Oakley Landing Vacations from $369
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The Latest Oakley Landing vacation packages
Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg
$369
per person
Dec 4 - Dec 6
found 21 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9/10 Wonderful! (1,055 reviews)
Resort staff were welcoming and polite.
The accommodations were clean, conformable and very affordable. Outdoor pool was still open!
Reviewed on Sep 22, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Colonial Williamsburg
$474
per person
Dec 10 - Dec 14
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
8.8/10 Excellent! (1,941 reviews)
Loud neighbors next door kept me up at night. Freezing room, she is
Reviewed on Sep 21, 2026
Club Wyndham Governor’s Green
$613
per person
Dec 10 - Dec 14
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
9.2/10 Wonderful! (262 reviews)
I rented two, two-bedroom units (condominiums). The units were large and nicely appointed. Kitchen was well equipped. Very pleased with the facility.
Reviewed on Sep 21, 2026
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View all tripsOakley Landing Hotel Deals
The Tides Inn
480 King Carter Dr Irvington VA
$314 nightly
$339 total
Oct 4 - Oct 5
Total with taxes and fees
Quality Inn Kilmarnock
599 N Main St Kilmarnock VA
Fully refundable
$103 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
7.6/10 Good! (785 reviews)
"Had noise issues that were not handled properly by front desk. Made reservation with Expedia. Front desk checked me in and later called to say that they needed info from my credit card for incidentals. When I checked out Sunday, September 13, my receipt showed a different price than what I had paid ..."
Reviewed on Sep 15, 2026
Holiday Inn Express Hotel & Suites Tappahannock by IHG
1648 Tappahannock Blvd Tappahannock VA
Fully refundable
$105 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
8.8/10 Excellent! (606 reviews)
"The property was very clean and maintained. The staff was very nice and courteous. The reason for Good and not Excellent was the cupboard had the ironing board and iron inside but no hangers or rack to hang our clothes. There were four large round hooks placed high onto the wall over the the suitcase ..."
Reviewed on Sep 15, 2026
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 Oakley Landing Vacation Packages
Oakley Landing Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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Frequently asked questions
How much does an Oakley Landing vacation package cost?
You'll find cheap prices from $369 on Expedia for your Oakley Landing getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Oakley Landing costs.
What are the cheapest months to go to Oakley Landing?
If you're hoping to score a cheap Oakley Landing vacation package, consider visiting in November, December and January. You'll generally find better prices on flights and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Oakley Landing?
Typically, a handful of days is enough to explore the top attractions during your Oakley Landing vacation. But if you want to have time to relax or go on day trips, think about extending your itinerary.
How to find the best Oakley Landing package deals?
Bagging a cheap Oakley Landing package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Oakley Landing package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book an Oakley Landing vacation as a package?
You can enjoy significant savings on your Oakley Landing retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oakley Landing?
If you're planning a spur-of-the-moment Oakley Landing trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Oakley Landing vacation packages?
Your Oakley Landing break is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
