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.
Modern Comfort in the Heart of NYC
Luxury 3BR Family Home Game Room Parking
The Towers at Lotte New York Palace
1 Hotel Central Park
WestHouse New York

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Pleasantville Hotel Deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Apr 26 to Apr 27
CA $181
CA $207 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (1,647 reviews)
Lady at front desk is rude.

Reviewed on Apr 11, 2026

Baymont by Wyndham White Plains - Elmsford
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Apr 12 to Apr 13
CA $151
CA $216 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (2,561 reviews)
The property was very clean and

Reviewed on Apr 8, 2026

Radio Hotel
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Apr 12 to Apr 13
CA $192
CA $226 total
Apr 12 - Apr 13
includes taxes & fees
8.2/10 Very Good! (470 reviews)
Room and hallway smelled musty and like weed. No pillow cases on one of the beds. Very limited to almost no amenities.. the parking lot has a total of like 8 spots. Would not recommend

Reviewed on Apr 11, 2026

LIV Hotel Bronx - Newly Built
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

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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.