A calm lake surrounded by autumn-colored trees reflecting in the water.

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Our top choices for Pleasantville hotels

1. ROW NYC

ROW NYC
Manhattan
United States
tiffany
CA $220
CA $321 total
includes taxes & fees
Sep 7 - Sep 8
ROW NYC

2. Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel
Manhattan
United States
James
CA $252
CA $349 total
includes taxes & fees
Sep 27 - Sep 28
Sheraton New York Times Square Hotel

3. Hotel St. James

Hotel St. James
Manhattan
United States
Kirk
CA $205
CA $240 total
includes taxes & fees
Sep 7 - Sep 8
Hotel St. James

4. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne
United States
Wanda
CA $202
CA $231 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

5. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
Elmsford
United States
Ebony
CA $175
CA $200 total
includes taxes & fees
Sep 13 - Sep 14
Baymont by Wyndham White Plains - Elmsford

6. Pod Times Square

Pod Times Square
Manhattan
United States
Phyllis
CA $161
CA $231 total
includes taxes & fees
Sep 7 - Sep 8
Pod Times Square

7. Hyatt Grand Central New York

Hyatt Grand Central New York
Manhattan
Canada
James
CA $372
CA $495 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Grand Central New York

8. NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS
Manhattan
United States
Kera
CA $189
CA $286 total
includes taxes & fees
Sep 7 - Sep 8
NEW YORKER BY LOTTE HOTELS

9. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
United States
Ariana
CA $247
CA $317 total
includes taxes & fees
Sep 8 - Sep 9
Tarrytown House Estate

10. Sonesta White Plains Downtown

Sonesta White Plains Downtown
White Plains
United States
Corinthia
CA $241
CA $321 total
includes taxes & fees
Sep 27 - Sep 28
Sonesta White Plains Downtown

11. Hotel Edison Times Square

Hotel Edison Times Square
Manhattan
United States
Hitesh
CA $227
CA $332 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Edison Times Square

12. Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains
White Plains
United States
Kesha
Luxury Apartments by Hyatus White Plains

13. Tempo by Hilton New York Times Square

Tempo by Hilton New York Times Square
Manhattan
United States
Kelli
CA $358
CA $480 total
includes taxes & fees
Sep 7 - Sep 8
Tempo by Hilton New York Times Square

14. Arlo Midtown

Arlo Midtown
Manhattan
United States
Nivesh
CA $243
CA $343 total
includes taxes & fees
Sep 7 - Sep 8
Arlo Midtown

15. Doubletree by Hilton New York Times Square South

Doubletree by Hilton New York Times Square South
Manhattan
United States
Marissa Aarti
CA $206
CA $241 total
includes taxes & fees
Sep 7 - Sep 8
Doubletree by Hilton New York Times Square South

16. New York Marriott Marquis

New York Marriott Marquis
Manhattan
Mexico
Angel Arturo Banuelos
CA $518
CA $670 total
includes taxes & fees
Sep 27 - Sep 28
New York Marriott Marquis

17. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
United States
Adam
CA $176
CA $238 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Nyack, a JdV by Hyatt Hotel

18. Westchester Marriott

Westchester Marriott
Tarrytown
United States
Donna
CA $258
CA $295 total
includes taxes & fees
Sep 6 - Sep 7
Westchester Marriott

19. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
White Plains
United States
Matthew
CA $265
CA $303 total
includes taxes & fees
Sep 27 - Sep 28
Cambria Hotel & Suites - White Plains Downtown

20. Hampton Inn New York Times Square

Hampton Inn New York Times Square
Manhattan
United States
Marlon
CA $192
CA $226 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn New York Times Square
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Stay near popular Pleasantville attractions

Jacob Burns Film Center Media Arts Lab

Take the family on an outing to Jacob Burns Film Center Media Arts Lab during your trip to Pleasantville. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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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.
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Learn more about Pleasantville

This charming Westchester village offers a peaceful escape with its walkable downtown filled with independent shops and the Jacob Burns Film Centre. Grab a coffee at The Black Cow before exploring nearby Rockefeller State Park Preserve's scenic trails and stone bridges.

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A calm lake surrounded by autumn-colored trees reflecting in the water.

Top Pleasantville Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

8/10 Good
"Great stay"
Kenjay 2-night trip
Posted 12 hours ago
Hampton Inn White Plains/Tarrytown
Hyatt Place Fort Lee / George Washington Bridge

Hyatt Place Fort Lee / George Washington Bridge

10/10 Excellent
"Very clean, modern and very efficient staff. Will still stay again!"
Paula 1-night trip
Posted 19 hours ago
Hyatt Place Fort Lee / George Washington Bridge
Royal Regency Hotel

Royal Regency Hotel

8/10 Good
"Stayed here back in 1998, wedding night. Fast forward to 2026, and I have stayed twice in 2 months. Breakfast is sweet and the rooms are pleasant. The restaurant is great also. Great bang for your buck!!!"
Christopher 2-night trip
Posted 20 hours ago
Royal Regency Hotel
Hampton Inn & Suites Teaneck Glenpointe

Hampton Inn & Suites Teaneck Glenpointe

8/10 Good
"Everything was good"
Adolfo 3-night trip
Posted 21 hours ago
Hampton Inn & Suites Teaneck Glenpointe
Executive Inn - Fort Lee

Executive Inn - Fort Lee

10/10 Excellent
"Clean great service and staff"
Candice 1-night trip
Posted 1 day ago
Executive Inn - Fort Lee
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

8/10 Good
"It’s clean and has everything you need"
Rachel 1-night trip
Posted 4 days ago
EVEN Hotel Norwalk by IHG

More cheap stays in Pleasantville

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
CA $109
CA $126 total
Sep 8 - Sep 9
includes taxes & fees
Red Carpet Inn
Hilltop Inn & Suites

Hilltop Inn & Suites

125 Tuckahoe Rd Yonkers NY
CA $113
CA $134 total
Sep 20 - Sep 21
includes taxes & fees
7.6/10 Good! (1,064 reviews)
Hilltop Inn & Suites
Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
CA $123
CA $142 total
Sep 28 - Sep 29
includes taxes & fees
Amsterdam Hotel
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
CA $138
CA $170 total
Sep 8 - Sep 9
includes taxes & fees
Overlook Lodge at Bear Mountain
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

559 Tuckahoe Rd Yonkers NY
CA $169
CA $199 total
Sep 13 - Sep 14
includes taxes & fees
Hampton Inn & Suites Yonkers - Westchester
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY
CA $175
CA $200 total
Sep 13 - Sep 14
includes taxes & fees
8.4/10 Very good! (1,838 reviews)
Baymont by Wyndham White Plains - Elmsford

Hotels in Pleasantville with star rating

Find out more about Pleasantville

Top reasons to visit Pleasantville

  • Outdoor Adventures: Pleasantville boasts numerous parks and nature preserves, perfect for family-friendly activities and relaxation.
  • Cultural Experiences: Explore educational attractions and vibrant local theatres that showcase the town's rich culture.
  • Charming Accommodations: Enjoy a variety of lodging options, from quaint bed and breakfasts to modern hotels catering to all preferences.
  • Picturesque Surroundings: Discover stunning views and romantic spots in the scenic neighbourhoods surrounding Pleasantville.
  • Friendly Locals: Experience warm hospitality from the community, enhancing your vacation experience in this charming town.

Find great hotels near Pleasantville

In Pleasantville, New York, you'll discover a delightful array of lodging options, from charming bed and breakfasts to modern hotels. Whether you seek a pet-friendly stay, a business-focused environment, or an LGBTQIA-welcoming atmosphere, Pleasantville's accommodations cater to diverse preferences. With some of the best and top hotels in the area, you’re sure to find the perfect place to unwind and explore this picturesque community.

  • Ramada by Wyndham Rochelle Park Near Paramus: This hotel embodies a blend of comfort and convenience, situated 33.8km from Pleasantville. Guests can indulge in a variety of dining options, including a daily breakfast buffet and on-site restaurant. Fitness enthusiasts will appreciate the fitness facilities available, while entertainment seekers can enjoy premium TV channels and cable TV in their rooms. The nearby metro station and shopping district add to the property's appeal, making it an ideal choice for those looking to explore the surrounding area.
  • HI New York City - Hostel: Located 40.2km from Pleasantville, this hostel is perfect for travellers seeking an inclusive and welcoming environment, particularly for the LGBTQIA community. HI New York City - Hostel offers a unique backpacker experience, connecting guests with fellow travellers and providing a social atmosphere. Its affiliation with LGBTQI travel guides ensures that every guest feels comfortable and respected during their stay. This location is an excellent choice for those looking to explore New York City on a budget while making meaningful connections.
  • Amsterdam Hotel: Situated 24.1km from Pleasantville, Amsterdam Hotel is tailored for business travellers seeking a productive stay. The property provides multiple meeting rooms and a well-equipped business centre, ensuring that guests have everything they need to conduct their affairs efficiently. Located in a business district, it offers easy access to corporate hubs and is ideal for those combining work with leisure. The hotel’s professional atmosphere and dedicated services make it a top choice for those travelling for business purposes.

Where to stay near Pleasantville

Pleasantville, New York, offers a delightful blend of outdoor adventures and charming family-friendly experiences. Explore the picturesque surroundings, where you can find quiet areas perfect for relaxation and stunning views. Venture into nearby neighborhoods to discover romantic spots and historical sites, all while enjoying the warm hospitality of friendly locals. Whether you're seeking a peaceful getaway or a vibrant city atmosphere, Pleasantville is an ideal destination for your vacation.

  • Thornwood: Nestled a mere 3.2km from Pleasantville, Thornwood offers a delightful blend of urban convenience and outdoor charm. This city attracts visitors year-round, with peak seasons in April, June, and September. Perfect for families and outdoor enthusiasts, Thornwood features ample shopping areas, educational institutions, and even ski opportunities. Notable local landmarks include a historic square and various tourist precincts, making it an excellent spot for exploring history while enjoying contemporary amenities.
  • Hawthorne: Also situated 3.2km from Pleasantville, Hawthorne is a vibrant city brimming with cultural experiences. While visitor numbers peak in the summer months of July and August, the city remains an inviting destination throughout the year. Known for its rich arts scene, families will appreciate the local theatres and arts centres. With proximity to modern universities and sports facilities, Hawthorne is perfect for those wishing to immerse themselves in both culture and education while enjoying the thrill of live events.
  • Chappaqua: Just 3.2km away from Pleasantville, Chappaqua is a picturesque city that captivates visitors with its outdoor activities and family-friendly atmosphere. The best times to visit are during April and from September to October, when the beauty of the area is on full display. Chappaqua boasts ski fields and theatres, alongside stunning natural attractions such as lakes and historical sites. Whether you are looking to hit the slopes or explore the local heritage, Chappaqua promises a memorable experience for all ages.

Things to do near Pleasantville

Pleasantville, New York, is perfect for outdoor family getaways and city-themed vacations. Visitors can explore educational attractions, vibrant shopping areas, and local theatres. For those planning special events, weddings in nearby Tarrytown are a noteworthy option. With its charming atmosphere and engaging activities, Pleasantville offers a delightful experience for all types of travellers.

Shopping

In Pleasantville, you can shop at The Westchester Mall, located 11.3km away, offering a vibrant mix of entertainment and retail. If you're up for a drive, check out Rockland Bakery, located 17.7km away, for delicious baked goods and gifts. Westchester's Ridge Hill is 19.3km away, featuring diverse shops and eateries.

Recreation

Tarrytown Music Hall offers a vibrant atmosphere, showcasing live performances that uplift the spirit. For a more tranquil experience, visit Hardscrabble Wilderness Area, where you can immerse yourself in nature and find peace. Alternatively, Armonk Indoor Sports Center provides a dynamic space for various sports activities.

Adventure

Experience thrilling karting at Grand Prix New York / Spins Bowl, located 11.3km from Pleasantville. For a unique outdoor challenge, try the zipline and ropes course at Palisades Climb Adventure, situated 14.5km away. Enjoy nature while hiking the scenic Orange Trailhead, only 9.7km from Pleasantville.

Nightlife

In Pleasantville, the Westchester Broadway Theatre offers a charming mix of culture and romance, perfect for a night out. For adventure seekers, Sportime USA provides an exciting arcade experience. If you're up for a longer trip, the Hayden Planetarium offers stellar entertainment for an unforgettable evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pleasantville

To save money on your trip to Pleasantville, consider visiting between January and March when hotel prices are lower. Book your accommodation about a month in advance for the best deals, and check Expedia for last-minute offers. Sundays are the cheapest days to stay, while Saturdays are the priciest. Use Expedia's search tool to filter by budget and preference, and consider bundling your hotel, flights, and activities for additional savings. Exploring the town on foot can also help you save on transportation costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pleasantville are January to March, where the prices are slightly lower. This is in comparison to September to October and December, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Pleasantville about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pleasantville is Sunday. The most expensive day to stay in Pleasantville is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Pleasantville hotel reservation with your flights and activities through an Expedia package.

Best time to go to Pleasantville

The best time to visit Pleasantville is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnySlightly LowSlightly Low
February31.6°F (-0.2°C)Light RainMostly SunnyAverageSlightly Low
March38.8°F (3.8°C)Light RainMostly SunnyAverageSlightly Low
April49.8°F (9.9°C)Light RainMostly SunnySlightly HighAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnySlightly HighAverage
July75.6°F (24.2°C)Light RainMostly SunnySlightly HighAverage
August73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
September66.9°F (19.4°C)Light RainMostly SunnyAverageSlightly High
October56.1°F (13.4°C)Light RainMostly SunnyAverageSlightly High
November44.2°F (6.8°C)Light RainMostly SunnySlightly LowAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Pleasantville

When planning your visit to Pleasantville, New York, you can choose from several major airports. John F. Kennedy International Airport (JFK) is 54.7km away and offers nearby accommodations such as the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR), located 59.5km from Pleasantville, features luxurious options like The Dominick and The Wall Street Hotel, both 14.5km away. LaGuardia Airport (LGA) is the closest at 40.2km and boasts hotels like Virgin Hotels New York City and The Mark, both situated 5 to 9.7km from the airport. Each airport provides accessible transport options to these hotels.

Frequently asked questions

What is the best area to stay in Pleasantville?
The best area to stay in Pleasantville is the village centre, particularly around Manville Road and Great Oak Lane.This area is the heart of Pleasantville, offering a convenient and pleasant experience for visitors. It's very walkable and features a mix of local shops, eateries, and public spaces, centred around the historic Jacob Burns Film Center. The Metro-North train station is also located here, providing easy access to New York City.Couples looking for a relaxing getaway will find the village centre ideal. You can enjoy a film at the independent cinema, browse the local boutiques, and dine at various restaurants, all within a short stroll. The Saturday farmers' market, held near the train station, is also a popular spot for fresh local produce and artisan goods.For those travelling with families, the village centre's central green spaces and proximity to the library make it a good choice. There are usually community events happening, and the general layout is easy to navigate with children.
When is the best time to go to Pleasantville?
Pleasantville, New York, offers something appealing in every season, but for the best experience, you should plan your visit for late spring (May to early June) or autumn (September to October).Late spring in Pleasantville brings pleasant weather, with temperatures typically ranging from 15°C to 25°C. The local parks and gardens are in full bloom, making it a lovely time for outdoor activities like exploring the walking trails at Rockefeller State Park Preserve or enjoying a picnic by the Stone Barns Center for Food & Agriculture. The farmers market, a popular Saturday morning event on Memorial Plaza, will be in full swing, offering fresh local produce and artisanal goods. This period is ideal for couples who enjoy scenic walks and farm-to-table dining experiences.Autumn, from September to October, is another excellent time to visit, especially for those who appreciate beautiful foliage. The surrounding hillsides are awash with vibrant colours, creating picturesque views. Temperatures are comfortably cool, usually between 10°C and 20°C, great for hiking or a leisurely stroll through the village. The Pleasantville Music Festival, a local highlight, often takes place in July, but the autumn brings other community events and harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pleasantville.
How much is the nightly rate at a Pleasantville hotel?
Prices for hotels in Pleasantville often vary, but you can find a great deal from CA $126 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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