Dillard Vacations from $304

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Dillard vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
Price was $380, price is now $304 per person
$304
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
7.6/10 Good! (1,005 reviews)
My husband and I had a decent stay. My daughter and son-in-law were near people who were constantly coming and going, and they could hear every door slam. Not that it was intentionally slammed, but the doors close loudly unless you work to close it slowly on your own. In our room, when you turn on the TV, the volume is always up around level 35, which about blew out our ears. Glad there was no one next to us for us to disturb when it was turned on. We did stay the night before trash pickup, so we were awakened by the dumpster being emptied around 5 am.

Reviewed on Oct 27, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $1,383, price is now $367 per person
$367
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
10/10 Exceptional! (107 reviews)
From the start, I knew this was not a another mondain, casual experience. The historical charm, quaint decor and extremely manicured property became soothing and transcended us back in time. Just WOW! The online pictures are accurate but the experiencing the history and beauty of this mansion is amazing.

Reviewed on Sep 30, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Save 100% on your flight
Price was $719, price is now $475 per person
$475
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.8/10 Exceptional! (712 reviews)
Everything was perfect!!

Reviewed on Sep 30, 2025

The Inn at Elon

The Inn at Elon

3.5 out of 5
Price was $511, price is now $392 per person
$392
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.6/10 Exceptional! (600 reviews)
Food in the restaurant is sub par.

Reviewed on Oct 26, 2025

Proximity Hotel

Proximity Hotel

4 out of 5
Save 100% on your flight
Price was $681, price is now $536 per person
$536
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.6/10 Exceptional! (869 reviews)
The Proximity is in an ideal location in Greensboro, NC. Close to Friendly shopping center where there is a Whole Foods and local shops. The service received at the property was lovely and we were assured we were in good hands. From the hotel porters to the front desk staff everyone displayed quality customer service. The hotel is positioned in a quiet area so I was able to get optimal amount of sleep. We will be back in the future.

Reviewed on Oct 24, 2025

Don't see what you're looking for?
See all available trips from Columbus to Dillard
View all trips

Dillard Hotel Deals

Townhouse Winston Salem - University

Townhouse Winston Salem - University

2.5 out of 5
5719 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $68 total per night from Oct 28 to Oct 29
$68 total
Oct 28 - Oct 29
Total with taxes and fees
5.4/10 (942 reviews)
Clean room Welcoming staff

Reviewed on Oct 4, 2025

Townhouse 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
$110 nightly
The price is $124 total per night from Nov 17 to Nov 18
$124 total
Nov 17 - Nov 18
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
We had a lovely stay. The facility was clean and peaceful. I didn't eat breakfast but it smelled good. Beds were comfortable and the location is perfect for shopping. The only complaint would be that the refrigerator didn't get cold enough. Other than that, excellent.

Reviewed on Oct 22, 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
$77 nightly
The price is $87 total per night from Nov 23 to Nov 24
$87 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (180 reviews)
Hotel is very clean and reception employees very pleasent and helpful. Breakfast was ok too. If they had eggs other than the hard boiled that they did have, with sausage...I'd give them a 10/10.

Reviewed on Oct 13, 2025

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.

Find the Best Dillard Vacation Packages

Dillard Essential Information

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Dillard vacation package cost?
You'll find cheap prices from $304 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.