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Our top choices for Pleasantville hotels

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel
4.0 star property
Manhattan
7.4 out of 10, Good, (6,787 reviews)
"Great stay and convenient "
Canada
Silvio
$186 nightly
The price is $217
Feb 22 - Feb 23
Total with taxes and fees
Sheraton New York Times Square Hotel

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (991 reviews)
"great stay"
United States
Janet
$135 nightly
The price is $154
Feb 19 - Feb 20
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1,541 reviews)
"Room was very clean and comfortable. "
United States
Michele
$122 nightly
The price is $140
Feb 22 - Feb 23
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford

Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains
4.5 star property
White Plains
Luxury Apartments by Hyatus White Plains

Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
White Plains
8.8 out of 10, Excellent, (1,282 reviews)
"Great stay overall, amenities and staff. "
United States
Sarah
$186 nightly
The price is $213
Mar 8 - Mar 9
Total with taxes and fees
Sonesta White Plains Downtown

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
White Plains
9.2 out of 10, Wonderful, (537 reviews)
"The staff and executive suite we’re perfect "
United States
queen
$349 nightly
The price is $399
Feb 19 - Feb 20
Total with taxes and fees
The Opus Westchester, Autograph Collection

Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.4 out of 10, Exceptional, (1,001 reviews)
"Clean room, excellent guest services!"
United States
Patti
$186 nightly
The price is $213
Mar 5 - Mar 6
Total with taxes and fees
Cambria Hotel & Suites - White Plains Downtown

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,008 reviews)
"It was a perfect short stay there"
United States
Carl
$148 nightly
The price is $169
Feb 22 - Feb 23
Total with taxes and fees
Tarrytown House Estate

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,000 reviews)
"I loved the hotel and its decor and ambience. I would definitely recommend the hotel and I will be staying there again !!!"
United States
Carmen
$147 nightly
The price is $168
Feb 12 - Feb 13
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel

Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (476 reviews)
"Friendly staff and the check in and out process was quick. My husband and I stay here several times a year. We are never disappointed. "
United States
Donna
$186 nightly
The price is $213
Feb 13 - Feb 14
Total with taxes and fees
Westchester Marriott

Hilton Garden Inn New York Times Square South

Hilton Garden Inn New York Times Square South
3.0 star property
Manhattan
9.0 out of 10, Wonderful, (4,886 reviews)
"Great staff and location."
Canada
Hugo
$98 nightly
The price is $116
Feb 22 - Feb 23
Total with taxes and fees
Hilton Garden Inn New York Times Square South

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1,001 reviews)
"great comfortable stay !"
United States
Niesha
$127 nightly
The price is $145
Feb 22 - Feb 23
Total with taxes and fees
Sheraton Tarrytown Hotel

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,000 reviews)
"Rooms very clean and staffs we're courteous. "
United States
Sonya
$143 nightly
The price is $164
Feb 22 - Feb 23
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.6 out of 10, Excellent, (1,006 reviews)
"This is an amazing hotel with friendly staff."
United States
Cesar A.
$166 nightly
The price is $190
Feb 28 - Mar 1
Total with taxes and fees
HYATT house White Plains

Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square
4.0 star property
Manhattan
7.8 out of 10, Good, (6,542 reviews)
"Great Place to Stay"
United States
Tommy
$155 nightly
The price is $181
Feb 22 - Feb 23
Total with taxes and fees
Millennium Hotel Broadway Times Square

Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
3.0 star property
Dobbs Ferry
8.4 out of 10, Very Good, (1,000 reviews)
"Nice, quiet stay. Large, comfortable rooms. "
United States
Kerstin
$103 nightly
The price is $117
Feb 22 - Feb 23
Total with taxes and fees
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,000 reviews)
"Great hotel. The town is nice. "
United States
Eric
$139 nightly
The price is $159
Mar 8 - Mar 9
Total with taxes and fees
Hotel MTK Mount Kisco

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1,001 reviews)
"The rooms are renovated and modern, very comfortable beds. "
United States
Ravel
$95 nightly
The price is $109
Feb 16 - Feb 17
Total with taxes and fees
Ardsley Acres Hotel Westchester

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.4 out of 10, Very Good, (1,002 reviews)
"Clean and quiet - breakfast had a variety of great options!"
United States
Joann
$134 nightly
The price is $153
Feb 22 - Feb 23
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County

Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
White Plains
8.6 out of 10, Excellent, (674 reviews)
"Perfect location"
United States
Nickolette
$183 nightly
The price is $209
Feb 28 - Mar 1
Total with taxes and fees
Residence Inn by Marriott White Plains Westchester County
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.

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Stay near popular Pleasantville attractions

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 Center. Grab a coffee at The Black Cow before exploring nearby Rockefeller State Park Preserve's scenic trails and stone bridges.

East coast autumn orange yellow red fall leaves lake reflections

Top Pleasantville Hotel Reviews

More cheap stays in Pleasantville

Hotels in Pleasantville with star-rating

Find out more about Pleasantville

Top reasons to visit Pleasantville

  • Charming Downtown: Explore Pleasantville Center with its local shops and vibrant atmosphere, perfect for leisurely strolls.
  • Outdoor Activities: Enjoy expansive parks and nearby reserves ideal for hiking and relaxation amidst nature.
  • Family-Friendly Attractions: Discover various activities suitable for families, making it a great vacation spot.
  • Cultural Experiences: Engage in live performances and a vibrant music scene that enriches the local culture.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to modern hotels catering to all travelers' needs.

Find great hotels near Pleasantville

Discover the charm of Pleasantville, New York, where a variety of accommodations await you. Whether you're seeking a cozy bed & breakfast or a modern hotel equipped for business travelers, Pleasantville offers options that cater to every need. Enjoy pet-friendly amenities and a welcoming atmosphere for LGBTQIA travelers. With top-rated hotels and glowing reviews, you're sure to find the perfect place to relax and explore this quaint town.

  • Ramada by Wyndham Rochelle Park Near Paramus: Experience comfort and convenience at the Ramada by Wyndham Rochelle Park Near Paramus, located 21 miles from Pleasantville. This hotel features a range of dining options, including a daily restaurant and bar, along with complimentary breakfast to kickstart your day. For the active traveler, fitness facilities are available on-site, ensuring you can maintain your routine. Guests can unwind with entertainment options such as cable TV and premium channels. The hotel’s proximity to a metro station and nearby shopping district makes it a perfect base for exploring the area.
  • HI New York City - Hostel: Embrace a vibrant and inclusive atmosphere at HI New York City - Hostel, situated 25 miles from Pleasantville. This hostel is ideal for travelers seeking a welcoming environment, particularly those who identify as LGBTQIA. With a focus on community and connection, the property is affiliated with LGBTQI travel guides, ensuring a comfortable stay. It's a fantastic option for budget-conscious adventurers looking to meet like-minded individuals while exploring the rich culture of New York City.
  • Amsterdam Hotel: Designed with the business traveler in mind, Amsterdam Hotel is located just 15 miles from Pleasantville. This hotel offers a range of professional amenities, including multiple meeting rooms and a fully equipped business center, making it easy to conduct business on the go. Its location in a business district provides easy access to corporate offices and meetings, while the comfortable accommodations ensure a restful stay after a busy day. Ideal for those balancing work and leisure, the Amsterdam Hotel caters to the needs of today’s professionals.

Where to stay near Pleasantville

Discover the charm of Pleasantville, NY, a picturesque village perfect for outdoor and family-friendly vacations. Explore the vibrant downtown with its local businesses, or venture into the stunning Hudson Valley for breathtaking views. Nearby cities offer a rich atmosphere of history and romance, making it an ideal destination for everyone. Whether you're seeking adventure or relaxation, Pleasantville and its surroundings provide delightful experiences for all travelers.

  • Thornwood: Located a mere 2 miles from Pleasantville, Thornwood is a vibrant community that offers a delightful mix of outdoor and family-friendly activities. Visitors often flock to Thornwood in April, June, and September to enjoy its shopping areas and educational venues. The town's charm lies in its historic places and the inviting town square, making it a great spot for a leisurely stroll or a family outing. Ski enthusiasts will also find nearby ski facilities, adding an adventurous twist to their visit.
  • Hawthorne: Just 2 miles away from Pleasantville, Hawthorne boasts a rich cultural scene that attracts families and city explorers alike. Popular during the summer months of July and August, as well as around the holiday season, this city is home to various educational institutions, a thriving arts center, and a theater that hosts a range of performances. Local landmarks such as the stadium and sports facilities offer plenty of entertainment options, ensuring that there's something for everyone to enjoy.
  • Chappaqua: Also located 2 miles from Pleasantville, Chappaqua is known for its beautiful outdoor spaces and family-friendly atmosphere. Visitors are drawn here in the spring and fall months, particularly in April and September to October. The city features attractions such as ski fields and theaters, perfect for those looking to engage in recreational activities. With its picturesque lake and historic sites, Chappaqua provides a serene backdrop for a day of exploration or relaxation.

Things to do near Pleasantville

Pleasantville offers a delightful blend of outdoor activities perfect for families and city-themed vacations. You can enjoy local education opportunities, explore charming shopping areas, and catch a live performance at the theater. The vibrant live music scene adds to the town's appeal, making it an excellent destination for those seeking entertainment and cultural experiences.

Shopping

In Pleasantville, enjoy shopping at local spots like Rockland Bakery for unique treats. If you're up for a drive, visit The Westchester Mall, only 7 miles away, offering a vibrant mix of entertainment and shopping. Also, check out Westchester's Ridge Hill, located 12 miles away for more family-friendly options.

Recreation

Tarrytown Music Hall offers an exciting music experience just 5 miles away, perfect for enjoying live performances. Hardscrabble Wilderness Area, located only 1 mile from Pleasantville, provides a tranquil setting for relaxation and wellness. For sports enthusiasts, Armonk Indoor Sports Center is a dynamic facility just 4 miles away.

Adventure

At Grand Prix New York, 7 miles from Pleasantville, experience the thrill of karting on a challenging track. For an exhilarating outdoor adventure, head to Palisades Climb Adventure, 9 miles away, where ziplining and ropes courses await. Explore the scenic Orange Trailhead, located 6 miles from Pleasantville, for a refreshing hike.

Nightlife

In Pleasantville, the Westchester Broadway Theatre offers a charming evening of culture and romance just 4 miles away, while Sportime USA, located 5 miles away, promises a thrilling arcade adventure. For a unique experience, the Hayden Planetarium, 26 miles away, presents captivating entertainment under the stars.

*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 during the off-peak months of January to March for lower hotel rates. Book your accommodations about a month in advance or check for last-minute deals on Expedia. Sundays are the cheapest days to stay, while Saturdays are the priciest. Utilize Expedia’s search tools to compare rates and refine your options, including eco-friendly hotels. Don't forget to join Expedia's One Key membership for exclusive discounts and package deals that combine flights and activities to maximize your savings.

  • 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: Expedia’s search tool enables you to specify your budget, preferred destination, and additional criteria. You can organize your search results to display prices from lowest to highest, allowing you to easily find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your Pleasantville hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Pleasantville

Pleasantville, New York, offers a delightful mix of outdoor activities, family-friendly attractions, and cultural experiences. Visitors can explore the charming Pleasantville Center, enjoy the expansive urban parks, and engage with the vibrant college atmosphere at local universities. For nature lovers, the nearby reserves and preserves provide beautiful settings for hiking and relaxation. It's an ideal destination for those looking to unwind while enjoying a blend of nature and community.

  • Westchester County Center: Located 7 miles from Pleasantville, this vibrant arts center hosts a variety of cultural events, including concerts and exhibitions, making it a hub for creativity and community engagement.
  • Rockefeller State Park Preserve: Just 2 miles away, this stunning preserve offers beautiful trails ideal for family outings and leisurely strolls. Enjoy scenic views and the tranquility of nature, perfect for relaxation and exploration.
  • Kykuit: A mere 4 miles from Pleasantville, this historic estate showcases stunning gardens and impressive architecture. Tour the opulent home of the Rockefeller family and immerse yourself in the rich cultural history of the area.

Best time to go to Pleasantville

The best time to visit Pleasantville is dependent 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, you have several major airports to choose from. John F. Kennedy International Airport (JFK) is located 34 miles away, with nearby luxury hotels like Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty International Airport (EWR) is 37 miles away, offering upscale options such as The Dominick and The Wall Street Hotel, each situated 9 miles from EWR. LaGuardia Airport (LGA), 25 miles from Pleasantville, features high-end accommodations like Virgin Hotels New York City and The Mark, both just 6 miles away. Each airport provides convenient access to Pleasantville through various transportation services.

Frequently asked questions

What is the best area to stay in Pleasantville?
The best area to stay in Pleasantville is the downtown village area, especially around Manville Road and Washington Avenue.

This area is the heart of Pleasantville, characterized by its walkable streets, a variety of local shops, and eateries. The Jacob Burns Film Center, a top cultural landmark, is also located here, offering a unique entertainment option. The general layout is compact, making it easy to explore on foot.

For couples, the downtown village provides a convenient and enjoyable experience. You can easily stroll to dinner, catch a film, or browse the local boutiques without needing a car. The availability of diverse dining options, from casual cafes to more upscale restaurants, makes it a pleasant choice for an evening out.

Solo travelers will also find the downtown village appealing. Its central location and pedestrian-friendly design make it simple to navigate and access amenities.
When is the best time to go to Pleasantville?
The best time to visit Pleasantville is during the late spring to early fall, specifically from May through October, to take full advantage of the pleasant weather and outdoor activities.

During these months, the weather is generally warm and inviting, making it ideal for exploring the village's walking paths or enjoying outdoor dining. The Pleasantville Farmers Market, a popular weekend event, is also in full swing during this period, offering local produce and crafts. Couples and families will find this a great time to visit, as outdoor concerts and community events are frequently scheduled.

For those interested in fall foliage, late September and October offer beautiful scenery as the leaves change color, particularly around the Rockefeller State Park Preserve.
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 can I save on a Pleasantville hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Pleasantville hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $90 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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