Pleasantville Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Pleasantville Vacation Packages

Pleasantville Hotel Deals

Sleep Inn Newberry - Crane

Sleep Inn Newberry - Crane

2.5 out of 5
7834 Progress Way, Building A, Bloomfield, IN
The price is ₩175,249 per night from Sep 7 to Sep 8
₩175,249
₩196,279 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (107 reviews)
"I have stayed here many times. The hotel continues at a high level. Clean, well maintained rooms."

Reviewed on Jul 19, 2025

Sleep Inn Newberry - Crane
Days Inn by Wyndham Sullivan

Days Inn by Wyndham Sullivan

2 out of 5
907 W Sr 154 Hwy 41 And 154, Sullivan, IN
Fully refundableReserve now, pay when you stay
The price is ₩129,846 per night from Aug 18 to Aug 19
₩129,846
₩145,428 total
Aug 18 - Aug 19
includes taxes & fees
7.6/10 Good! (383 reviews)
"Easy to find and get to my room. Everything seemed in great shape and met my needs"

Reviewed on Aug 11, 2025

Days Inn by Wyndham Sullivan
Park Inn Motel

Park Inn Motel

2.5 out of 5
1250 A St NE, Linton, IN
Fully refundableReserve now, pay when you stay
The price is ₩135,499 per night from Aug 30 to Aug 31
₩135,499
₩151,763 total
Aug 30 - Aug 31
includes taxes & fees
7.4/10 Good! (6 reviews)
"Clean and quiet. Great value."

Reviewed on Aug 7, 2025

Park Inn Motel
See all 41 properties in Pleasantville
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 Pleasantville vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Pleasantville costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pleasantville?
If you'd like to score a cheap Pleasantville vacation package, consider visiting in January, February and November. You'll typically find better rates on hotels and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Pleasantville?
Typically, a handful of days is enough to go to the main attractions during your Pleasantville vacation. However, if you'd like to have time to rest or take day trips, consider extending your trip.
How to find the best Pleasantville package deals?
Begin your search for a Pleasantville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Pleasantville package deal right 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 Pleasantville escape underway.
Is it cheaper to book a Pleasantville vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can tailor your Pleasantville getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pleasantville?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Pleasantville getaway.
How to plan a trip to Pleasantville?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to visit Pleasantville.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Pleasantville.
  3. Decide how long to go for: Now that you're up to speed on Pleasantville, you can work out the right length of your vacation. Put together a rough plan and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Pleasantville vacation package that brings all your bookings together.

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