Pleasantville Vacations from AED4,419

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The Latest Pleasantville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was AED5,976, price is now AED4,419 per person
AED4,419
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,008 reviews)
Staff was wonderful, food great, bed really comfortable with nice bedding, location great. It needs to be updated. The carpet is old, the shower tiles are old showing age, cracking. There wasn’t a place to sit except at an 8 foot cafeteria table that was beat up, and this was an upgraded room. I get the concept, and love the idea, but it opened in 2009, just needs to be refreshed.

Reviewed on 8 February 2026

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was AED6,812, price is now AED4,723 per person
AED4,723
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Best location!!! Room itself was dated and small but it was clean and fine for our needs. Staff was helpful and allowed early check in for $25 and late checkout plus baggage holding.

Reviewed on 9 February 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AED8,353, price is now AED5,815 per person
AED5,815
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Staff was lovely, rooms were clean and modern, location was excellent. I don’t believe the hype about breakfast though - you can get far better food elsewhere.

Reviewed on 9 February 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was AED6,747, price is now AED4,701 per person
AED4,701
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Easy process and great location. Room is good for you need for a stay while you’re in the city

Reviewed on 1 February 2026

Find the Best Pleasantville Vacation Packages

Pleasantville Hotel Deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is AED 456 per night from Feb 22 to Feb 23
AED 456
AED 521 total
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (1,527 reviews)
Room was very clean and comfortable.

Reviewed on 1 February 2026

Baymont by Wyndham White Plains - Elmsford
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 AED 568 per night from Feb 15 to Feb 16
AED 568
AED 771 total
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,277 reviews)
Checks all the boxes!

Reviewed on 8 February 2026

Sonesta White Plains Downtown
Homewood Suites by Hilton Teaneck Glenpointe

Homewood Suites by Hilton Teaneck Glenpointe

4 out of 5
1 Glenwood Ave Ste A Teaneck NJ
Fully refundableReserve now, pay when you stay
The price is AED 539 per night from Feb 19 to Feb 20
AED 539
AED 618 total
19 Feb - 20 Feb
includes taxes & fees
9/10 Wonderful! (1,717 reviews)
All

Reviewed on 8 February 2026

Homewood Suites by Hilton Teaneck Glenpointe
See all 1,446 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.

Discover the most popular places to visit in Pleasantville

Jacob Burns Film Center Media Arts Lab

Enjoy the collegiate vibe at Jacob Burns Film Center Media Arts Lab during your stay in Pleasantville. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Jacob Burns Film Center Media Arts Lab

Frequently asked questions

How do I find cheap flights to Pleasantville that have flexible change policies?
At Expedia, we've been channeling our inner yogi to help you locate the most flexible fares available. Just tick the "No change fee" box directly beneath the "Flexible change policies" subheading to find your perfect flight to Pleasantville.
Which airlines fly to Pleasantville?
Decide on your perfect travel dates and then take off towards Pleasantville with one of these great airlines:

  • JetBlue Airways - 425 flights to or near Pleasantville each month, including 425 flights to Westchester County Airport (HPN) per month.
  • American Airlines - 333 flights to or near Pleasantville each month, including 333 flights to Westchester County Airport (HPN) per month.
  • Delta Air Lines - 156 flights to or near Pleasantville each month, including 156 flights to Westchester County Airport (HPN) per month.

How can I find cheap tickets to Pleasantville?
Book well ahead of time, consider nearby airports, avoid vacation periods — there are loads of ways! One more is to take advantage of Expedia's "flexible dates" feature. Search for your Pleasantville flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Pleasantville was .
How much is a flight to Pleasantville?
You could have scored a return airfare to Pleasantville from anywhere between and in the last seven days. For one-way journeys departing from (), the lowest price during this period was .
What are the most popular airports to fly into in Pleasantville?
The main gateway to Pleasantville, around 1,053 flights taxi into Westchester County Airport (HPN) each month. Keep an eye out for a rewarding deal, lock in your seat and prepare to experience this fantastic region.
When is the cheapest time to fly to Pleasantville?
If you'd prefer to spend your hard-earned vacation money enjoying Pleasantville rather than on your trip there, depart earlier in the week. The most affordable day to fly is normally Tuesday, with Monday running a close second. With many people traveling on weekends, Saturday tends to have the most expensive airfares.
How much is a plane ticket to Pleasantville?
In the last seven days, plane tickets to Pleasantville ranged from to .
What months are the cheapest to book a flight to Pleasantville?
To snap up a bargain flight to Pleasantville, try to book during the month of February when prices are at their lowest. When's the most expensive time? In the USA, it's December.