Pleasant Hill Vacations from $360
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The Latest Pleasant Hill vacation packages
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William Watson Hotel
105 East Washington Street Pittsfield IL
$77 nightly
$84 total
Oct 23 - Oct 24
Total with taxes and fees
9.2/10 Wonderful! (376 reviews)
"My room was immaculate and comfortable! The staff was super sweet!! 100/10! Will definitely stay again!"
Reviewed on Sep 27, 2026
River's Edge Motel
201 Mansion St Louisiana MO
Fully refundableReserve now, pay when you stay
$83 nightly
$94 total
Oct 4 - Oct 5
Total with taxes and fees
9/10 Wonderful! (390 reviews)
"Was given 2 towels. Asked for extra towels because I have a lot of hair and they gave me 1. They said they didn’t have anymore. So 3 towels, 2 people, 3 day stay. They came and collected the towels on Saturday and she stated they would be returned to me that evening. The towels were never returned. ..."
Reviewed on Sep 27, 2026
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
$59 nightly
$64 total
Nov 1 - Nov 2
Total with taxes and fees
6.8/10 (143 reviews)
"Let’s see…door wouldn’t lock, key card didn’t work right, AND to top it all off, NO HOT WATER!!!i …asked for a refund"
Reviewed on Sep 27, 2026
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 Pleasant Hill Vacation Packages
Pleasant Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 940 |
Top Sights | Pike County Historic Museum, John Greene Shastid House and King Park |
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Frequently asked questions
How much does a Pleasant Hill vacation package cost?
You'll find cheap prices from $360 on Expedia for your Pleasant Hill getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Pleasant Hill costs.
What are the cheapest months to go to Pleasant Hill?
January, February and April are the best times to look for cheap Pleasant Hill vacation packages. Choosing to travel in quieter periods means you can generally find better prices on accommodations and flights.
How many days is enough for Pleasant Hill?
Typically, a handful of days is enough to go to the major sights during your Pleasant Hill vacation. But if you prefer to have more time to relax or go on day tours, think about extending your itinerary.
How to find the best Pleasant Hill package deals?
Bagging a cheap Pleasant Hill package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Pleasant Hill package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pleasant Hill vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a customized Pleasant Hill vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Pleasant Hill?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Pleasant Hill break.
Does Expedia offer Book Now, Pay Later Pleasant Hill vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Pleasant Hill vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
