Oglesby Vacations from $291

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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.
Bridgeview Inn Chicago Area

Bridgeview Inn Chicago Area

2 out of 5
Save 100% on your flight
Price was $453, price is now $291 per person
$291
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
6.4/10 (105 reviews)
Newly remodeled room.

Reviewed on Oct 11, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $556, price is now $300 per person
$300
per person
May 8 - May 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Loved the hotel and ambiance. My stay was truly amazing. I just wish they would’ve had an ice machine and microwaves inside the hotel . It would’ve been 5 stars if they had microwaves and ice. Also the receptionist attitude wasn’t the best. I didn’t feel very welcomed and seemed like she was just trying to rush me away.

Reviewed on Feb 26, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $666, price is now $401 per person
$401
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again .

Reviewed on Feb 17, 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $540, price is now $329 per person
$329
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Food was great at the Aviator. The room was clean, quiet and comfortable and everyone went out of their way at the front desk to accommodate us.

Reviewed on Feb 26, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $597, price is now $376 per person
$376
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

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Discover the most popular places to visit in Oglesby

Matthiessen State Park featuring forests and a bridge

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

Illinois Valley Community College

4.5/5(5 reviews)

Explore the campus of Illinois Valley Community College as part of your travels around Oglesby. Amble around this relaxing area's parks, or seek out the hiking trails.

Illinois Valley Community College

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

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
$80 nightly
The price is $89 total per night from Mar 3 to Mar 4
$89 total
Mar 3 - Mar 4
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
everthing was good

Reviewed on Feb 26, 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
$99 nightly
The price is $110 total per night from Feb 27 to Feb 28
$110 total
Feb 27 - Feb 28
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
All of the above

Reviewed on Feb 3, 2026

Best Western Oglesby Inn
NEW! Oglesby Vacation Home

NEW! Oglesby Vacation Home

Oglesby IL
7.6/10 Good! (4 reviews)
If I could give less stars I would. On the outside it looks beautiful. On the inside it like a clown house, a fun house, bait and switch. Wi-Fi wasn't working, not enough towels for the amount of people, home foundation issues, bugs, sink and tub drainage problems, fireplace out of order but this ...

Reviewed on Feb 2, 2026

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NEW! Oglesby Vacation Home
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

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Frequently asked questions

How much does an Oglesby vacation package cost?
You'll find cheap prices from $291 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.

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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.