Pleasant Hill Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Pleasant Hill

River's Edge Motel

River's Edge Motel

2 out of 5
201 Mansion St, Louisiana, MO
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 25 Aug to 26 Aug
S$117
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (335 reviews)
"The front desk placed us in a room with a beautiful room of the river. As expected, the place is defi"

Reviewed on 17 Aug, 2025

River's Edge Motel
Super 8 by Wyndham Bowling Green

Super 8 by Wyndham Bowling Green

2 out of 5
1216 E Champ Clark Dr, Bowling Green, MO
8.2/10 Very Good! (460 reviews)
"Always stay there for any family functions in Bowling Green"

Reviewed on 20 Jul, 2025

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Super 8 by Wyndham Bowling Green
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is S$115 per night from 23 Aug to 24 Aug
S$115
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (237 reviews)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"

Reviewed on 6 Aug, 2025

William Watson Hotel
See all 35 properties in Pleasant Hill
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.

Frequently asked questions

How much does a Pleasant Hill holiday package cost?
You'll find cheap prices 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 holiday to Pleasant Hill costs.
What are the cheapest months to go to Pleasant Hill?
January, February and March are the best times to search for cheap Pleasant Hill holiday packages. Travelling in quieter months means you can typically find lower prices on hotels and flights.
How many days is enough for Pleasant Hill?
Generally, a handful of days is enough to explore the main attractions during your Pleasant Hill holiday. But if you prefer to have some time to rest or take day trips, consider extending your trip.
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 customise 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pleasant Hill holiday as a package?
Expedia holiday 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 customised Pleasant Hill holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Pleasant Hill?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Pleasant Hill.
  2. Set your budget: Factor in costs such as food, flights and transportation when calculating how much to set aside for your trip to Pleasant Hill. Then, select a hotel that works with your budget, whether that's a low-cost option or a lavish retreat.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Pleasant Hill. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Pleasant Hill holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.