Pinckneyville Vacations from $259

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 Pinckneyville Vacation

Entertainment, history, art and more … It's all waiting for you with a Pinckneyville vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's difficult to forget. If sightseeing is a priority during your trip to Pinckneyville, make sure you find your way to well-known attractions like Pinckneyville Fairgrounds and Pyramid State Recreation Area. Browse Expedia's extensive range of travel options and begin planning your perfect vacation to Pinckneyville today.

The Latest Pinckneyville vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Price was $309, price is now $259 per person
$259
per person
Dec 18 - Dec 21
found 23 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.8/10 Excellent! (1,150 reviews)
Great staff and clean room along as well as th restaurant was clean too.

Reviewed on Oct 28, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Save 100% on your flight
Price was $1,207, price is now $855 per person
$855
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,080 reviews)

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $1,081, price is now $770 per person
$770
per person
Jan 18 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.8/10 Excellent! (1,010 reviews)

River City Casino & Hotel

River City Casino & Hotel

4 out of 5
Price was $788, price is now $636 per person
$636
per person
Jan 18 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (1,820 reviews)

Candlewood Suites St Louis St Charles by IHG

Candlewood Suites St Louis St Charles by IHG

2.5 out of 5
Price was $594, price is now $489 per person
$489
per person
Jan 18 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
7.6/10 Good! (829 reviews)

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

Stay near popular Pinckneyville attractions

Pyramid State Recreation Area

8.6/10 (10 reviews)
Illinois' largest recreation area spans nearly 20,000 acres of reclaimed coal mine land with forested hills and lakes. Anglers can cast lines while hikers explore scenic trails through this diverse landscape.
See properties

Pinckneyville Hotel Deals

Pinckeyville Inn and Suites

Pinckeyville Inn and Suites

2 out of 5
5700 Illinois Route 154 Pinckneyville IL
Get rates
Pinckeyville Inn and Suites
Cozy 2-bedroom, 1-bath cabin just a short walk to Pinckneyville City Lake.

Cozy 2-bedroom, 1-bath cabin just a short walk to Pinckneyville City Lake.

Pinckneyville IL
Get rates
Cozy 2-bedroom, 1-bath cabin just a short walk to Pinckneyville City Lake.
Hampton Inn Carbondale

Hampton Inn Carbondale

2.5 out of 5
2175 Reed Station Pkwy Carbondale IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $102 total per night from Nov 22 to Nov 23
$102 total
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn Carbondale
See all 141 properties in Pinckneyville
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 Pinckneyville Vacation Packages

Pinckneyville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Williamson County Regional Airport (MWA)
Population
5,400
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Pyramid State Recreation Area and Pinckneyville Fairgrounds

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 a Pinckneyville vacation package cost?
Offering great value package deals from $259 on Expedia, you'll be pleasantly surprised at how much a vacation to Pinckneyville costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pinckneyville?
January, May and July are great times to search for cheap Pinckneyville vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Pinckneyville?
The ideal duration for your Pinckneyville vacation depends on what you'd like to do. Generally, a few days to a week will give you time to check out all the main attractions and explore some hidden treasures along the way.
How to find the best Pinckneyville package deals?
Begin your search for a Pinckneyville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pinckneyville package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pinckneyville escape underway.
Is it cheaper to book a Pinckneyville vacation as a package?
You can enjoy significant savings on your Pinckneyville break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pinckneyville?
Score incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Pinckneyville break.
Does Expedia offer Book Now, Pay Later Pinckneyville vacation packages?
Set off on your perfect escape to Pinckneyville with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.