Woodlawn Vacations from $357

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Your Woodlawn Vacation

Take the worry out of planning your next grand adventure with a Woodlawn vacation package. Whether you're interested in its landmarks, food or something else, this city offers limitless opportunities for discovery. Be sure to get in some sightseeing during your trip to Woodlawn. Tanger Outlet Center and Iron Gate Winery are some leading places to check out. Expedia will help you escape your daily routine. Tailor your vacation to Woodlawn to suit your travel style, whatever that may be!

The Latest Woodlawn vacation packages

Price found within the past 48 hours. Click for updated prices.
The Durham Hotel

The Durham Hotel

4 out of 5
Downtown Durham
Price was $487, price is now $357 per person
$357
per person
Jan 16 - Jan 19
found 17 hours ago
Roundtrip flight included
New York (NYC) to Raleigh (RDU)
9/10 Wonderful! (778 reviews)

Landing Amazing Studio, Gym, Clubhouse

Landing Amazing Studio, Gym, Clubhouse

3 out of 5
Price was $1,048, price is now $792 per person
$792
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
No reviews

The Mayton

The Mayton

4 out of 5
Downtown Cary
Price was $631, price is now $479 per person
$479
per person
Jan 28 - Jan 31
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9.4/10 Exceptional! (795 reviews)
Great stay! Highly recommend

Reviewed on Nov 5, 2026

The Longleaf Hotel

The Longleaf Hotel

3 out of 5
Downtown Raleigh
Price was $940, price is now $715 per person
$715
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9.6/10 Exceptional! (1,179 reviews)
Cute little mid century retro motel. We’ll be back again soon.

Reviewed on Nov 11, 2026

Landing Amazing 3BD in Patterson Place

Landing Amazing 3BD in Patterson Place

3 out of 5
Price was $899, price is now $687 per person
$687
per person
Jan 15 - Jan 18
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Raleigh (RDU)
No reviews

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Woodlawn Hotel Deals

Hilton Durham near Duke University

Hilton Durham near Duke University

3.5 out of 5
3800 Hillsborough Rd Durham NC
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,025 reviews)
"Everything was not really up-to-date for a Hilton. The carpets were old and dirty hallways were disgusting. Baseboards were dirty mirrors had black marks on them. Bathroom was dirty."

Reviewed on Nov 10, 2026

Hilton Durham near Duke University
Drury Inn & Suites Burlington

Drury Inn & Suites Burlington

3 out of 5
1767 Glidewell Drive Burlington NC
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $121 total per night from Dec 6 to Dec 7
$121 total
Dec 6 - Dec 7
Total with taxes and fees
Drury Inn & Suites Burlington
Sheraton Chapel Hill Hotel

Sheraton Chapel Hill Hotel

3.5 out of 5
One Europa Dr Chapel Hill NC
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Nov 15 to Nov 16
$144 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (537 reviews)
"The staff was very nice. the club level was great with the food. breakfast and snacks."

Reviewed on Nov 9, 2026

Sheraton Chapel Hill Hotel
See all 428 properties in Woodlawn
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 Woodlawn Vacation Packages

Woodlawn Essential Information

Language
English
Currency
U.S dollars
Population
900
Top Sights
Iron Gate Winery and Tanger Outlet Center

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Frequently asked questions

How much does a Woodlawn vacation package cost?
You'll find cheap prices from $357 on Expedia for your Woodlawn escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Woodlawn costs.
What are the cheapest months to go to Woodlawn?
May, September and December are great times to look for cheap Woodlawn vacation packages. Traveling in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Woodlawn?
Usually, a handful of days is enough to visit the major attractions during your Woodlawn vacation. But if you prefer to have time to relax or go on day tours, consider extending your trip.
How to find the best Woodlawn package deals?
Bagging a cheap Woodlawn package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Woodlawn package deals. Want a simple trick to get 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 Woodlawn vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Woodlawn getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Woodlawn?
If you've got your Woodlawn vacation dates finalized, book early to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Woodlawn vacation packages?
Your Woodlawn getaway is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no 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.