Oregon Vacations from $385

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The Latest Oregon vacation packages

Price found within the past 48 hours. Click for updated prices.
Leavenworth Local Hotel

Leavenworth Local Hotel

2.5 out of 5
Price was $498, price is now $385 per person
$385
per person
Jan 8 - Jan 11
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Kansas City (MCI)
8.8/10 Excellent! (450 reviews)
Spacious room with kitchen and common area.pet friendly at a fair price.

Reviewed on Oct 29, 2026

Harrah's Kansas City Hotel & Casino - A Caesars Rewards Destination

Harrah's Kansas City Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Price was $1,186, price is now $844 per person
$844
per person
Jan 8 - Jan 12
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kansas City (MCI)
8/10 Very Good! (1,008 reviews)
Outdated rooms and building (apparently room remodeling may be underway?). No pool or hot tub available. Please kindly add a microwave to the rooms when possible! Finally, no water fountains and/or water bottle refilling stations were present and phone charging options outside the room were very inadequate and should be included/added to enhance the overall property’s customer experience. Thanks for asking for feedback!!

Reviewed on Oct 28, 2026

Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
Price was $835, price is now $683 per person
$683
per person
Jan 8 - Jan 12
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kansas City (MCI)
8.6/10 Excellent! (1,205 reviews)
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Reviewed on Oct 29, 2026

Ophelias Restaurant & Inn

Ophelias Restaurant & Inn

3.5 out of 5
Price was $755, price is now $652 per person
$652
per person
Jan 8 - Jan 12
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kansas City (MCI)
9.2/10 Wonderful! (122 reviews)

Quality Inn Overland Park Kansas City

Quality Inn Overland Park Kansas City

2.5 out of 5
Price was $593, price is now $524 per person
$524
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Kansas City (MCI)
7.4/10 Good! (1,005 reviews)
Clean and conc Venient

Reviewed on Oct 25, 2026

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Oregon Hotel Deals

3-bedroom apartment, 2nd Floor, atop local diner.

3-bedroom apartment, 2nd Floor, atop local diner.

Oregon MO
Fully refundable
$229 nightly
The price is $244 total per night from Oct 30 to Oct 31
$244 total
Oct 30 - Oct 31
Total with taxes and fees
10/10 Exceptional! (2 reviews)
"Great place to stay"

Reviewed on Sep 25, 2026

3-bedroom apartment, 2nd Floor, atop local diner.
Stoney Creek Hotel St. Joseph

Stoney Creek Hotel St. Joseph

3.5 out of 5
1201 N Woobine Rd St. Joseph MO
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $148 total per night from Oct 31 to Nov 1
$148 total
Oct 31 - Nov 1
Total with taxes and fees
9/10 Wonderful! (1,784 reviews)
"Courteous, helpful staff!"

Reviewed on Oct 29, 2026

Stoney Creek Hotel St. Joseph
Drury Inn & Suites St Joseph

Drury Inn & Suites St Joseph

3 out of 5
4213 Frederick Ave St. Joseph MO
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Nov 8 to Nov 9
$127 total
Nov 8 - Nov 9
Total with taxes and fees
Drury Inn & Suites St Joseph
See all 150 properties in Oregon
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 Oregon Vacation Packages

Oregon Essential Information

Language
English
Currency
U.S dollars
Population
780

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Frequently asked questions

How much does an Oregon vacation package cost?
You can snap up a vacation package to this top destination from $385 on Expedia. However, how much your vacation to Oregon costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Oregon?
You can typically find lower prices and greater availability in December, January and February. Check out our cheap Oregon vacation packages and you could get some excellent off-season deals.
How many days is enough for Oregon?
The ideal length for your Oregon vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to visit all the major sights and explore some hidden spots along the way.
How to find the best Oregon package deals?
Bagging a cheap Oregon package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Oregon package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Oregon vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can tailor your Oregon getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Oregon?
Enjoy incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Oregon vacation.
Does Expedia offer Book Now, Pay Later Oregon vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Oregon break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.