Deals on vacations and trips to Oregon

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Oregon flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
Price was $374, price is now $259 per person
$259
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $531, price is now $315 per person
$315
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $602, price is now $394 per person
$394
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Save 100% on your flight
Price was $416, price is now $285 per person
$285
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
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. A lobby fireplace, a communal living room, and express check-in are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $682, price is now $475 per person
$475
per person
Mar 17 - Mar 19
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.

Top Oregon hotels deals

Sleep Inn & Suites Oregon - Madison

Sleep Inn & Suites Oregon - Madison

2.5 out of 5
1120 Park Street Oregon WI
Free Cancellation
$76 nightly
The price is $86 total per night
$86 total
Feb 2 - Feb 3
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 and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.
Pool
Hot Tub
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $161 total per night
$161 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $71 total per night
$71 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $87 total per night
$87 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.
Pool
Hot Tub
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $84 total per night
$84 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
Free Cancellation
Reserve now, pay when you stay
$42 nightly
The price is $49 total per night
$49 total
Feb 23 - Feb 24
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on offer.
Pet friendly
Parking included
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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

Legend at Bergamont

Enjoy a round of golf in Oregon at Legend at Bergamont. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Legend at Bergamont

Frequently asked questions

How much are vacation packages to Oregon?
$259 is all you'll need for a memorable vacation in Oregon. Bundle your hotel and flights into a Travelocity package and watch all the savings start to pile up. With such good prices, traveling has never been so accessible.
How long should my Oregon vacation be?
Most people lock in their hotel for 2 nights in Oregon. But that doesn't necessarily mean you have to. How long you stay really boils down to what you hope to do on your vacation. If your aim is to explore every corner of this impressive place, stay another few nights (or even longer!).
Where can I get the best vacation package deals for Oregon?
You'll discover an excellent range of Oregon package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, arranging your ideal getaway will be a breeze.
Why should I book my Oregon vacation bundle with Travelocity?
Whether you're searching for the ultimate unplugged getaway or after the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available 24/7.
Can I save on my Oregon car rental if I bundle it with a hotel or flight?
You certainly can — bundle your car, hotel and flight into an Oregon vacation package and you'll save a tidy sum. With so much to uncover in and around Oregon, that set of wheels will come in handy. Once you're behind the wheel, crank up the tunes and head to Wrigley Field, a famous attraction about 110 mi from Oregon.
Which airport is best for Oregon?
One of the handiest options is Dane County Regional Airport (MSN), 15 mi north of the hustle and bustle of downtown Oregon. Another choice is Rockford, IL (RFD-Greater Rockford), 50 mi away from central Oregon).
What is there to do in Oregon?
Legend at Bergamont is just one of the awesome sights that make Oregon a popular place to visit. But leave some extra time to experience the city's lesser-known attractions too. This is often where the best vacation memories are made.
Where should I stay when visiting Oregon?
If you're looking for somewhere to base yourself, check out the Sleep Inn & Suites Oregon - Madison. It's the top choice for many visitors.

Photos of local treasures

Browse Oregon vacation photos for more inspiration

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