Pleasantville Holidays from AU$2,337
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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.
OYO Times Square
Manhattan
Price was AU$2,996, price is now AU$2,337 per person
AU$2,337
per person
9 Mar - 16 Mar
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
7.2/10 Good! (1,617 reviews)
The location was great, and the staff was fantastic. The hotel is a bit dated and needs some updates.
Reviewed on 20 Jan 2026
The Ritz-Carlton New York, Central Park
Manhattan
Save 100% on your flight
Price was AU$10,210, price is now AU$7,270 per person
AU$7,270
per person
31 Mar - 7 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!
Reviewed on 27 Dec 2025
Hotel St. James
Manhattan
Price was AU$3,238, price is now AU$2,387 per person
AU$2,387
per person
9 Mar - 16 Mar
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
Staff was friendly and responsive to every question or issue. Our heat was not working when we got in, and the maintenance worker immediately fixed it. He was kind, thoughtful, and paid attention to detail. When we requested a new battery for the TV remote control “whenever they got a chance,” it was addressed without hesitation.
It’s an old hotel, but it’s grossly underrated.
Reviewed on 21 Jan 2026
The Lexington Hotel, Autograph Collection
Manhattan
Price was AU$3,484, price is now AU$2,642 per person
AU$2,642
per person
9 Mar - 16 Mar
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
8.2/10 Very Good! (1,603 reviews)
Great location near Grand Central Station. Friendly staff, nice bar, clean room.
Reviewed on 21 Jan 2026
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
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is AU$306 per night from 14 Feb to 15 Feb
AU$306
14 Feb - 15 Feb
includes taxes & fees
8.6/10 Excellent! (1,233 reviews)
.
Reviewed on 19 Jan 2026
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 2 Feb to 3 Feb
AU$208
2 Feb - 3 Feb
includes taxes & fees
8.4/10 Very Good! (2,586 reviews)
Staff had a client-friendly attitude.
Reviewed on 14 Jan 2026
Homewood Suites by Hilton Teaneck Glenpointe
1 Glenwood Ave Ste A Teaneck NJ
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 1 Feb to 2 Feb
AU$259
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (1,712 reviews)
Spacious, clean, great view
Reviewed on 8 Jan 2026
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$1,858
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.
