Dillard Vacations from $331

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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
Price was $420, price is now $331 per person
$331
per person
Nov 10 - Nov 13
found 11 hours ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
8.2/10 Very Good! (1,012 reviews)
The hotel is very convenient to just about everything. Bring back free breakfasts.

Reviewed on Aug 28, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $2,820, price is now $717 per person
$717
per person
Oct 14 - Oct 19
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
10/10 Exceptional! (103 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.

Reviewed on Aug 15, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Save 100% on your flight
Price was $1,225, price is now $910 per person
$910
per person
Oct 14 - Oct 19
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
9.8/10 Exceptional! (688 reviews)
I liked it all!! Beautiful facility and accompanying restaurant. Dinner and bfast both excellent. We were luck to be there on a Thursday nite for their Jazz show in the lobby which transformed into more of a night club for the show. Service everywhere was outstanding. One of our best stays ever!!!

Reviewed on Aug 30, 2025

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $798, price is now $625 per person
$625
per person
Oct 24 - Oct 27
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Greensboro (GSO)
6/10 (2 reviews)
Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

3.5 out of 5
Price was $899, price is now $712 per person
$712
per person
Nov 10 - Nov 13
found 11 hours ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
No reviews
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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
$119 nightly
The price is $134 total per night from Sep 2 to Sep 3
$134 total
Sep 2 - Sep 3
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
$122 nightly
The price is $138 total per night from Sep 14 to Sep 15
$138 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 7 to Sep 8
$105 total
Sep 7 - Sep 8
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 $331 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.