Deals on vacations and trips to Oregon

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Oregon flight + hotel vacation packages

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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 28 - Sep 2
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A lobby fireplace, express check-out, and luggage storage are also on offer.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Top Oregon hotels deals

Paddle Wheel Inn

Paddle Wheel Inn

2 out of 5
1457 IL Rt 2 North, Oregon, IL
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $83 total per night
$83 total
Jun 12 - Jun 13
Total includes taxes and fees
This hotel features a gym and a sauna. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Parking included
Free WiFi
Chateau Lodge

Chateau Lodge

2 out of 5
1326 IL Route 2 N., Oregon, IL
$71 nightly
The price is $77 total per night
$77 total
Jun 16 - Jun 17
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A garden, a picnic area, and barbecue grills are also on offer.
Parking included
Free WiFi
ROCK RIVER HIDEAWAY Outdoor Activities, Grill Fire Pit, Pet Friendly with fee

ROCK RIVER HIDEAWAY Outdoor Activities, Grill Fire Pit, Pet Friendly with fee

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Pet friendly
Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Get rates
This vacation home features barbecue grills.
Kitchen
Air conditioning
WHOLE ISLAND TO YOURSELF, boat included. Sleeps 8 people.

WHOLE ISLAND TO YOURSELF, boat included. Sleeps 8 people.

2 out of 5
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail, Rockford, IL
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Jun 8 - Jun 9
Total includes taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A computer station is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
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See all available properties in Oregon
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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.

Popular places to visit

Castle Rock State Park

4.5/5(23 reviews)

You can take time to visit Castle Rock State Park during your travels to Oregon. Stroll along the area's riverfront or simply enjoy its restaurants.

Castle Rock State Park

Lowden State Park

4/5(13 reviews)

You can take time to visit Lowden State Park during your travels to Oregon. Stroll along the area's riverfront or simply enjoy its restaurants.

Lowden State Park

Conover Square Mall

You can do some window-shopping at Conover Square Mall during your trip to Oregon. Stroll along the area's riverfront or simply enjoy its restaurants.

Conover Square Mall

Frequently asked questions

How much are vacation packages to Oregon?
Splash out on a fulfilling travel experience in Oregon with a vacation package starting at $366. Reserving hotels, flights and tours with Travelocity is simple. And even better, our vacation deals will leave you with more savings in your pocket for loads of fun activities.
How long should my Oregon vacation be?
If you’re looking for some guidance, most travelers spend an average of 2 nights vacationing in Oregon. But to discover the true essence of this destination, stay a few extra nights. That way you can get to more attractions and really soak up the local culture.
Where can I get the best vacation package deals for Oregon?
Check out Travelocity. With access to 400 airlines and a massive 1,000,000 hotels around the world, creating the perfect Oregon package deal couldn’t be simpler.
Why should I purchase my Oregon vacation package via Travelocity?
Because we believe in crafting unforgettable vacation experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our customer care is available 24/7 to ensure you’ll never roam alone. We also offer a Price Match Guarantee, so you can lock in your getaway knowing you’ve landed the best deal possible. Find a lower price and we’ll match it!
Will I save money on my Oregon car rental if I bundle it with a hotel or flight?
Bundling your flight, hotel and car into an Oregon vacation package is the easiest way to score the best deal. Plus, having your own car rental gives you the freedom to find your way to all those big-name sights you can’t wait to explore. Sitting 85 mi away from Oregon, Wrigley Field is one place that should have a place on your itinerary. Buckle up and make a day trip of it.
Which airport is best for Oregon?
Rockford, IL (RFD-Greater Rockford) is the best airport for those flying to Oregon. Once you touch down, you’ll find yourself 18 mi northeast of downtown.
What is there to do in Oregon?
Oregon is teeming with places to discover, including Castle Rock State Park and Lowden State Park. These well-known attractions are at the top of most people’s travel schedules.
Where should I stay when visiting Oregon?
The WHOLE ISLAND TO YOURSELF, boat included. Sleeps 10 people. is the first choice of many travelers. Book as soon as possible before it’s too late.

Photos of local treasures

Browse Oregon vacation photos for more inspiration