Pleasantville Vacations

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Find the Best Pleasantville Vacation Packages

Pleasantville Hotel Deals

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 AEDĀ 377 per night from Jul 18 to Jul 19
AEDĀ 377
AEDĀ 422 total
18 Jul - 19 Jul
includes taxes & fees
Days Inn by Wyndham Sullivan
Pleasant Grove Farm LLC

Pleasant Grove Farm LLC

3 out of 5
2750 S Pleasant Grove Farms Linton IN
The price is AEDĀ 477 per night from Jul 20 to Jul 21
AEDĀ 477
AEDĀ 535 total
20 Jul - 21 Jul
includes taxes & 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 2 July 2026

Pleasant Grove Farm LLC
Sleep Inn Newberry - Crane

Sleep Inn Newberry - Crane

2.5 out of 5
7834 Progress Way, Building A Bloomfield IN
Fully refundable
The price is AEDĀ 517 per night from Aug 7 to Aug 8
AEDĀ 517
AEDĀ 579 total
7 Aug - 8 Aug
includes taxes & fees
9/10 Wonderful! (136 reviews)
"The excellent staff were helpful & knowledgeable. I enjoyed interacting with them very much!"

Reviewed on 15 July 2026

Sleep Inn Newberry - Crane
See all 48 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?
You'll find cheap prices on Expedia for your Pleasantville getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Pleasantville costs.
What are the cheapest months to go to Pleasantville?
If you'd like to snag a cheap Pleasantville vacation package, consider traveling in January, February and November. You'll typically find lower rates on hotels and flights during these quieter months ā€” perfect for a budget-friendly break.
How to find the best Pleasantville package deals?
Use Expedia's handy filters to help you find some terrific Pleasantville package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Pleasantville package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pleasantville vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can personalize your Pleasantville trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Pleasantville?
If you're planning a spontaneous Pleasantville getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Pleasantville?

  1. Choose your travel dates: What you plan to do in Pleasantville and your preferred season can help you decide when to get away.
  2. Set your budget: Factor in costs such as food, flights and transportation when calculating how much to put aside for your trip to Pleasantville. Then, select a hotel that works with your budget, whether that's a low-cost option or a high-end retreat.
  3. Determine how many days away: Start by listing all the attractions you'd like to get to in Pleasantville. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Pleasantville vacation package.