Pleasantville Vacations from $281

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The Latest Pleasantville vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel - Ankeny/ Des Moines, IA
Wildwood Lodge
Hilton Des Moines Downtown
Hotel Fort Des Moines, Curio Collection by Hilton
Sleep Inn & Suites West Des Moines near Jordan Creek
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Pleasantville Hotel Deals

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St Des Moines IA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from Jan 25 to Jan 26
$160 total
Jan 25 - Jan 26
Total with taxes and fees
9.4/10 Exceptional! (1,075 reviews)
Loved this property! The staff was extremely helpful. The room and bathroom were very nice. We enjoyed our stay very much!

Reviewed on Jan 19, 2026

Hotel Fort Des Moines, Curio Collection by Hilton
Des Lux Hotel

Des Lux Hotel

3.5 out of 5
800 Locust St Des Moines IA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $200 total per night from Jan 23 to Jan 24
$200 total
Jan 23 - Jan 24
Total with taxes and fees
9.6/10 Exceptional! (1,025 reviews)
Loved it

Reviewed on Jan 18, 2026

Des Lux Hotel
Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

2 out of 5
1901 Hackley Ave Des Moines IA
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $74 total per night from Feb 1 to Feb 2
$74 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (1,722 reviews)
The room was clean and the receptionist was very friendly.

Reviewed on Jan 18, 2026

Days Inn & Suites by Wyndham Des Moines Airport
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

Things to do near Pleasantville

Pleasantville, Iowa, is an ideal destination for outdoor, romantic, and family vacations. Visitors can enjoy exciting activities like motor racing and events at the fairground and showground. Don't miss the Pleasantville Music Festival, easy walking trails, and local travel guides. For those interested in art vacations, the area also offers unique day tours to enhance your experience.

Shopping

Pleasantville offers great shopping options. For local vibes, explore shops downtown. If you're up for a drive, check out Southridge Mall (20 miles away) and the Outlets of Des Moines (23 miles away) for a wider selection and family-friendly entertainment.

Recreation

At Shady Oaks Golf Course, enjoy a scenic round of golf amidst lush landscapes, perfect for outdoor enthusiasts. Indianola Pickard Sports Complex offers various sports activities to keep you active. For relaxation, visit Sleepy Hollow Sports Park, where you can unwind and rejuvenate in a tranquil setting.

Adventure

Experience the thrill of motor racing at Knoxville Raceway, located 9 miles from Pleasantville, where adrenaline and speed collide. For a scenic adventure, explore the Cinder Path Bike Trail, 28 miles away, offering stunning outdoor views and hiking opportunities.

Nightlife

Pleasantville offers a cozy nightlife atmosphere with local bars and eateries. Enjoy a laid-back evening at the tavern, where you can mingle with friendly locals and savor craft beers. Seasonal events and community gatherings make for a vibrant experience, perfect for unwinding after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Pleasantville

Pleasantville, Iowa, is perfect for outdoor enthusiasts and families seeking a romantic getaway. Visitors can enjoy attractions like the fairground, amusement park, and nearby national/state parks. With a variety of cultural experiences and family-friendly activities, there's something for everyone. Whether you're looking for top tourist spots or a relaxing beach escape, Pleasantville offers a delightful mix of entertainment and natural beauty for an unforgettable vacation.

  • Lake Red Rock: Experience the beauty of Lake Red Rock, located 11 miles from Pleasantville. Enjoy sandy beaches, stunning scenery, and outdoor activities that create a perfect romantic getaway or a fun day with friends. Ideal for swimming, picnicking, or simply relaxing by the water.
  • National Sprint Car Hall of Fame: A sports museum located 9 miles away, this hall of fame celebrates the rich culture and history of sprint car racing. Explore fascinating exhibits that highlight the sport's legends and innovations, making it a must-visit for racing enthusiasts.
  • Iowa State Fairgrounds: Situated 21 miles from Pleasantville, this vibrant fairground hosts numerous events throughout the year. It's perfect for family outings, featuring outdoor activities, delicious fair food, and exciting attractions that create lasting memories.

Best time to go to Pleasantville

The best time to visit Pleasantville is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)No RainMostly CloudyModerately LowSlightly Low
February24.4°F (-4.2°C)No RainMostly CloudyAverageAverage
March39.7°F (4.3°C)Light RainMostly CloudyAverageAverage
April50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
May61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
June71.8°F (22.1°C)Light RainMostly SunnyModerately HighSlightly High
July74.8°F (23.8°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
October53.2°F (11.8°C)Light RainMostly SunnyModerately LowAverage
November40.5°F (4.7°C)No RainMostly SunnyAverageSlightly Low
December28.9°F (-1.7°C)No RainMostly SunnyModerately LowSlightly Low

Tips to save on your trip to Pleasantville

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Pleasantville.
  • Consider traveling during the off-peak season (typically November to January) for more affordable package holidays to Pleasantville.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Pleasantville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Des Moines Intl. Airport (DSM)
Population
1,650
Top Sights
National Sprint Car Hall of Fame, Peace Tree Brewing Company and Elk Rock State Park

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Frequently asked questions

How much does a Pleasantville vacation package cost?
Offering great value package deals from $281 on Expedia, you'll be surprised at how little a vacation to Pleasantville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pleasantville?
You can typically find reduced prices and greater availability in December, January and February. Explore our cheap Pleasantville vacation packages and you could land some excellent off-season deals.
How many days is enough for Pleasantville?
With a well-organized travel plan, you can easily hit the most popular Pleasantville attractions in a few days. But if you'd like to discover hidden spots or go on day tours, think about booking your Pleasantville vacation for longer.
How to find the best Pleasantville package deals?
Begin your search for a Pleasantville package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Pleasantville package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pleasantville adventure off to a flying start.
Is it cheaper to book a Pleasantville vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can customize your Pleasantville escape to match your exact needs. Pick 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?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Pleasantville getaway.
Does Expedia offer Book Now, Pay Later Pleasantville vacation packages?
Your Pleasantville break is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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