Oglesby Holidays from £966

Book a Hotel + Flight or Car together to unlock savings

Photo by Jenna Stokes

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Oglesby Holiday

There's no better way to embark on an adventure than with one of our holiday packages to Oglesby. The small-town feel and friendly locals are a couple of the countless reasons you'll want to visit this fascinating city. Make your trip to Oglesby even more fulfilling by including some sightseeing. Starved Rock State Park, Grand Bear Falls Indoor Water Park and Matthiessen State Park are among the leading attractions you'll want to explore. Stop dreaming and start adventuring. Check out the many options on Expedia today and finally put your Oglesby holiday plans into gear!

Top Oglesby Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
Highland Hills
per person
4 Nov - 7 Nov
found 9 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,161 reviews)
Room needed updating.

Reviewed on 9 Aug 2025

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

4 out of 5
per person
4 Nov - 7 Nov
found 9 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (396 reviews)
Very nice hotel. New, very clean, staff did offer new roof bar and restaurant that recently opened. No ironing board and iron but that wasn’t a big deal.

Reviewed on 7 Aug 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 9 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,005 reviews)
Great hotel To stay at :)

Reviewed on 9 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 9 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
This was my first time staying. The staff was very friendly and helpful. Our room was very nice and perfectly located downtown. Also, the breakfast buffet was amazing and a nice surprise.

Reviewed on 9 Aug 2025

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 9 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,927 reviews)
Nice, traditional property with friendly valets

Reviewed on 10 Aug 2025

Oglesby Essential Information

Language
English
Currency
U.S dollars
Population
3,600
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Starved Rock State Park, Matthiessen State Park and Grand Bear Falls Indoor Water Park

Top hotels in Oglesby

Best Western Oglesby Inn

Best Western Oglesby Inn

2.5 out of 5
900 Holiday Street, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is £90 per night from 11 Aug to 12 Aug
£90
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"It was an affordable option located near the area state parks for hiking."

Reviewed on 7 Aug 2025

Best Western Oglesby Inn
Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is £68 per night from 17 Aug to 18 Aug
£68
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"The room was good, the facility was good. Check in and out was efficient. I was able to walk to get snacks etc. The breakfast was ok."

Reviewed on 2 Aug 2025

Days Inn by Wyndham Oglesby/ Starved Rock
Starved rock area country ranch

Starved rock area country ranch

Oglesby, IL
The price is £194 per night from 11 Aug to 12 Aug
£194
11 Aug - 12 Aug
includes taxes & fees
9.2/10 Wonderful! (20 reviews)
"Very clean and had everything we needed, fresh towels."

Reviewed on 11 Jul 2025

Starved rock area country ranch
See all 350 properties in Oglesby
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

Popular places to visit

Dickinson House

Enjoy an outing to Dickinson House during your stay in Oglesby. Wander around the parks in this family-friendly area or simply enjoy its restaurants.

Dickinson House

What to do in Oglesby

Tandem Guided Kayak Tour Near Chicago

Tandem Guided Kayak Tour Near Chicago

£44
per adult
Tandem Guided Kayak Tour Near Chicago
Single Guided Kayaking Tour near Chicago

Single Guided Kayaking Tour near Chicago

£65
per adult
100% of travellers recommend
Single Guided Kayaking Tour near Chicago
See all activities in Oglesby

Frequently asked questions

How much does an Oglesby travel package cost?
Get your credit card ready, because a trip to Oglesby starts from just £966. When you bundle your hotels, flights and car rentals into a travel package, you'll score the best deals.
If I'm not able to travel, can I cancel my Oglesby travel package?
You can cancel your Oglesby booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Oglesby?
Bundle your hotels and flights, add extras such as a rental car or activities, and save with an Oglesby travel package. You won't just score amazing discounts on your adventure — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 properties around the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Oglesby holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all budgets, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment plan. Put down a small deposit on your booking and then get on your way.

Where should I stay in Oglesby?
Close to the action. Many visitors favor hotels in the vicinity of popular sights, such as Matthiessen State Park, Deer Park Country Club and Lock 16 Visitor Centre & LaSalle Canal Boat.
What are the top hotels in Oglesby?
Get your trip off to a good start by booking a stay at Hyatt Regency Chicago. It's one of most sought-after hotels in Oglesby. Another cosy option is The Godfrey Hotel Chicago.
How far in advance should I book my Oglesby holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Oglesby sometimes occur a few weeks before departure.
What does an Expedia Oglesby travel package include?
It comes down to what you're looking for. If you're travelling by yourself, you might decide to bundle hotels and flights. Taking the whole crew to Oglesby? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking an Oglesby travel package?
When you book your flights, hotels and car rentals together, you'll be rewarded with terrific discounts. Whether you're organising a rural escape in a cottage or would rather stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with an Oglesby Expedia travel package?
With a travel package, you're the one in charge. Whether you'd prefer to fly to Oglesby in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners worldwide.

* 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.