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.
The Belfry House

The Belfry House

3 out of 5
Save 100% on your flight
Price was $907, price is now $567 per person
$567
per person
Oct 22 - Oct 26
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
A restaurant, free self parking, and a terrace are among this hotel's amenities. WiFi in public areas is free. A lobby fireplace, a communal living room, and concierge services are also on offer.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,514, price is now $791 per person
$791
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,102, price is now $644 per person
$644
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,621, price is now $1,024 per person
$1,024
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. 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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,118, price is now $709 per person
$709
per person
Nov 12 - Nov 16
found 2 days 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.

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
Aug 30 - Aug 31
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
Sep 6 - Sep 7
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.
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
$67 nightly
The price is $78 total per night
$78 total
Sep 7 - Sep 8
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
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
$126 nightly
The price is $146 total per night
$146 total
Aug 31 - Sep 1
Total with 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
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
$71 nightly
The price is $82 total per night
$82 total
Sep 7 - Sep 8
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 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
$51 nightly
The price is $59 total per night
$59 total
Sep 6 - Sep 7
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.

Stay near popular Oregon attractions

Legend at Bergamont

Enjoy a round of golf in Oregon at Legend at Bergamont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Frequently asked questions

How much are vacation packages to Oregon?
$567 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

A room with two armchairs, a globe, shelves with canned goods, and a traffic sign.