Pleasantville Holidays

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Top Flight + Hotel Deals in Pleasantville

Price found within the past 48 hours. Click for updated prices.
Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,975, price is now €1,088 per person
€1,088
per person
30 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.6/10 Excellent! (1,083 reviews)
The Seville is my “Manhattan Home Away from Home”. This hotel is elegant, welcoming and perfect for families and pets. My kids love the opulent atmosphere. The staff is amazing. They are always kind and helpful. It’s my go-to place in the city, where comfort meets class. I can’t recommend it enough!

Reviewed on 20 Aug 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was €5,493, price is now €2,960 per person
€2,960
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,338, price is now €1,263 per person
€1,263
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
The staff were super welcoming and went above and beyond to make our stay amazing

Reviewed on 23 Aug 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,871, price is now €1,586 per person
€1,586
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
This property is located in the heart of the Manhatten Theatre district. We were able to walk to Times Square in minutes and there was a lot to see and do in the area. The price was good and the robotic parking next door was perfect for us. High marks all around.

Reviewed on 21 Aug 2025

EVEN Hotel New York - Midtown East by IHG

EVEN Hotel New York - Midtown East by IHG

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,892, price is now €1,103 per person
€1,103
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,473 reviews)
Great location, super clean and friendly staff.

Reviewed on 19 Aug 2025

Top hotels in Pleasantville

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is €124 per night from 1 Sept to 2 Sept
€124
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,124 reviews)
"Everything was fine. The only issue is the toilet is very low. A little difficult for someone with knee issues."

Reviewed on 20 Aug 2025

Hampton Inn White Plains/Tarrytown
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is €167 per night from 1 Sept to 2 Sept
€167
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (2,638 reviews)
"Very nice"

Reviewed on 19 Aug 2025

Radio Hotel
Ramada by Wyndham Rochelle Park Near Paramus

Ramada by Wyndham Rochelle Park Near Paramus

2 out of 5
375 W Passaic St, Rochelle Park, NJ
Fully refundableReserve now, pay when you stay
The price is €107 per night from 24 Aug to 25 Aug
€107
24 Aug - 25 Aug
includes taxes & fees
7.2/10 Good! (1,185 reviews)
"There's a superb restaurant right door"

Reviewed on 23 Aug 2025

Ramada by Wyndham Rochelle Park Near Paramus
See all 1,305 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.

What to do in Pleasantville

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

€579
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Pleasantville

Frequently asked questions

How much does a Pleasantville holiday package cost?
You'll find cheap prices from €1,088 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 holiday 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 holiday packages and you could score some great off-season deals.
How many days is enough for Pleasantville?
The ideal duration of your Pleasantville holiday 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 holiday package to Pleasantville?
It's easy to see why a Pleasantville holiday is on the to-do list of many travellers. 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and hotels individually. Better still, you can personalise 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 holiday 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 customised Pleasantville holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.