Oglesby Holidays

Photo by Jenna Stokes

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Top Flight + Hotel Deals in Oglesby

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
31 Oct - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Pool fixed would be nicer.

Reviewed on 10 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
31 Oct - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) 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

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
31 Oct - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Really nice and amazing location!! Would stay again!

Reviewed on 9 Aug 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
31 Oct - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
A lot of good food options walkable distance.

Reviewed on 3 Aug 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
31 Oct - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
I liked this hotel, the rooms are cleaning and beautiful, the staff is nice, and the hotel is located near amazing restaurants, cafes, and tourist places.

Reviewed on 9 Aug 2025

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 €104 per night from 11 Aug to 12 Aug
€104
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 €78 per night from 17 Aug to 18 Aug
€78
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,002 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
The price is €225 per night from 11 Aug to 12 Aug
€225
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.

What to do in Oglesby

Tandem Guided Kayak Tour Near Chicago

Tandem Guided Kayak Tour Near Chicago

€76
per adult
Tandem Guided Kayak Tour Near Chicago
Single Guided Kayaking Tour near Chicago

Single Guided Kayaking Tour near Chicago

€75
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 holiday package cost?
You'll find cheap prices from €805 on Expedia for your Oglesby escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Oglesby costs.
What are the cheapest months to go to Oglesby?
If you're looking to snag a cheap Oglesby holiday package, consider visiting in December, January and February. You'll typically find lower prices on flights and accommodation during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Oglesby?
The ideal duration of your Oglesby holiday depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to tick off all the leading sights and discover some hidden spots along the way.
Is it worth booking a holiday package to Oglesby?
It's easy to see why an Oglesby holiday is on the to-do list of many travellers. Well-known attractions like Matthiessen State Park are just the start of things to keep you busy here.
How to find the best Oglesby package deals?
Begin your search for an Oglesby package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Oglesby package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oglesby escape off to a flying start.
Is it cheaper to book an Oglesby holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and accommodation separately. Better still, you can customise your Oglesby getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Oglesby?
If you have your Oglesby travel dates finalized, book as early as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Oglesby?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to Oglesby.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that could arise during your trip to Oglesby.
  3. Decide how long to go away for: Now that you're up to speed on Oglesby, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your airfare and accommodation: Once you've settled on your trip dates and duration, lock in the right Oglesby holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.