Dillard Vacation Packages

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Top Dillard Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
Price was CA $942, price is now CA $839 per person
CA $839
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Greensboro (GSO)
8.8/10 Excellent! (1,280 reviews)
Lovely staff

Reviewed on Jun 30, 2026

Proximity Hotel

Proximity Hotel

4 out of 5
Price was CA $1,583, price is now CA $1,309 per person
CA $1,309
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Greensboro (GSO)
9.8/10 Exceptional! (1,004 reviews)
I would return to Greensboro just to stay at Proximity. You can tell it is employee owned by the authentic care and kindness of the staff (who waved goodbye to us from the front steps). The interior design is fantastic for family visits, with unique pods and floor level living rooms. Big, quiet rooms and beautiful bathrooms, and those luxury white towels! The restaurant is STAFFED for a pleasant dining experience, and it’s just gorgeous. This hotel made our girls getaway above and beyond spectacular,

Reviewed on Jun 28, 2026

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $1,548, price is now CA $1,292 per person
CA $1,292
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Greensboro (GSO)
9.8/10 Exceptional! (819 reviews)
We had an excellent stay the O.Henry Hotel. The bed was comfortable and the room was clean. The staff were very helpful and friendly. The Bose sound system in the room was an added bonus. I would definitely be willing to stay here again when in the area.

Reviewed on Jun 29, 2026

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was CA $1,363, price is now CA $1,138 per person
CA $1,138
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Greensboro (GSO)
10/10 Exceptional! (139 reviews)
If a traveler is one who can appreciate wonderful history of a given area within any town, who marvels at the architecture of the early 1900's, who respects the work to refurbish and maintain a nearly 100 year old home, is charmed by the landscape and relishes calm, civility and old luxury........this is the place to stay. Sans a few quirks, we thoroughly enjoyed our stay and felt transported back to the roaring '20's. The only think they we would have liked to have enjoyed, was a breakfast vs a continental menu. We met one of the owners and he was gracious with his time and key historical notes regarding the house and previous owners.

Reviewed on Jun 29, 2026

Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

4 out of 5
Sedgefield
Price was CA $1,394, price is now CA $1,221 per person
CA $1,221
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Greensboro (GSO)
9.4/10 Exceptional! (1,016 reviews)
Loved it all

Reviewed on Jun 27, 2026

Ready to book your vacation to Dillard?

 

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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
The price is CA $146 per night from Jul 8 to Jul 9
CA $146
CA $164 total
Jul 8 - Jul 9
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Overall a great stay. Dining area staff were a bit overbearing while supervising the breakfast list for guests"

Reviewed on Jul 1, 2026

DoubleTree by Hilton Winston Salem - University
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
The price is CA $127 per night from Jul 15 to Jul 16
CA $127
CA $144 total
Jul 15 - Jul 16
includes taxes & fees
8.2/10 Very good! (285 reviews)
"Très bon rapport qualité prix"

Reviewed on Jun 28, 2026

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

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

3 out of 5
309 Summit Square Ct Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 8 to Jul 9
CA $150
CA $169 total
Jul 8 - Jul 9
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The staff was very welcoming and helpful. The room was clean and appealing."

Reviewed on Jun 29, 2026

Hampton Inn & Suites Winston-Salem/University Area, NC
See all 118 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
Family Vacations

Frequently asked questions

How much does a Dillard vacation package cost?
Offering excellent value package deals from CA $839 on Expedia, you'll be thrilled with how little a vacation to Dillard costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Dillard?
If you're hoping to score a cheap Dillard vacation package, consider planning a trip in January, February and November. You'll usually find lower rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Dillard?
Usually, a handful of days is enough to visit the top attractions during your Dillard vacation. But if you prefer to have time to unwind or take day trips, think about extending your itinerary.
How to find the best Dillard package deals?
Begin your search for a Dillard package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" 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 ideal Dillard package deal right away, just play around with 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 underway.
Is it cheaper to book a Dillard vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can personalize your Dillard getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Dillard?
Land fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Dillard escape.
How to plan a trip to Dillard?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to visit Dillard.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to save for your trip to Dillard. Then, select a property that works with your budget, whether that's an economical option or a more upscale getaway.
  3. Decide how long to go for: Now that you're up to speed on Dillard, you can work out the ideal length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Dillard vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.