Oregon Holidays from £1,299
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Your Oregon Holiday
Uncover the very best of Oregon with a customised Oregon holiday package. From its lively atmosphere and progressive thinking to its spectacular views, you'll love getting to know this coastal city in your own way. Castle Rock State Park, Lowden State Park and Conover Square Mall are just a few of the many sights worth exploring during your trip to Oregon. No matter your travel plans or budget, organising a tailored Oregon holiday is simple with Expedia.
Top Oregon Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,085, price is now £1,505 per person
£1,505
per person
20 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.
Reviewed on 8 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,135, price is now £1,550 per person
£1,550
per person
20 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,692 reviews)
Great location.
Very friendly and helpful staff.
Reviewed on 13 May 2026
The Peninsula Chicago
Downtown Chicago
Price was £2,836, price is now £2,123 per person
£2,123
per person
21 Jun - 26 Jun
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Loved the location. Loved the property , staff, amenities, and service. I did not live the brutal Chicago cold. Four below is just hateful cold weather. Want to return this summer or fall to enjoy the area. Excellent property. Definitely recommend you stay if in Chicago.
Reviewed on 10 May 2026
Oregon Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rockford, IL (RFD-Greater Rockford) |
Population | 3,600 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Castle Rock State Park, White Pines Forest State Park and Lowden State Park |
Top hotels in Oregon
Paddle Wheel Inn
1457 IL Rt 2 North Oregon IL
Fully refundableReserve now, pay when you stay
The price is £64 per night from 17 May to 18 May
£64
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (715 reviews)
Front desk was closed when we arrived. We called the phone # left on a sign for guest that were locked out of their room but no answer. I called the next day and the female that answered the phone was rude and extremely condescending.
Reviewed on 9 May 2026
Chateau Lodge
1326 IL Route 2 N. Oregon IL
Fully refundableReserve now, pay when you stay
The price is £69 per night from 20 May to 21 May
£69
20 May - 21 May
includes taxes & fees
8/10 Very Good! (137 reviews)
No breakfast, clean and great for the price.
Reviewed on 10 May 2026
ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with a fee of 30.00 per night
Oregon IL
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.
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* 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.
