Pleasantville Vacations from $663
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The Latest Pleasantville vacation packages
Price found within the past 48 hours. Click for updated prices.
New Harmony Inn Resort and Conference Center
$723
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Evansville (EVV)
9/10 Wonderful! (570 reviews)
Very Peaceful and well kept accommodations. Nearby work is a little noisy, but nice to see repairs happening. The large greenhouse pool looks very inviting and a run along the Wabash river along the trails had amazing views. So much to see & do here.
Reviewed on Oct 15, 2026
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Days Inn by Wyndham Sullivan
907 W Sr 154 Hwy 41 And 154 Sullivan IN
Fully refundableReserve now, pay when you stay
$104 nightly
$116 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (473 reviews)
"We had stink bugs in our roon they said we were the only room with them but they were booked up. So they left us a vacuum so we could suck them up when we saw them"
Reviewed on Oct 13, 2026
Pleasant Grove Farm LLC
2750 S Pleasant Grove Farms Lyons IN
$140 nightly
$157 total
Oct 19 - Oct 20
Total with taxes and fees
9.4/10 Exceptional! (105 reviews)
"We love staying here. We travel to Indiana 1 to 2 times a year and always stay here. It is a really quiet place and always clean. The staff and owners are extremely nice and helpful. We highly recommend stay there. Checking in is always super easy and if you need anything, you can ask and they have ..."
Reviewed on Jul 2, 2026
Sleep Inn Newberry - Crane
7834 Progress Way, Building A Bloomfield IN
Fully refundable
$122 nightly
$137 total
Nov 8 - Nov 9
Total with taxes and fees
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 Pleasantville Vacation Packages
Pleasantville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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Frequently asked questions
How much does a Pleasantville vacation package cost?
Offering excellent value package deals from $663 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?
You're likely to find reduced prices and greater availability in June, October and December. Explore our cheap Pleasantville vacation packages and you could score some excellent off-season deals.
How many days is enough for Pleasantville?
Typically, a handful of days is enough to go to the main attractions during your Pleasantville vacation. But if you want to have more time to relax or go on day tours, think about 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.
Does Expedia offer Book Now, Pay Later Pleasantville vacation packages?
Your Pleasantville break is meant to be an escape from your busy life, not a reason for money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
