull-out bed and it snapped in the middle and sunk back sideways into the sofa and stayed stuck like that. Informed the staff via text and they told me no worries and asked if we wantedmaintenance ...

Reviewed on Jan 9, 2026

Hilton Vacation Club Greensprings Williamsburg
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $206 total per night from Jan 14 to Jan 15
$206 total
Jan 14 - Jan 15
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
Amazing community/resort! Staff was great, condo was great! My ONLY critique, not even a complaint, is that the televisions are not smart TVs. I was able to find a cable at Walmart to use the TV as a display for my phone so we could binge watch our shows, but other than that, we had a LOVELY ...

Reviewed on Jan 3, 2026

Kingsmill Resort
See all 271 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.

Find the Best Wakefield Vacation Packages

Wakefield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Newport News - Williamsburg Intl. Airport (PHF)
Population
880
Max Temp Winter
50ºF
Max Temp Summer
90ºF

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wakefield vacation package cost?
Offering great value package deals 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.