Oregon Holidays from £881

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Your Oregon Holiday

Book a Oregon holiday package and get ready to experience the highlights of this city. Consider staying in the neighbourhood of Marquette, which is good for cycling, culture and fishing. Legend at Bergamont is among the big-ticket attractions to check off your itinerary during a trip to Oregon. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Oregon holiday is a walk in the park with Expedia.

Top Oregon Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
Really enjoyed our stay at this hotel. Conveniently located, spacious rooms and great buffet style breakfast.

Reviewed on 4 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.

Reviewed on 27 Jun 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Staff was very friendly and helpful. We had a great stay in every way possible!

Reviewed on 30 Jun 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Comfortable, stylish, friendly hotel in a fabulous location near Millennium Park, Art Institute, and Riverwalk. Friendly staff throughout but the cherry on top was Antoine who checked our bags and arranged out transportation to the airport when we checked out

Reviewed on 29 Jun 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The staff hospitality was incredible 💖

Reviewed on 2 Jul 2025

Oregon Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
10,000
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Henry Vilas Zoo, Overture Centre for the Arts and Orpheum Theatre

Top hotels in Oregon

Sleep Inn & Suites Oregon - Madison
Sleep Inn & Suites Oregon - Madison
2.5 out of 5
1120 Park Street, Oregon, WI
Fully refundableReserve now, pay when you stay
The price is £65 per night from 5 Aug to 6 Aug
£65
5 Aug - 6 Aug
includes taxes & fees
9.2/10 Wonderful! (265 reviews)
"Nice hotel, clean."

Reviewed on 1 Jul 2025

Sleep Inn & Suites Oregon - Madison
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
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (2,780 reviews)
"Thank you for the late check out, very appreciated!"

Reviewed on 3 Jul 2025

Get rates
The Madison Concourse Hotel and Governor's Club
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
Fully refundableReserve now, pay when you stay
The price is £53 per night from 14 Jul to 15 Jul
£53
14 Jul - 15 Jul
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Great hotel close to University of Wisconsin campus"

Reviewed on 29 Jun 2025

Baymont by Wyndham Madison West/Middleton WI West
See all 520 properties in Oregon
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Oregon travel package cost?
Be ready to book, because a trip to Oregon starts from an enticing £881. When you combine your flights, hotels and more into a travel package, you'll score the lowest prices.
If I'm not able to travel, can I cancel my Oregon travel package?
Yes, you can. We understand that life happens, so we're here to help if you need to make changes to your Oregon travel package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Oregon?
Book everything in the one place with our Oregon travel packages. You'll discover bargains on hotels, flights and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 properties worldwide to choose from, you'll have the flexibility to mix and match as you like.
Does Expedia offer Book Now, Pay Later Oregon holidays?
We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply choose the payment plan that suits best during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip over multiple transactions.
  • Low deposit holidays: When you come across an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Oregon?
Oregon is home to several fascinating places to discover, such as Legend at Bergamont. Spend your nights in a hotel nearby and make sightseeing easier.
What are the top hotels in Oregon?
If this will be your first visit to Oregon, secure a room at Harbour Shores on Lake Geneva or Mt. Olympus Water & Theme Park Resort. Both offer friendly service and are popular options with many travellers.
How far in advance should I book my Oregon holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers display prices up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, last-minute deals to Oregon are still known to appear just a few weeks before departure.
What does an Expedia Oregon travel package include?
That depends on you. You can choose from a range of Oregon bundles, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your dream Oregon escape looks like, you're sure to save!
What should I know before booking an Oregon travel package?
You'll land impressive savings when you bundle your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place makes trip planning easier. So why waste your time or money? Whether you're putting together an upscale romantic escape or a low-cost family road trip, browse our travel packages today.
Can I choose my airline with an Oregon Expedia travel package?
Most definitely. Expedia has more than 550 airline partners to pick from worldwide. With so much choice, finding the right carrier to take you to Oregon will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.