Pleasant Hill Holidays

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Pleasant Hill Holiday

Our pick of the best Pleasant Hill Hotel Deals

Cozy 3 bedroom family friendly home in pike county IL

Cozy 3 bedroom family friendly home in pike county IL

Pleasant Hill
10/10 Exceptional! (2 reviews)
Drop in for deer hunting
"The house was older as expected in Pleasant Hill. Very quiet neighborhood and ample space. Stayed three nights everything was as expected. Owners were awesome and responsive. We have booked for two more stays in the fall. Everything is close for groceries."

Reviewed on 17 Sep. 2024

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Cozy 3 bedroom family friendly home in pike county IL
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is NZ$144 per night from 25 July to 26 July
NZ$144
25 July - 26 July
includes taxes & fees
9.2/10 Wonderful! (231 reviews)
Definitely would stay here again!
"Really loved the historic of the building. Very clean and comfortable."

Reviewed on 6 Jul. 2025

William Watson Hotel
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! (457 reviews)
"We were especially impressed with staff. The breakfast was good and we felt safe and we appreciated the cleanliness of your hotel. The whole place had a very "homey" touch that made us feel immediately comfortable when we arrived. Our room was right by an elevator but that made no difference! Also, ..."

Reviewed on 11 Jul. 2025

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Super 8 by Wyndham Bowling Green
See all 34 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.