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.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking and dry cleaning are also offered on site.
Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Lakeview
Save 100% on your flight
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
This hotel features free WiFi in public areas, laundry facilities, and a virtual front desk.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A restaurant is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. There's a 24-hour gym on site, and a coffee shop and a snack bar/deli are also provided.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 6
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 luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

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
Reserve now, pay when you stay
$77 nightly
The price is $87 total per night
$87 total
Aug 11 - Aug 12
Total includes 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
Jul 27 - Jul 28
Total includes 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.
Pool
Hot Tub
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
$63 nightly
The price is $73 total per night
$73 total
Aug 3 - Aug 4
Total includes 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
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $97 total per night
$97 total
Aug 11 - Aug 12
Total includes 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 buffet breakfast and free self parking.
Pool
Hot Tub
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $74 total per night
$74 total
Aug 21 - Aug 22
Total includes taxes and fees
This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Breakfast included
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $177 total per night
$177 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and free self parking. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub
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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?
$378 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

Photo by Timothy Kilkenny
Photo by Timothy Kilkenny