Dillard Vacations from $416

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The Latest Dillard vacation packages

Price found within the past 48 hours. Click for updated prices.
Greenwood Bed & Breakfast

Greenwood Bed & Breakfast

3 out of 5
Fisher Park
Price was $568, price is now $416 per person
$416
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.4/10 Exceptional! (47 reviews)
Staff was extremely helpful and accommodating,

Reviewed on Sep 1, 2025

The Inn at Elon

The Inn at Elon

3.5 out of 5
Save 100% on your flight
Price was $863, price is now $643 per person
$643
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.6/10 Exceptional! (583 reviews)
Beautiful and well maintained property! Favorite place to stay when visiting Burlington, NC.

Reviewed on Sep 5, 2025

OYO Hotel Greensboro East I 40

OYO Hotel Greensboro East I 40

2 out of 5
Price was $654, price is now $531 per person
$531
per person
Oct 8 - Oct 14
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
5.2/10 (804 reviews)
Landscape lacked tending to Minimal a little scary - cleanliness, roaches...

Reviewed on Aug 21, 2025

Landing Winston-Salem near Wake Forest University

Landing Winston-Salem near Wake Forest University

4 out of 5
Price was $882, price is now $731 per person
$731
per person
Oct 8 - Oct 14
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
7.4/10 Good! (3 reviews)
Burke Manor Inn & Pavilion

Burke Manor Inn & Pavilion

3.5 out of 5
Price was $627, price is now $525 per person
$525
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
10/10 Exceptional! (53 reviews)
Beautifully property and bed and breakfast all employees were professional fun and accommodating. 4 stars on elegance and best food. Lavender ice cream and mint sorbet as a cleanse for the palate were to for. Mushroom soup appetizer was tops!

Reviewed on Jul 13, 2025

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Dillard Hotel Deals

DoubleTree by Hilton Winston Salem - University

DoubleTree by Hilton Winston Salem - University

4 out of 5
5790 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $135 total per night from Sep 14 to Sep 15
$135 total
Sep 14 - Sep 15
Total with taxes and fees
DoubleTree by Hilton Winston Salem - University
Hampton Inn & Suites Winston-Salem/University Area, NC

Hampton Inn & Suites Winston-Salem/University Area, NC

2.5 out of 5
309 Summit Square Ct, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $127 total per night from Sep 14 to Sep 15
$127 total
Sep 14 - Sep 15
Total with taxes and fees
Hampton Inn & Suites Winston-Salem/University Area, NC
Spark by Hilton Winston-Salem University

Spark by Hilton Winston-Salem University

3 out of 5
200 Mercantile Dr, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Sep 13 to Sep 14
$105 total
Sep 13 - Sep 14
Total with taxes and fees
Spark by Hilton Winston-Salem University
See all 101 properties in Dillard
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 Dillard vacation package cost?
You'll find cheap prices from $416 on Expedia for your Dillard break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Dillard costs.
What are the cheapest months to go to Dillard?
November, December and January are the best times to search for cheap Dillard vacation packages. Choosing to travel in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Dillard?
The ideal length for your Dillard vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to check out all the top sights and discover some hidden gems along the way.
How to find the best Dillard package deals?
Start your search for a Dillard package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Dillard package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Dillard adventure off to a flying start.
Is it cheaper to book a Dillard vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Dillard vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Dillard?
Enjoy incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Dillard getaway.
Does Expedia offer Book Now, Pay Later Dillard vacation packages?
Set off on your perfect escape to Dillard with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.