Find hotels in Pleasantville, NY from $106

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pleasantville hotels

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1006)
"Room was very clean, service always with a smile. Great staff. "
United States
NADINE
$106 nightly
The price is $122
Jan 11 - Jan 12, 2026
Total with taxes and fees
Holiday Inn Express Ramsey-Mahwah by IHG

Best Western The Inn At Ramsey

Best Western The Inn At Ramsey
3.0 star property
Ramsey
7.2 out of 10, Good, (1002)
"Room clean, staff helpful & courteous."
United States
Carol
$102 nightly
The price is $117
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western The Inn At Ramsey

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (873)
"Great hotel"
United States
Christopher
$143 nightly
The price is $164
Jan 1 - Jan 2, 2026
Total with taxes and fees
Marriott Park Ridge

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1326)
"Room was clean, staff was friendly and the hotel was conveniently located to my destination."
United States
melissa
$124 nightly
The price is $142
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn White Plains/Tarrytown

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1429)
"Amazing hotel, felt safe for my family and I. Will recommend. "
United States
Brittney
$114 nightly
The price is $131
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn & Suites Mahwah

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (407)
"Clean room ,and very friendly staff."
United States
Aira
$116 nightly
The price is $133
Jan 12 - Jan 13, 2026
Total with taxes and fees
Garner Hotel Mahwah by IHG

Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah
3.0 star property
Mahwah
8.2 out of 10, Very Good, (1001)
"Awesome rooms, super clean and the front desk staff was the best!! Coming back to the area in a few weeks and I would stay there again."
United States
Alfonso
$116 nightly
The price is $133
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott Mahwah

Fairfield Inn & Suites Mahwah

Fairfield Inn & Suites Mahwah
2.5 star property
Mahwah
8.2 out of 10, Very Good, (1000)
"Located right off the highway. Walking distance to food. Needs some upgrades, especially the satellite service for the TV. "
United States
WILLIAM
$101 nightly
The price is $116
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield Inn & Suites Mahwah

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
4.0 star property
Historic District
8.8 out of 10, Excellent, (1412)
"Enjoyed our stay, room had everything we needed for 2 nights. "
United States
Jennifer
$109 nightly
The price is $126
Dec 29 - Dec 30
Total with taxes and fees
Norwalk Inn & Conference Center

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.4 out of 10, Good, (1003)
"Easy parking, fast check-in "
United States
charkarmaly
$74 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Super 8 by Wyndham Mahwah

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (957)
"great stay"
United States
Janet
$142 nightly
The price is $162
Jan 9 - Jan 10, 2026
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.6 out of 10, (1044)
"The location is great and convenient! The staff is very kind and attentive!"
United States
Cruz
$92 nightly
The price is $106
Jan 18 - Jan 19, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Stamford / New York City

Homewood Suites by Hilton Mahwah

Homewood Suites by Hilton Mahwah
3.0 star property
Mahwah
8.6 out of 10, Excellent, (1003)
"Wonderful staff delicious breakfast"
United States
ALYISE
$114 nightly
The price is $131
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homewood Suites by Hilton Mahwah

DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah
4.0 star property
Mahwah
7.8 out of 10, Good, (939)
"Great rate, restful sleep, and courteous staff. "
United States
Martin
$114 nightly
The price is $131
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree by Hilton Mahwah

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1006)
"Room clean, staff kind, accommodations nice, location fine."
United States
Daniel
$130 nightly
The price is $149
Jan 1 - Jan 2, 2026
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, (1000)
"Room was clean and great size."
Canada
Robert
$152 nightly
The price is $174
Jan 4 - Jan 5, 2026
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1002)
"Nice clean place.. friendly staff .. fireplace in lobby perfect for chillin "
United States
Adam
$161 nightly
The price is $184
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County

Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (454)
"Comfy bed and nice breakfast!"
United States
Ignacio
$178 nightly
The price is $204
Jan 18 - Jan 19, 2026
Total with taxes and fees
Westchester Marriott

Hyatt Regency Greenwich

Hyatt Regency Greenwich
4.0 star property
Old Greenwich
8.4 out of 10, Very Good, (1006)
"Excellent stay as always "
United States
Eleni
$178 nightly
The price is $205
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hyatt Regency Greenwich

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1003)
"great comfortable stay !"
United States
Niesha
$135 nightly
The price is $155
Jan 25 - Jan 26, 2026
Total with taxes and fees
Sheraton Tarrytown Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in

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

When is the best time to go to Pleasantville?
The most popular time to visit Pleasantville is in late spring, particularly May, when the weather is pleasantly warm and the natural beauty of the area is in full bloom. Average temperatures hover around the mid-70s Fahrenheit, making it a delightful season for outdoor activities like hiking and exploring scenic parks.

During the peak tourist season, which spans from June to August, Pleasantville attracts a vibrant mix of visitors eager to enjoy its lush landscapes and local festivities. This bustling atmosphere is great for those who thrive on energetic surroundings and want to engage in community events, farmers' markets, and outdoor concerts. With longer daylight hours, you'll have ample time to explore everything this charming town has to offer.

For travelers who appreciate a more laid-back experience, consider visiting in September. While the crowds have thinned, the weather remains mild, and you can enjoy the tranquil ambiance as you wander through the town's picturesque streets or savor a meal at a cozy café. This time of year also often brings lower accommodation rates, allowing you to experience the high quality of service and convenience you value at a better value.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pleasantville hotel for you.
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 $106 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.

Explore a world of travel with Expedia