Oregon Vacations
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Oregon Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $820, price is now $643 per person
$643
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
check in-i asked for a quiet room away from the elevator and check in girl told me sorry, and also noted that if i would like ice i needed to go up or down a floor. requested to be moved to such a floor with an ice machine. denied.
had is a tiny hotel room in an old building. no coffee maker in room, no mini-fridge in
room, and the TV signal was intermittently failing. no breakfast at all except tiny pastries for sale. and coffee in lobby if you make it by 11am.
it was a cheaper alternative to what else was on hotels.com but i didn’t find this to be up to par. and i wont stay here again.
is a request to not be in front of the elevator, have an ice machine on my floor, and a tv that works without the signal degrading every 10 minutes really too much to ask for $320/night?
you can do better! so can i!
Reviewed on Nov 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,309, price is now $869 per person
$869
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
This hotel was absolutely perfect for my needs! It was clean, quiet, convenient to many of the places I wanted to see in Chicago, and the amenities were amazing! The breakfast served reminded me a lot of European breakfasts, with a huge variety of hot and cold options, fruit, charcuterie, and more, and it was all you can enjoy. Furthermore, the rainhead showers in the bathroom were in my top 3 showers of all time; it would be worth it to stay again just for the shower. The rooftop bar is an added bonus, and I'm glad I got to enjoy dinner one night at sunset, because the view is spectacular. I can't recommend this hotel enough, and would be grateful for the privilege to stay here again someday.
Reviewed on Nov 9, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was $1,182, price is now $842 per person
$842
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Everything really nice rooms and the view was amazing !!
Reviewed on Nov 9, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was $1,942, price is now $1,430 per person
$1,430
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Very good service
Reviewed on Nov 9, 2026
Swissotel - Chicago
Downtown Chicago
Price was $1,165, price is now $882 per person
$882
per person
Dec 24 - Dec 29
found 15 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Great hotel
Reviewed on Nov 9, 2026
Park Hyatt Chicago
Downtown Chicago
Price was $1,972, price is now $1,547 per person
$1,547
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Oregon Vacation Packages
Trying to plan a way to package your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Oregon vacation packages can help. We're here to book everything you'll need to make your Oregon trip one to remember. Our Travel Center is a one-stop shop where you can put together the best Oregon vacation package for you. AARP Travel Center has a huge choice of accommodations and flight, as well as Oregon things to do to choose from.
Hotels in Oregon
You can choose from around 197 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Oregon hot spots, we have plenty of options available.
We have great deals on everything from luxury hotels that satisfy all the vacation must-haves to affordable hotels perfect for those on wanting to save a little money. You can search our vast catalog of options and select the hotel that is ideal for you and your family. With AARP Travel Center's Oregon hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.
Things to do in Oregon
Oregon is the ideal town when you have to a break from it all. With only around 3,580 people here, this hidden-gem is good for a quite vacation.
If you need more suggestions, then make sure to click on AARP's "Things to Do" page.
Book Together and Save
As an AARP Member, you can take advantage of all the great deals. You'll save on select hotels worldwide, flights, and also rental cars. No matter what Oregon vacation bundle you select, your membership savings helps you get a great deal. So what are you waiting for? Bundle now and get ready for your Oregon vacation.
Top Hotel Deals
Paddle Wheel Inn
1457 IL Rt 2 North Oregon IL
2.13 km from city center
Book a stay at this business-friendly hotel in Oregon. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Chateau Lodge
1326 IL Route 2 N. Oregon IL
2.17 km from city center
Book a stay at this business-friendly motel in Oregon. Enjoy free WiFi, free parking, and room service. Popular attractions Lowden State Park and Conover Square ...
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
39.7 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Rockford(I-90&Rt 20/State St) by IHG
7550 E State Street Rockford IL
41.38 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff ...
Econo Lodge Rockford Casino Area
7712 Potawatomi Trail Rockford IL
41.61 km from city center
Stay at this hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Rockford
7401 Walton St Rockford IL
40.95 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
34.2 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Rockford
7676 E State St Rockford IL
41.4 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Alpine Inn Rockford
4404 East State Street Rockford IL
37.29 km from city center
Book a stay at this business-friendly motel in Rockford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Sleep Inn Rockford I-90
725 Clark Drive Rockford IL
41.74 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall ...
Comfort Inn Rockford near Casino District
7392 Argus Dr Rockford IL
41.23 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hard Rock Casino Rockford and ...
Radisson Hotel and Conference Center Rockford
200 South Bell School Road Rockford IL
41.17 km from city center
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
25.48 km from city center
Stay at this motel in Rochelle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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.