Pleasantville Vacations

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Find the Best Pleasantville Vacation Packages

Pleasantville Hotel Deals

Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is NT$4,036 per night from Aug 30 to Aug 31
NT$4,036
NT$5,627 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (2,496 reviews)
"I thought this hotel was superb. Amazing location in an eclectic, lively neighbourhood; and great value-for-money for NYC. Really friendly and helpful staff. And the room was simple and utilitarian, but also exceptionally well-designed and aesthetically and stylistically so cool as well. Free cocktails ..."

Reviewed on 2026/8/5

Radio Hotel
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is NT$5,782 per night from Sep 2 to Sep 3
NT$5,782
NT$7,421 total
Sep 2 - Sep 3
includes taxes & fees
Tarrytown House Estate
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is NT$5,370 per night from Sep 6 to Sep 7
NT$5,370
NT$7,214 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (1,336 reviews)
"Would like at least access to coffee 24hr. Wish the bar opened earlier. Maybe 4pm. All else was great."

Reviewed on 2026/8/5

Sonesta White Plains Downtown
See all 1,471 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.

Stay near popular Pleasantville attractions

Jacob Burns Film Center Theater

This renowned five-screen cinema showcases independent, foreign, and documentary films in an intimate setting. Enjoy special events with filmmakers at the Take 3 Wine Bar & Café before your screening.
See properties

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, the season and your choice of hotel will influence how much your vacation to Pleasantville costs.
What are the cheapest months to go to Pleasantville?
You're likely to find lower rates and greater availability in January, February and March. Explore our cheap Pleasantville vacation packages and you could score some great off-season deals.
How many days is enough for Pleasantville?
The ideal duration of your Pleasantville vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to go to all the major attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Pleasantville?
It's easy to see why a Pleasantville vacation is on the to-do list of many travelers. Leading 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?
Start 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 "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Pleasantville package deal right away, simply change your dates and search again. Remember 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 great savings when compared to arranging flights and hotels individually. Better still, you can personalize your Pleasantville getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Pleasantville?
If you're considering a spontaneous Pleasantville trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Pleasantville?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Pleasantville.
  2. Budget wisely: On top of the price of your hotel, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Pleasantville.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Pleasantville. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Pleasantville vacation package.

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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.