Dillard Vacations

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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.

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Discover the most popular places to visit in Dillard

The Wildlife Safari is such an awesome place! It has been around for 38 years and was one of my favorite places I ever visited as a child. My children feel the same after visiting in the summer of 2014. This 600 acre park is home to over 500 animals and features a drive through park as well as a walk through viewing area, cafe and gift shop. One of our favorite parts is in a particular area of the drive-thru park, you can buy food and feed the animals which are emus and different types of deer from your car. Get your camera ready as hilarity ensues! http://www.wildlifesafari.net

Wildlife Safari

Why not see the exotic and native animals who live at Wildlife Safari during your vacation in Winston? While you're in the area, stroll along the riverfront.

Wildlife Safari

Abacela Winery

You can enjoy a tasting or tour at Abacela Winery during your travels to Winston. While you're in the area, stroll along the riverfront.

Abacela Winery

Dillard Hotel Deals

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

2.5 out of 5
375 Harvard Blvd Roseburg OR
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $108 total per night from Mar 5 to Mar 6
$108 total
Mar 5 - Mar 6
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Cleanliness, nice breakfast, and the balcony views of the river.

Reviewed on Feb 20, 2026

Holiday Inn Express Roseburg by IHG
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 out of 5
2855 NW Edenbower Blvd Roseburg OR
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $79 total per night from Mar 1 to Mar 2
$79 total
Mar 1 - Mar 2
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
Nice staff, clean room, nice breakfast. Not fancy but perfectly suitable for a quick stay.

Reviewed on Feb 23, 2026

SureStay by Best Western Roseburg
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $98 total per night from Feb 27 to Feb 28
$98 total
Feb 27 - Feb 28
Total with taxes and fees
8.6/10 Excellent! (1,430 reviews)
The room wasn't fancy but it was very clean, and everything worked well. Staff was friendly and worked to accommodate our crazy schedule. The breakfast selection was small but OK. We were on the bottom floor, river side and really enjoyed the view of the river.

Reviewed on Feb 25, 2026

Riverfront Inn Roseburg
See all 95 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
Top Sights
Wildlife Safari and Abacela Winery

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Frequently asked questions

How much does a Dillard vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Dillard costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Dillard?
If you're looking to book a cheap Dillard vacation package, consider visiting in October, November and December. You'll generally find lower rates on airfares and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Dillard?
The ideal length of your Dillard vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to go to all the leading 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 some filters, like "Popular locations" and "Amenities," to fine-tune 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 straight away, just switch up your dates and search again. Remember 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?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights individually. Better still, you can tailor your Dillard trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Dillard?
Land fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Dillard adventure.
Does Expedia offer Book Now, Pay Later Dillard vacation packages?
Set off on your perfect trip to Dillard with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.