Dillard Vacations from $270

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The Latest Dillard vacation packages

Price found within the past 48 hours. Click for updated prices.
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
8.2/10 Very Good! (1,000 reviews)
The property did not have enough staff to handle the check -in in a timely manner. At all times, there was only one person on the front desk to check-in and to answer calls. There was a large group conference and a large wedding going on at the same time. It was too much for the front desk to handle efficiently.

Reviewed on Jul 13, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
per person
Sep 5 - Sep 8
found 7 hours ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.8/10 Exceptional! (92 reviews)
Everything was perfect!

Reviewed on Jul 2, 2025

Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

4 out of 5
Sedgefield
per person
Sep 5 - Sep 8
found 7 hours ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.4/10 Exceptional! (1,013 reviews)
The grand lobby is amazing, our room was very nice, the wall paper needed some tlc, but overall was an amazing place to stay

Reviewed on Jul 13, 2025

Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
per person
Aug 14 - Aug 18
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
7.8/10 Good! (1,007 reviews)
Great hotel quick to the market with a shuttle bus

Reviewed on Jul 12, 2025

Proximity Hotel

Proximity Hotel

4 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.6/10 Exceptional! (816 reviews)
Cleanest hotel and accomodating staff ever! Very close to food and shopping.

Reviewed on Jul 8, 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
$99 nightly
The price is $112 total per night from Jul 20 to Jul 21
$112 total
Jul 20 - Jul 21
Total includes taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Great front desk"

Reviewed on Jul 11, 2025

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
$97 nightly
The price is $109 total per night from Aug 3 to Aug 4
$109 total
Aug 3 - Aug 4
Total includes taxes and fees
8.8/10 Excellent! (1,000 reviews)
"I liked the fitness center which I used around 7am, free breakfast was great. My family liked the bed and pillows but I didn’t care for the pillows. I like a flatter pillow. Overall I was very happy. I have stayed at this Hampton Inn at least four prior times."

Reviewed on Jul 5, 2025

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
$84 nightly
The price is $95 total per night from Jul 20 to Jul 21
$95 total
Jul 20 - Jul 21
Total includes taxes and fees
8.2/10 Very Good! (141 reviews)
Staff great, Hotels.com not.
"The stay was excellent, however, the booking through Hotels.com was not in their system. The staff solved the issue and got us a room but our confirmation from Hotels.com did not coordinate with Spark."

Reviewed on Jul 11, 2025

Spark by Hilton Winston-Salem University
See all 97 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.

Find the Best Dillard Vacation Packages

Dillard Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Piedmont Triad Intl. Airport (GSO)

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Frequently asked questions

How much does a Dillard vacation package cost?
You'll find cheap prices from $270 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.