Pleasantville Vacation Packages

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    Better together

    Save up to CA $1,096 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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    Plan, book, and manage your trip all in one place

Your Pleasantville Vacation

When you book a vacation package to Pleasantville, you can relax and enjoy your getaway knowing that all your travel plans are under control. Discover the many charms of this city while staying in a neighborhood like Montrose, which is great for walking. A trip to Pleasantville is a terrific opportunity to go sightseeing. Be sure to look around renowned attractions like Tarrytown Music Hall, Van Cortlandt Manor and Sing Sing Correctional Facility. Whoever you're traveling with and whatever your budget, your dream Pleasantville vacation is only clicks away with Expedia.

Top Pleasantville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
Sound View Greenport
The Harbor Front Inn
Outsite Chelsea
Hyatt Regency Jersey City on the Hudson

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Pleasantville Hotel Deals

EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is CA $148 per night from Aug 4 to Aug 5
CA $148
CA $170 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Everything!"

Reviewed on Jul. 12, 2025

EVEN Hotel Norwalk by IHG
Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jul 20 to Jul 21
CA $210
CA $275 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (2,582 reviews)
"Property was perfectly fine. It was rather small but that's what you expect I suppose in Manhattan. It was a weird thing where we had to buy two drinks for $22 to get the hotel room. I would have preferred not to have had the drink. The bed was comfortable everything was adequate. We were close to ..."

Reviewed on Jul. 4, 2025

Radio Hotel
Executive Inn - Fort Lee
Executive Inn - Fort Lee
3.5 out of 5
2339 Route 4, Fort Lee, NJ
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Aug 3 to Aug 4
CA $128
CA $146 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (281 reviews)
"Room was clean, but the hallways were run down and shabby. There was also some odd odor in the hallways as well."

Reviewed on Jul. 13, 2025

Executive Inn - Fort Lee
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.

What to do in Pleasantville

Frequently asked questions

How much does a Pleasantville vacation package cost?
Offering great value package deals from CA $698 on Expedia, you'll be pleasantly surprised at how much 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 snag a cheap Pleasantville vacation package, consider travelling in January, February and March. You'll generally find lower rates on hotels and airfares during these quieter months --- ideal for travellers wishing to save money.
How many days is enough for Pleasantville?
The ideal duration of your Pleasantville vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to visit all the main attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Pleasantville?
It's no wonder a Pleasantville vacation is on the to-do list of many travellers. Well-known attractions like Rockefeller State Park Preserve are just the start of things to keep you busy here.
How to find the best Pleasantville package deals?
Use Expedia's filters to help you find some terrific Pleasantville package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Pleasantville package deals in the low season. Play around with 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 early as possible.
Is it cheaper to book a Pleasantville vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Pleasantville vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Pleasantville?
If you're considering an impromptu Pleasantville getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Pleasantville?

  1. Pick your travel dates: What you plan to do in Pleasantville and your favourite season can help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and activities. Your accommodations will likely 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 draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose 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.