Oregon Vacation Packages 2026 from $589

Search vacation packages deals in Oregon's top destinations

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Portland

Vacations

Oregon flight + hotel vacation packages

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

The Hotel Zags Portland

Downtown Portland

$589

per person

Nov 22 - Nov 29

found 13 hours ago

Roundtrip flight included

Denver (DEN) to Portland (PDX)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and laundry service. Enjoy the free continental breakfast each morning.

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

$2,256

per person

Nov 21 - Nov 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Portland (PDX)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.

Ilani

Save 100% on your flight

$1,022

per person

Nov 25 - Nov 30

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PDX)

A casino, 12 restaurants, and an indoor pool are all featured at this hotel. Bring the family and enjoy the children's club, arcade/game room, and kid-friendly dining. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard

$1,950

per person

Nov 21 - Nov 28

found 15 hours ago

Roundtrip flight included

Dallas (DFW) to Portland (PDX)

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, concierge services, and barbecue grills are also on offer.

Siltcoos Station Retreats

$985

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to North Bend (OTH)

This aparthotel features a garden, barbecue grills, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A picnic area and a virtual front desk are also provided.

Top Oregon hotels deals

The Paramount Hotel

808 SW Taylor St Portland OR

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$150 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.

Free WiFi

Restaurant

Valley River Inn

1000 Valley River Way Eugene OR

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$162 total

Sep 15 - Sep 16

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate the children's pool and complimentary bicycles. Enjoy the seasonal outdoor pool and perks like free self parking and a free airport shuttle.

Pool

Free airport shuttle

Promenade Inn & Suites Oceanfront

30 N Prom Seaside OR

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out and a safe deposit box are also provided.

Pool

Pet friendly

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR

Free Cancellation

$106 nightly

$122 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free continental breakfast each morning.

Pool

Hot Tub

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$176 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a garden are also offered.

Pet friendly

Free WiFi

Cambria Hotel Portland - Pearl District

165 NW Park Ave Portland OR

Free Cancellation

$127 nightly

$147 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Pet friendly

Free WiFi

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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.

Stay near popular Oregon attractions

A rocky outcrop with a tree stump in the foreground and a calm lake with mountains in the background.

Crater Lake National Park

9.8/10 (578 reviews)

Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.

See properties

Photos of local treasures

Browse Oregon vacation photos for more inspiration

A large lake surrounded by mountains and dense forests.

A vast desert landscape with sand dunes and a clear sky.

A seaplane docked at a calm lake with a forested hillside in the background.

A mountainous landscape with a lake and a forested island.

A wooden pier with a boat docked at the end. There is a sign listing names of fishing boats.

Frequently asked questions

How much are vacation packages to Oregon?

Get ready to be pleasantly surprised — you could find yourself in Oregon for as little as $589. At Travelocity, we save you money and time with our awesome vacation packages. With flights, hotels and experiences all ready to be snapped up, why wait any longer?

Where can I get the best vacation package deals for Oregon?

With around 400 airline partners and 1,000,000 hotels around the world, it's hard to top Travelocity. Browse our extensive range and pick up the best Oregon vacation package. Don't you love it when trip planning is that easy?

Why should I purchase my Oregon vacation bundle via Travelocity?

Because we believe in creating stress-free travel experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer support team is on hand 24/7 to ensure you'll never roam alone. We also have a Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal possible. How? If you find a lower price, we'll match it!

Will I save money on my Oregon car rental if I book it with hotels and flights?

You sure can. And our Oregon vacation packages are the best way to do it. With only a few clicks you can save money and time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add a few tours to your package and save on those too.

Which airport is best for Oregon?

Arranging where you land in Oregon is a cinch — most planes fly in and out of Robert's Field Airport (RDM).

What is there to do in Oregon?

Oregon has hidden surprises at every corner, however ensure you see Oregon Zoo and Portland State University during your stay. These attractions are very popular with visitors to the region.

Where to stay in Oregon: Best areas for travelers

Oregon Coast: If your dream getaway includes lots of time in nature, this destination will suit you just fine. Take in the scenery at Ecola State Park, then pay a visit to Oregon Dunes National Recreation Area. Breathe in the fresh air at Haystack Rock and Sea Lion Caves if you still have time. Nature enthusiasts also shouldn't miss Cape Kiwanda State Natural Area and Shore Acres State Park. Popular hotels here include the Fall and Winter Storms are on Their Way...don\'t Miss Them! Unobstructed View!, the Economy Inn Florence and the Quality Inn Florence.
Portland: If you only have one night in town, make sure you check out Oregon Zoo. It's a huge reason so many visitors choose to travel to this destination. There are loads of cozy places to lay your head here too, including The Heathman Hotel, the Hilton Portland Downtown and The Paramount Hotel.
Bend: If you're in need of a hit of nature, this is the place for you. Bend is bursting with wonderful natural attractions, from Mt Bachelor to Ochoco National Forest and Smith Rock State Park. After a day of sightseeing, put your feet up at The Oxford Hotel Bend, the McMenamins Old St. Francis or the Doubletree. You'll need your energy to head out and explore other well-known sights like Deschutes National Forest, Drake Park and Prineville Reservoir State Park.
Medford: Schmidt House Museum, Vogel Plaza and Vogel Plaza — this is just a small sample of the many sights that entice history enthusiasts to this fascinating location. Great places to stay here include the Inn at the Commons and the City Center Motel Medford Downtown. Alternatively, use the Budget Inn of America as a base to explore nearby historic treasures.
Eugene: Get set to live it up in one of the most intriguing destinations in Oregon. Begin your adventure at Autzen Stadium, then uncover everything else this great place has on offer. The Timbers Inn, the Graduate Eugene and the Home2 Suites by Hilton Eugene Downtown University Area all promise a restorative sleep here.