Oblong Vacations from $434

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

The Latest Oblong vacation packages

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn By Marriott Evansville East

Fairfield Inn By Marriott Evansville East

3 out of 5
Price was $471, price is now $434 per person
$434
per person
May 30 - Jun 1
found 10 hours ago
Roundtrip non-stop flight included
Greensboro (GSO) to Evansville (EVV)
8.6/10 Excellent! (490 reviews)
Very nice property. I have stayed here before and will return. Great staff. Breakfast is fresh but don’t care for turkey sausage.

Reviewed on Apr 18, 2026

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $591, price is now $524 per person
$524
per person
Jul 24 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Evansville (EVV)
8/10 Very Good! (302 reviews)
Very clean and elegant would highly recommend even for a weekend getaway perfect !!!

Reviewed on Apr 19, 2026

Best Budget Inn

Best Budget Inn

2.5 out of 5
Price was $616, price is now $550 per person
$550
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Evansville (EVV)
5.2/10 (246 reviews)
The room was okay in and of itself. People that run it were very nice. Three major problems. First the main heating unit didn't work They had a very small heater that sucked. I had to go out and buy one. Secondly, the power kept going out. I couldn't use two heaters and watch TV at the same time. Power went out five times. I had to settle for not being able to watch TV or freeze my butt off. Third problem was that the toilet became stopped up and I couldn't get it unclogged with the plunger that was in the room. Bottom line is that they should have offered me another room. There were more empty rooms available but they didn't mention moving me to one that at least had heat. Before I would stay there again I would make sure that the room was properly heated and that I could watch TV and not have to worry about the power going out

Reviewed on Jan 9, 2026

Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

2.5 out of 5
Price was $624, price is now $570 per person
$570
per person
Jul 24 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Evansville (EVV)
8.6/10 Excellent! (564 reviews)
Everyone and everything was great.

Reviewed on Apr 26, 2026

Motel 6 Dale, IN

Motel 6 Dale, IN

2 out of 5
Price was $653, price is now $601 per person
$601
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Evansville (EVV)
6.6/10 (646 reviews)
Good for overnight maybe, but not a extended stay. The beds are very uncomfortable, the air conditioning did not work properly and made a horrible noise. I will say tho the workers were nice upon arrival.

Reviewed on Oct 12, 2025

Don't see what you're looking for?
See all available trips from Pretty Prairie to Oblong
View all trips

Oblong Hotel Deals

Practical 3 BR House in Oblong, 1 & 1/2 Bathrooms

Practical 3 BR House in Oblong, 1 & 1/2 Bathrooms

Oblong IL
Get rates
Practical 3 BR House in Oblong, 1 & 1/2 Bathrooms
Functional 3 Bedroom Home Near Robinson With WIFI

Functional 3 Bedroom Home Near Robinson With WIFI

Oblong IL
8/10 Very Good! (2 reviews)
Felt very welcome. Everything worked fine. The house was clean and in-order. I would stay here again.

Reviewed on Nov 27, 2025

Get rates
Functional 3 Bedroom Home Near Robinson With WIFI
Efficient 2 Story House - 3bed 2bath

Efficient 2 Story House - 3bed 2bath

Oblong IL
Get rates
Efficient 2 Story House - 3bed 2bath
See all 38 properties in Oblong
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 Oblong Vacation Packages

Oblong Essential Information

Language
English
Currency
U.S dollars
Population
1,450
Top Sights
Sam Parr State Fish and Wildlife Area, Deer Run Mary Heath Memorial Golf Course and Washington 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 Oblong vacation package cost?
Offering excellent value package deals from $434 on Expedia, you'll be pleasantly surprised at how much a vacation to Oblong costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Oblong?
If you'd like to score a cheap Oblong vacation package, consider traveling in May, September and October. You're likely to find lower prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Oblong?
The ideal duration of your Oblong vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to go to all the top attractions and discover some hidden treasures along the way.
How to find the best Oblong package deals?
Use Expedia's filter tool to find some great Oblong package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Oblong package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Oblong vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Oblong vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Oblong?
Score incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Oblong vacation.
Does Expedia offer Book Now, Pay Later Oblong vacation packages?
Jet off on your dream getaway to Oblong with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up cheap 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.