
Pleasantville Vacation Packages
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Your Pleasantville Vacation
When you book a vacation package to Pleasantville, you can relax and enjoy your getaway knowing that all your travel plans are under control. Discover the many charms of this city while staying in a neighborhood like Montrose, which is great for walking. A trip to Pleasantville is a terrific opportunity to go sightseeing. Be sure to look around renowned attractions like Tarrytown Music Hall, Van Cortlandt Manor and Sing Sing Correctional Facility. Whoever you're traveling with and whatever your budget, your dream Pleasantville vacation is only clicks away with Expedia.
Top Pleasantville Vacation Deals
Price found within the past 48 hours. Click for updated prices.


1 Hotel Brooklyn Bridge
Price was CA $4,180, price is now CA $2,473 per person
CA $2,473
per person
Jul 30 - Aug 2
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026

The Towers at Lotte New York Palace
Manhattan
Price was CA $2,936, price is now CA $1,849 per person
CA $1,849
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (680 reviews)
A clean professional hotel. The down side is that it is very expensive and whilst the staff are very professional, they could not be described as warm and friendly. But maybe that could be said for New York service generally.
Thank you ~ Jon
Reviewed on Jun 20, 2026

The Prince Kitano New York
Manhattan
Price was CA $1,730, price is now CA $1,130 per person