Pleasant Plains Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Pleasant Plains Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel O Sycamore - Havana IL

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Pleasant Plains Hotel Deals

Charming barn-turned-home with hot tub & W/D - quiet location & dog-friendly

Charming barn-turned-home with hot tub & W/D - quiet location & dog-friendly

Pleasant Plains
Charming barn-turned-home with hot tub & W/D - quiet location & dog-friendly
Completely remodeled, pet-friendly, 'smart' home in the country!

Completely remodeled, pet-friendly, 'smart' home in the country!

Pleasant Plains
9.8/10 Exceptional! (80 reviews)
"Very comfortable home. Had all the amenities we needed for an extended stay. Easy access from State Fairgrounds."

Reviewed on Jul. 20, 2025

Completely remodeled, pet-friendly, 'smart' home in the country!
Western Barn

Western Barn

Pleasant Plains
Great location and very quiet.
"As advertised."

Reviewed on Jun. 6, 2024

Western Barn
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 Plains vacation package cost?
You'll find cheap prices from CA $792 on Expedia for your Pleasant Plains getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Pleasant Plains costs.
What are the cheapest months to go to Pleasant Plains?
To pick up cheap Pleasant Plains vacation packages, organize your getaway outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Pleasant Plains?
With a well-planned schedule, you can easily tick off the main Pleasant Plains sights in a handful of days. But if you want to venture off the beaten track or take day trips, consider booking your Pleasant Plains vacation for longer.
How to find the best Pleasant Plains package deals?
Bagging a cheap Pleasant Plains package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Pleasant Plains package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Pleasant Plains vacation as a package?
You can enjoy significant savings on your Pleasant Plains getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pleasant Plains?
If you have your Pleasant Plains vacation dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Pleasant Plains?

  1. Choose your travel dates: What you want to do in Pleasant Plains and your favourite season will help you decide when to get away.
  2. Budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Pleasant Plains.
  3. Work out your trip length: Think about how long you want to spend discovering Pleasant Plains. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Pleasant Plains vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.