Oglesby Vacations from $750

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Oglesby Vacation

There's no better way to embark on an adventure than with one of our vacation 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 vacation plans into gear!

The Latest Oglesby vacation packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,270, price is now $750 per person
$750
per person
Aug 10 - Aug 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
It was a nice room. Only complaint would be air conditioning. I don’t do hot. Hate sweating. Had turned to 65 and still not really cold. Otherwise overall nice.

Reviewed on May 26, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,810, price is now $1,061 per person
$1,061
per person
Jul 15 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,834 reviews)
The bathroom door is sliding and does not close completely and the extractor does not work. Excellent location, valet parking somewhat disorganized, staff 3.5/5 of kindness.

Reviewed on May 26, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,528, price is now $900 per person
$900
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on May 22, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,303, price is now $777 per person
$777
per person
Aug 10 - Aug 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,258 reviews)
Location is perfect. And rooftop bar & view is amazing

Reviewed on May 28, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,437, price is now $939 per person
$939
per person
Aug 10 - Aug 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Love the view from the room. The room was very clean.

Reviewed on May 27, 2026

Don't see what you're looking for?
See all available trips from Columbus to Oglesby
View all trips

Discover the most popular places to visit in Oglesby

Matthiessen State Park

Matthiessen State Park

5/5(57 reviews)

Look down the chute of Cascade Falls from a rickety bridge and admire the brilliant hues decorating the canyon’s sandstone walls in this eclectic park.

Matthiessen State Park

Deer Park Country Club

4/5(6 reviews)

Enjoy a round of golf in Oglesby at Deer Park Country Club. Wander around the parks in this family-friendly area, or simply enjoy its restaurants.

Deer Park Country Club

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

Oglesby Hotel Deals

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
$89 nightly
The price is $99 total per night from May 31 to Jun 1
$99 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"All was good for the price."

Reviewed on May 27, 2026

Days Inn by Wyndham Oglesby/ Starved Rock
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
$109 nightly
The price is $121 total per night from May 31 to Jun 1
$121 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Clean room very quiet and a nice tasting restaurant right across"

Reviewed on May 27, 2026

Best Western Oglesby Inn
Starved rock area country ranch

Starved rock area country ranch

Oglesby IL
$239 nightly
The price is $253 total per night from May 31 to Jun 1
$253 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (25 reviews)
"Very cozy and relaxing stay. Host was friendly and easy to contact. Super close to the parks."

Reviewed on May 9, 2026

Starved rock area country ranch
See all 362 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.

Find the Best Oglesby Vacation Packages

Oglesby Essential Information

Language
English
Currency
U.S dollars
Population
3,600
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Starved Rock State Park, Matthiessen State Park and Grand Bear Falls Indoor Water Park

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oglesby vacation package cost?
You'll find cheap prices from $750 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 vacation to Oglesby costs.
What are the cheapest months to go to Oglesby?
You can usually find reduced prices and greater availability in November, December and January. Check out our cheap Oglesby vacation packages and you could land some great off-season deals.
How many days is enough for Oglesby?
The ideal length for your Oglesby vacation depends on what you'd like to do. Usually, a few days to a week will give you time to visit all the major attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Oglesby?
It's no wonder an Oglesby vacation is on the must-do list of many travelers. Top attractions like Matthiessen State Park are just the start of what you can explore 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 vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can customize 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 vacation 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 traveling on a whim.
How to plan a trip to Oglesby?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to visit Oglesby.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Oglesby.
  3. Use our trip planning tool to discover Oglesby: Research every aspect of your trip to Oglesby with this handy planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Oglesby. Then, estimate how long you'll need at each, including any travel time.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose an Oglesby vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Browse some of the top things to do in Oglesby and book your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Oglesby vacation packages?
Secure your perfect escape to Oglesby with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snag great deals before they disappear.

Explore a world of travel with Expedia

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