
Pleasantville Holidays from AU$2,400
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Your Pleasantville Holiday
Simplify your travel planning with a Pleasantville holiday package. A great neighbourhood to base yourself in this fascinating city is Montrose, which is good for walking and much more. Fill your schedule with visits to Van Cortlandt Manor, Sleepy Hollow Cemetery and Tarrytown Music Hall, some of the attractions you simply have to see during a trip to Pleasantville. Whatever your travel plans or the size of your budget, organising your ultimate tailored Pleasantville holiday is simple with Expedia.
The Latest Pleasantville Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Millennium Hilton New York One UN Plaza
Manhattan
Price was AU$2,915, price is now AU$2,400 per person
AU$2,400
per person
10 Feb - 17 Feb
found 9 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
8.2/10 Very Good! (1,951 reviews)
Poor upkeep in the rooms ripped curtains, decaying banana and other food items left in the fridge as soon as i checked in.
Reviewed on 5 Dec 2025


Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was AU$3,594, price is now AU$2,880 per person
AU$2,880
per person
18 Jan - 24 Jan
found 11 hours ago
Return flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Expedia lists this hotel when searching for breakfast included but in reality its an additional $24 per head. The hotel also charges an extra $35 resort fee per night
Reviewed on 6 Dec 2025

Margaritaville Resort Times Square
Manhattan
Price was AU$3,092, price is now AU$2,531 per person
AU$2,531
per person
18 Jan - 24 Jan
found 11 hours ago
Return flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
Everyone on staff was helpful, accommodating and always smiling! We truly enjoyed staying here.
Reviewed on 3 Dec 2025
Pleasantville Holiday
Pleasantville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 7,200 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Jacob Burns Film Centre Theatre, Rockefeller State Park Preserve and New York Medical College |
Our pick of the best Pleasantville Hotel Deals

Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (2,640 reviews)
We loved it and the restaurant but for Friday night. We were on the 10th floor and the he music from the Event space on the 12th floor shock and pounded us till 4 am. If you like to sleep at night come here weeknights ONLY!
Reviewed on 29 Nov 2025

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 4 Jan to 5 Jan
AU$215
4 Jan - 5 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,458 reviews)
Comfortable and clean. In a good location off the highway and near the bridge. Great price for location!
Reviewed on 1 Dec 2025

Executive Inn - Fort Lee
2339 Route 4 Fort Lee NJ
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 17 Dec to 18 Dec
AU$194
17 Dec - 18 Dec
includes taxes & fees
7.8/10 Good! (646 reviews)
Great value.
Reviewed on 27 Nov 2025
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

Introductory Helicopter Flight Lesson from Westchester
AU$1,032
per traveller
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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.












