Book Exclusive Pleasantville Vacation Packages

Choose one or more items to build your trip:

Pleasantville flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jan. 30 - Feb. 2
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Madison Square Garden and Empire State Building are located nearby.
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Dec. 28 - Dec. 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the bar in our reviews. Popular attractions Empire State Building and Grand Central Terminal are located nearby.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Feb. 12 - Feb. 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.
Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Feb. 12 - Feb. 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Stay at this 3-star business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions 5th Avenue and Grand Central Terminal are located nearby.
The Frederick Hotel

The Frederick Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Feb. 12 - Feb. 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions One World Trade Center and Brooklyn Bridge are located nearby.

Top Pleasantville hotels deals

Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
The price is CA $212 per night
CA $212
CA $248 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 4-star hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $90 per night
CA $90
CA $100 total
includes taxes & fees
12 Dec - 13 Dec
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Tallman Mountain State Park and Buttermilk Falls Park are located nearby.
Pool
Parking included
Hotel MOCA NYC

Hotel MOCA NYC

2 out of 5
505 W 181st St, New York, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $153 per night
CA $153
CA $181 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and housekeeping. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $209 total
includes taxes & fees
15 Dec - 16 Dec
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Hyatt Place Fort Lee / George Washington Bridge

Hyatt Place Fort Lee / George Washington Bridge

3 out of 5
2167 Route 4 East, Fort Lee, NJ
Free cancellation
Reserve now, pay when you stay
The price is CA $214 per night
CA $214
CA $245 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star business-friendly hotel in Fort Lee. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
CA $151 total
includes taxes & fees
4 Dec - 5 Dec
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stamford Town Center and Fernando Luis Alvarez Gallery are located nearby.
Don't see what you're looking for?
See all available properties in Pleasantville
View all properties
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.

Popular places to visit

Jacob Burns Film Center Theater

You can enjoy a show at Jacob Burns Film Center Theater during your stay in Pleasantville. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Jacob Burns Film Center Theater

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

Pleasantville Vacations

A little bit of research and planning can mean the difference between a run-of-the-mill vacation and an extraordinary one! Wander wisely in Pleasantville by knowing the essential facts about it before you venture off.

You'll discover this White Plains neighborhood 7 miles (11 kilometers) to the north of the downtown area.

Visitors to White Plains will be sharing space with around 57,000 residents.

Places to visit in Pleasantville

The intimacy and mastery of live theater is hard to ignore. Get tickets for a performance at Jacob Burns Film Center Theater and feel the magic for yourself! Need some more options? You'll want to get into your most avant-garde outfit when heading to Jacob Burns Film Center Media Arts Lab. Holding an assortment of festivals, performances and exhibits throughout the year, it's a crucial part of the cultural landscape.

Where do you fly into for Pleasantville?

If you're heading to Pleasantville, the closest terminal is LaGuardia Airport (LGA). It's about 25 miles (40 kilometers) to the south from the central area. Pick an in-flight movie, settle in and you'll be landing in no time at all.

Frequently asked questions

How much are vacation packages to Pleasantville?
You might be surprised — you can find yourself in Pleasantville for as low as CA $503. Let Travelocity save you money and time with our awesome vacation packages. With hotels, flights and experiences all ready to go at our one-stop shop, why wait?
Where can I get the best vacation package deals for Pleasantville?
For the best package deal to Pleasantville, book with Travelocity. Choose from 400 air carriers and 1,000,000 properties around the globe to create your dream escape — it’s really that easy.
Why should I book my Pleasantville vacation bundle via Travelocity?
Incredible savings, countless breathtaking destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always get the best possible deal with Travelocity.
Will I save money on my Pleasantville car rental if I combine it with hotels and flights?
Absolutely — and booking one of our Pleasantville vacation packages is the easiest way to do this. Bundle any combination of a hotel, flight, car and experience and score great discounts. The more you book, the more you save. There are loads of big-name sights around Pleasantville that are worth a road trip, including Statue of Liberty (56 kilometers from Pleasantville). Nothing tops exploring thrilling places like this with the freedom of your own wheels.

Photos of local treasures

Browse Pleasantville vacation photos for more inspiration