Pinckneyville Vacations from $423

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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 Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
Price was $569, price is now $423 per person
$423
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.8/10 Excellent! (697 reviews)
Nice front desk crew !!!

Reviewed on Sep 14, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $846, price is now $446 per person
$446
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,581 reviews)
Quiet, super clean, kind and respectful staff, awesome room!

Reviewed on Oct 9, 2025

Marriott St. Louis West

Marriott St. Louis West

3.5 out of 5
Price was $683, price is now $497 per person
$497
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
All of the staff were extremely nice and the lobby had tons of good meet up spaces, but the room wasn't amazing. I stayed here 20 years ago and remember the rooms feeling a little dated. Nothing has changed since then. Aside from that, it did feel clean and I did sleep well all three nights. I would pass on the breakfast - seemed out of basic items most mornings, like eggs, fruit, etc., but maybe I just picked the wrong time to go.

Reviewed on Sep 29, 2025

Comfort Inn Edwardsville - St. Louis

Comfort Inn Edwardsville - St. Louis

2.5 out of 5
Price was $644, price is now $476 per person
$476
per person
Nov 24 - Nov 29
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (767 reviews)
Friendly staff, clean room, breakfast ok, a/c worked but room still a bit humid

Reviewed on Oct 6, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Price was $682, price is now $510 per person
$510
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (62 reviews)
Great stay for the night before our trip

Reviewed on Oct 11, 2025

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Discover the most popular places to visit in Pinckneyville

Pyramid State Recreation Area

You can take time to visit Pyramid State Recreation Area during your travels to Pinckneyville. Take in the festivals and countryside in the area.

Pyramid State Recreation Area

Pinckneyville Fairgrounds

Enjoy an outing to Pinckneyville Fairgrounds during your stay in Pinckneyville. Take in the festivals and countryside in the area.

Pinckneyville Fairgrounds

Pinckneyville Hotel Deals

Pinckeyville Inn and Suites

Pinckeyville Inn and Suites

2 out of 5
5700 Illinois Route 154, Pinckneyville, IL
Fully refundableReserve now, pay when you stay
$53 nightly
The price is $59 total per night from Oct 13 to Oct 14
$59 total
Oct 13 - Oct 14
Total with taxes and fees
6.2/10 (364 reviews)
"Everything was good"

Reviewed on Oct 6, 2025

Pinckeyville Inn and Suites
Fit and Fueled Studio

Fit and Fueled Studio

Pinckneyville
$190 nightly
The price is $201 total per night from Oct 12 to Oct 13
$201 total
Oct 12 - Oct 13
Total with taxes and fees
Nice Place
"Nice place to stay. Kitchen not real well stocked and no WiFi but perfect for what we needed."

Reviewed on Jul 28, 2025

Fit and Fueled Studio
University Inn of Carbondale

University Inn of Carbondale

2.5 out of 5
2400 W Main St, Carbondale, IL
$55 nightly
The price is $63 total per night from Oct 12 to Oct 13
$63 total
Oct 12 - Oct 13
Total with taxes and fees
6/10 (293 reviews)
Cheap place to stay but beware….
"You could tell this building used to be something else cause it is definitely aged and not in a cute charming kind of way. They have tried their best to make it look historical. I saw signs for guest laundry and fitness center but they didn’t actually exist. My room was next door to the bar that ..."

Reviewed on Sep 23, 2025

University Inn of Carbondale
See all 118 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.

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

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Frequently asked questions

How much does a Pinckneyville vacation package cost?
Offering great value package deals from $423 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.