Dillard Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Dillard Vacation
History, cuisine, art and more … There's a whole lot to discover with a Dillard vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's memorable. Every good trip to Dillard should include a bit of sightseeing. What to do first? Wildlife Safari and Abacela Winery are top attractions. Whoever you're traveling with and whatever your bank balance, your ultimate Dillard vacation is just a few clicks away with Expedia.
Top Dillard Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Florentine Waterfront Hotel
CA $1,501
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to North Bend (OTH)
9.6/10 Exceptional! (89 reviews)
this was a charming hotel with many special touches. We loved looking out at the lake and only wish we could have stayed longer!
Reviewed on Aug 25, 2026
Ready to book your vacation to Dillard?
Dillard Hotel Deals
Super 8 by Wyndham Roseburg
3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR
Fully refundableReserve now, pay when you stay
CA $100
CA $109 total
Sep 15 - Sep 16
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Given the wrong room number at check in to try to open a door with a dog barking at us. Once in our actual room, found dog kibble on the floor of our room as soon as we got in which made me question cleaning. The walls are SUPER thin, it sounded like the party of guys coming home at 1am were in our ..."
Reviewed on Sep 7, 2026
Riverfront Inn Roseburg
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
CA $131
CA $143 total
Sep 13 - Sep 14
includes taxes & fees
8.6/10 Excellent! (1,487 reviews)
"The Inn is older but very clean and quiet. If you have a dog they have a nice area by the river. Close to food grocery and clothing stores"
Reviewed on Sep 7, 2026
SureStay by Best Western Roseburg
2855 NW Edenbower Blvd Roseburg OR
Fully refundableReserve now, pay when you stay
CA $135
CA $148 total
Oct 4 - Oct 5
includes taxes & fees
8/10 Very good! (1,008 reviews)
"The hotel and staff make this a wonderful choice. In the final stages of renovation. If 4 flights of stairs is a deal breaker for you be sure to secure a ground floor room in advance of making your reservation. There is no elevator at this stage of renovation."
Reviewed on Sep 7, 2026
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.
Frequently asked questions
How much does a Dillard vacation package cost?
Offering great value package deals from CA $1,000 on Expedia, you'll be pleasantly surprised at how much a vacation to Dillard costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Dillard?
January, February and November are great times to look for cheap Dillard vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Dillard?
The ideal duration of your Dillard vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to tick off all the top sights and explore some hidden gems along the way.
How to find the best Dillard package deals?
Bagging a cheap Dillard package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Dillard package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Dillard vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Dillard vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Dillard?
If you have your Dillard vacation dates finalized, book as early as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Dillard?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Dillard.
- Plan your budget wisely: As well as the price of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Dillard.
- Decide how long to go away for: Now that you know more about Dillard, you can figure out the right length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
- Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the ideal Dillard vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
