Pleasantville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Pleasantville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge
CA $1,066
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Des Moines (DSM)
9.6/10 Exceptional! (1,213 reviews)
The stay was amazing we was at the State fair and wouldn’t be until late they said that was ok even if was after midnight and the breakfast was very good the hotel was amazing and we will stay there again when we are in Des Moines
Reviewed on Sep 4, 2026
Ready to book your vacation to Pleasantville?
Pleasantville Hotel Deals
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St Des Moines IA
Fully refundableReserve now, pay when you stay
CA $180
CA $202 total
Sep 6 - Sep 7
includes taxes & fees
Days Inn & Suites by Wyndham Des Moines Airport
1901 Hackley Ave Des Moines IA
Fully refundableReserve now, pay when you stay
CA $97
CA $109 total
Sep 20 - Sep 21
includes taxes & fees
Embassy Suites Hotel Des Moines Downtown
101 E Locust St Des Moines IA
CA $180
CA $202 total
Sep 20 - Sep 21
includes taxes & 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.
Frequently asked questions
How much does a Pleasantville vacation package cost?
You can snap up a vacation package to this popular destination from CA $995 on Expedia. However, how much your vacation to Pleasantville costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pleasantville?
If you're hoping to score a cheap Pleasantville vacation package, consider travelling in January, February and March. You'll typically find better rates on flights and hotels during these months — ideal for budget-conscious travellers.
How many days is enough for Pleasantville?
Typically, a handful of days is enough to visit the major attractions during your Pleasantville vacation. But if you'd like to have time to rest or go on day trips, think about extending your itinerary.
How to find the best Pleasantville package deals?
Begin your search for a Pleasantville package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pleasantville package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pleasantville escape off to a flying start.
Is it cheaper to book a Pleasantville vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Pleasantville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pleasantville?
Score fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Pleasantville vacation.
How to plan a trip to Pleasantville?
- Choose when to go: Check your schedule and get packing. Your preferred time of year and the activities available will also help you decide when to visit Pleasantville.
- Set your budget: Factor in costs like food, flights and transportation when calculating how much to put aside for your trip to Pleasantville. Then, pick a property that suits your budget, whether that's an affordable option or a more upscale retreat.
- Decide your trip length: Consider how long you'd like to spend exploring Pleasantville. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Pleasantville vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
