Red Oak Vacations from $327

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The Latest Red Oak vacation packages

Price found within the past 48 hours. Click for updated prices.
Patriots Inn
Griffin Hotel, an official Colonial Williamsburg Hotel
Club Wyndham Kingsgate
Linden Row Inn
The Colonies at Williamsburg
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Red Oak Hotel Deals

Holiday Inn Express & Suites South Hill by IHG

Holiday Inn Express & Suites South Hill by IHG

2.5 out of 5
1840 North Mecklenburg Avenue, South Hill, VA
Fully refundable
$138 nightly
The price is $155 total per night from Aug 31 to Sep 1
$155 total
Aug 31 - Sep 1
Total includes taxes and fees
9/10 Wonderful! (449 reviews)
"Property was nice and clean"

Reviewed on Jul 27, 2025

Holiday Inn Express & Suites South Hill by IHG
Inn at Blackstone

Inn at Blackstone

2.5 out of 5
707 4th Street, Blackstone, VA
$112 nightly
The price is $125 total per night from Aug 3 to Aug 4
$125 total
Aug 3 - Aug 4
Total includes taxes and fees
9/10 Wonderful! (249 reviews)
"Great rooms and the building and grounds are fantastic"

Reviewed on Jul 29, 2025

Inn at Blackstone
Crewe Boutique Inn

Crewe Boutique Inn

2.5 out of 5
16092 W Colonial Trail Hwy, Crewe, VA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $96 total per night from Aug 17 to Aug 18
$96 total
Aug 17 - Aug 18
Total includes taxes and fees
8.4/10 Very Good! (118 reviews)
"Clean"

Reviewed on Jul 24, 2025

Crewe Boutique Inn
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 Red Oak vacation package cost?
You'll find cheap prices from $327 on Expedia for your Red Oak getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Red Oak costs.
What are the cheapest months to go to Red Oak?
January, October and December are great times to search for cheap Red Oak vacation packages. Traveling in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Red Oak?
Usually, a handful of days is enough to see the major attractions during your Red Oak vacation. But if you prefer to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Red Oak package deals?
Finding a cheap Red Oak package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Red Oak package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Red Oak vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can customize your Red Oak escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Red Oak?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Red Oak adventure.
How to plan a trip to Red Oak?

  1. Pick your dates: What you'd like to do in Red Oak and your favorite season can help you decide when to travel.
  2. Set your budget: Consider costs such as flights, transportation and food when calculating how much to put aside for your trip to Red Oak. Then, pick a property that fits your budget, whether that's a wallet-friendly option or a high-end getaway.
  3. Use our trip planning tool to explore Red Oak: Research every aspect of your trip to Red Oak with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Red Oak, you can figure out the perfect length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to see.
  5. Bundle your accommodations and airfare: After you've nailed down your dates and duration, lock in the ideal Red Oak vacation package for you.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in Red Oak. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Red Oak vacation packages?
Your Red Oak break is meant to be a relaxing escape from your busy life, not a reason for 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 split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.