Pinckneyville Vacations from $571

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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 Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $688, price is now $571 per person
$571
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
New York (JFK) to St. Louis (STL)
8.2/10 Very Good! (798 reviews)
Clean room, bathroom door would not stay open

Reviewed on Mar 15, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $912, price is now $708 per person
$708
per person
Apr 19 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
Clean - hot tub was really small - pool area was very loud - there were people down the hall that were loud and we heard doors opening and closing most of the night

Reviewed on Mar 13, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $697, price is now $579 per person
$579
per person
Apr 25 - Apr 28
found 19 hours ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
8.4/10 Very Good! (1,006 reviews)
We celebrated my husband’s 70th birthday. He loved it!!

Reviewed on Mar 14, 2026

Hotel Indigo St. Louis - Downtown by IHG

Hotel Indigo St. Louis - Downtown by IHG

3.5 out of 5
Downtown St. Louis
Price was $762, price is now $637 per person
$637
per person
Apr 30 - May 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to St. Louis (STL)
7.4/10 Good! (352 reviews)
Staff was amazing! Rooms were beautiful! Close to Gateway Arch National Park!

Reviewed on Mar 6, 2026

Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was $681, price is now $577 per person
$577
per person
Apr 30 - May 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to St. Louis (STL)
8/10 Very Good! (690 reviews)
I love this hotel. The breakfast ❤️ I checked out but my daughter still have games, they kept our luggage safe till we are done for the day

Reviewed on Mar 15, 2026

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Discover the most popular places to visit in Pinckneyville

Pyramid State Recreation Area

4.5/5(3 reviews)

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

5/5(4 reviews)

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
$62 nightly
The price is $69 total per night from Mar 18 to Mar 19
$69 total
Mar 18 - Mar 19
Total with taxes and fees
6.4/10 (387 reviews)
Good Value for the price. Everything worked well, staff nice, place clean. Has indoor pool & exercise equipment as well as a lounge attached.

Reviewed on Mar 11, 2026

Pinckeyville Inn and Suites
Fit and Fueled Studio

Fit and Fueled Studio

Pinckneyville IL
$190 nightly
The price is $201 total per night from Mar 17 to Mar 18
$201 total
Mar 17 - Mar 18
Total with taxes and fees
10/10 Exceptional! (1 review)
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
Holiday Inn Carbondale-Conference Center by IHG

Holiday Inn Carbondale-Conference Center by IHG

3 out of 5
2300 Reed Station Parkway Carbondale IL
Fully refundable
$125 nightly
The price is $144 total per night from Mar 16 to Mar 17
$144 total
Mar 16 - Mar 17
Total with taxes and fees
8.8/10 Excellent! (661 reviews)
The staff was amazingly accommodating. The facility was clean as well

Reviewed on Mar 14, 2026

Holiday Inn Carbondale-Conference Center by IHG
See all 131 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

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Frequently asked questions

How much does a Pinckneyville vacation package cost?
Offering great value package deals from $571 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.