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

Pleasantville Hotels

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Oct 14 - Oct 15
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Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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Our top choices for Pleasantville hotels

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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne
United States
Tammy
P10,481
P11,987 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
Elmsford
United States
Amanda
P8,487
P9,707 total
includes taxes & fees
Nov 2 - Nov 3
Baymont by Wyndham White Plains - Elmsford

3. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
Tarrytown
United States
Warren
P9,773
P11,178 total
includes taxes & fees
Oct 18 - Oct 19
SpringHill Suites by Marriott Tarrytown Westchester County

4. Westchester Marriott

Westchester Marriott
Tarrytown
United States
Rosemary
P12,364
P14,141 total
includes taxes & fees
Nov 1 - Nov 2
Westchester Marriott

5. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
Tarrytown
United States
Justine
P9,539
P10,911 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Tarrytown Westchester County

6. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
Elmsford
United States
James
P7,668
P8,770 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn White Plains/Tarrytown

7. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
Tarrytown
United States
Andrew
P8,987
P10,279 total
includes taxes & fees
Nov 1 - Nov 2
Sheraton Tarrytown Hotel

8. Windrose On Hudson

Windrose On Hudson
Ossining
United States
Rachel
P9,490
P10,569 total
includes taxes & fees
Nov 8 - Nov 9
Windrose On Hudson

9. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
Tarrytown
United States
Michelle
P8,875
P10,151 total
includes taxes & fees
Oct 29 - Oct 30
Sleepy Hollow Hotel, a Dolce by Wyndham

10. Extended Stay America Suites White Plains Elmsford

Extended Stay America Suites White Plains Elmsford
Elmsford
United States
Moeti
P8,525
P9,751 total
includes taxes & fees
Nov 2 - Nov 3
Extended Stay America Suites White Plains Elmsford

11. Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
White Plains
United States
Cheryl Eileen Anderson
P12,615
P14,428 total
includes taxes & fees
Nov 8 - Nov 9
Residence Inn by Marriott White Plains Westchester County

12. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
Mount Kisco
United States
eric w
P9,726
P11,125 total
includes taxes & fees
Nov 1 - Nov 2
Hotel MTK Mount Kisco

13. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
United States
Denise
P9,979
P12,982 total
includes taxes & fees
Nov 8 - Nov 9
Tarrytown House Estate

14. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
Elmsford
United States
Frankie
P7,205
P8,460 total
includes taxes & fees
Oct 25 - Oct 26
Days Inn by Wyndham Elmsford / White Plains

15. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
White Plains
United States
Gina
P12,007
P13,733 total
includes taxes & fees
Nov 8 - Nov 9
Cambria Hotel & Suites - White Plains Downtown

16. Sonesta White Plains Downtown

Sonesta White Plains Downtown
White Plains
United States
Andrew
P12,290
P16,139 total
includes taxes & fees
Nov 8 - Nov 9
Sonesta White Plains Downtown

17. HYATT house White Plains

HYATT house White Plains
West Harrison
United States
Justine
P11,149
P12,752 total
includes taxes & fees
Nov 8 - Nov 9
HYATT house White Plains

18. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Peekskill
United States
Edwin
P10,236
P11,708 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

19. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
United States
Jessica
P6,871
P9,559 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Nyack, a JdV by Hyatt Hotel

20. Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
Dobbs Ferry
United States
Qwawi
P9,143
P10,458 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Garden Inn Westchester Dobbs Ferry, NY
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Stay near popular Pleasantville attractions

Jacob Burns Film Center Theater

This renowned five-screen cinema showcases independent, foreign, and documentary films in an intimate setting. Enjoy special events with filmmakers at the Take 3 Wine Bar & Café before your screening.
See properties

Jacob Burns Film Center Media Arts Lab

This creative learning hub offers state-of-the-art facilities for filmmaking, animation, and screenwriting. Register early for hands-on media workshops where you'll develop storytelling skills in professional studios.
See properties

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.

See all hotels in Pleasantville
A calm lake surrounded by autumn-colored trees reflecting in the water.

Top Pleasantville Hotel Reviews

Best Western Fort Lee

Best Western Fort Lee

8/10 Good
"I stayed here for about a month on a business trip. Overall, it was a pleasant stay, but the breakfast options were a bit repetitive."
taehyun 26-night trip
Posted 2 hours ago
Best Western Fort Lee
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent
"Tout était parfait merci à tous"
Marc 1-night trip
Posted 3 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Hampton Inn & Suites Teaneck Glenpointe

Hampton Inn & Suites Teaneck Glenpointe

10/10 Excellent
"great experience. free parking was great"
Chaim 1-night trip
Posted 4 hours ago
Hampton Inn & Suites Teaneck Glenpointe
Radio Hotel

Radio Hotel

10/10 Excellent
"It's a well laid out small space. It was everything I needed for a one night stay. The staff was also very nice and welcoming. The drink tickets were also a nice perk!"
Erick 1-night trip
Posted 9 hours ago
Radio Hotel
Hyatt Regency Greenwich

Hyatt Regency Greenwich

8/10 Good
"The property is very pretty. Unfortunately the greenhouse style ceiling in the lobby was leaking due to heavy rain. The rooms were clean but the bathroom needs some work. Not quite clean enough for my standards. It needs some freshening up. The staff is friendly. Breakfast was ok but the staff seems to need more training to meet the standards of this type of hotel."
Robert 2-night trip
Posted 14 hours ago
Hyatt Regency Greenwich
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

8/10 Good
"It was very clean. Bed was comfortable. Elevators had issues. The pool water was not as warm as others described. Overall the stay was good. I would stay there again."
Kelly 3-night trip
Posted 1 day ago
Baymont by Wyndham White Plains - Elmsford
West Gate Inn Nyack

West Gate Inn Nyack

8/10 Good
"The price was cheap. The rooms are old and need updated. Things were clean. Breakfast is free for as long as you stay."
Laura 4-night trip
Posted 2 days ago
West Gate Inn Nyack

More cheap stays in Pleasantville

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
P5,501
P6,326 total
Oct 19 - Oct 20
includes taxes & fees
Red Carpet Inn
Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
P6,994
P8,101 total
Nov 11 - Nov 12
includes taxes & fees
Amsterdam Hotel
Hilltop Inn & Suites

Hilltop Inn & Suites

125 Tuckahoe Rd Yonkers NY
P7,171
P8,444 total
Nov 1 - Nov 2
includes taxes & fees
Hilltop Inn & Suites
HOTEL FUEGO BRONX

HOTEL FUEGO BRONX

4325 Park Ave Bronx NY
P7,286
P8,581 total
Oct 19 - Oct 20
includes taxes & fees
HOTEL FUEGO BRONX
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
P7,291
P8,612 total
Nov 4 - Nov 5
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
Overlook Lodge at Bear Mountain
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

559 Tuckahoe Rd Yonkers NY
P7,701
P9,067 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,228 reviews)
Hampton Inn & Suites Yonkers - Westchester

Find out more about Pleasantville

Top reasons to visit Pleasantville

  • Charming Downtown Area: Pleasantville features a vibrant downtown filled with local businesses and friendly faces, perfect for leisurely strolls.
  • Outdoor Activities: The town offers urban parks and nature reserves, providing a range of activities for families and nature enthusiasts.
  • Cultural Experiences: Visitors can enjoy a lively theatre scene and explore educational attractions that enrich their stay.
  • Welcoming Accommodations: Pleasantville boasts a variety of charming lodgings, including pet-friendly and LGBTQIA-friendly options.
  • Live Music and Events: The town hosts various live music events and community activities, ensuring entertainment for all ages.

Find great hotels near Pleasantville

Discover a selection of charming accommodations in Pleasantville, New York, where every traveller can find their perfect stay. From inviting bed and breakfasts to well-equipped hotels catering to business needs, this quaint town offers a welcoming atmosphere for all, including pet-friendly and LGBTQIA-friendly options. With a variety of hotel reviews and recommendations, you’re sure to find the best lodging to enjoy your visit to this delightful destination.

  • Ramada by Wyndham Rochelle Park Near Paramus: This hotel epitomises comfort and convenience, situated 33.8km from Pleasantville. It features a welcoming atmosphere with dining options including a restaurant and free daily breakfast, perfect for starting your day. Guests can unwind at the bar or lounge after exploring the surroundings. For those keen on staying active, fitness facilities are available on-site. The entertainment options include premium TV channels and cable television, ensuring you remain connected and entertained during your stay. With nearby access to metro stations and shopping districts, it's an ideal base for both relaxation and exploration.
  • HI New York City - Hostel: Positioned 40.2km from Pleasantville, this hostel offers a vibrant and inclusive atmosphere, particularly welcoming for LGBTQIA travellers. It’s a fantastic option for those seeking a budget-friendly yet enriching travel experience. With its affiliation to LGBTQI travel guides, the hostel fosters a sense of community and camaraderie among guests. The shared facilities encourage social interaction, making it a great place to meet fellow adventurers while enjoying the bustling city life of New York.
  • Amsterdam Hotel: Located 24.1km from Pleasantville, the Amsterdam Hotel is tailored for business travellers seeking a refined stay. The hotel blends professional amenities with a comfortable environment, providing guests with the necessary facilities for a productive trip. Its proximity to business districts and public transport makes it a convenient choice for those on work assignments. Guests appreciate the seamless combination of comfort and efficiency, ensuring a restful night’s sleep before tackling their day’s agenda.

Where to stay near Pleasantville

Discover the charm of Pleasantville, a picturesque village in Hudson Valley, perfect for family-friendly adventures and cultural experiences. Explore the vibrant downtown area, brimming with local businesses and friendly faces. Venture into nearby regions to soak in the romantic and historical atmospheres that define this scenic locale. With its outdoor activities and welcoming vibe, Pleasantville offers a delightful gateway to an unforgettable vacation.

  • Thornwood: Located a mere 3.2km from Pleasantville, Thornwood is an inviting city that offers an array of outdoor adventures and scenic experiences. Visitors often seek thrills here, whether it’s skiing on the nearby slopes or enjoying a day out at local theatres and shopping areas. The landscape is dotted with picturesque mountains and lovely beaches, while the nearby national state park provides a perfect backdrop for nature enthusiasts. Peak travel periods in Thornwood occur in April, June, and September, making these months ideal for experiencing the best of what this charming locale has to offer.
  • Hawthorne: Just 3.2km from Pleasantville, Hawthorne is a vibrant city that caters to families and business travellers alike. The atmosphere is lively, particularly during the summer months of July and August, as well as in December. Here, you can find a variety of shopping areas and theatres that make for a delightful family outing or a productive business trip. The local tourist precinct and modern squares add to the urban charm, creating a dynamic environment for exploration and leisure. Whether you’re seeking a family-friendly experience or a city-themed adventure, Hawthorne has something for everyone.
  • Chappaqua: Also located a short 3.2km from Pleasantville, Chappaqua is a city that beautifully blends outdoor activities with cultural experiences. Visitors are drawn to its recreational areas, arts centres, and educational institutions, making it a fantastic spot for families and culture enthusiasts. Peak travel times occur in April and from September to October, showcasing the city’s rich history and proximity to scenic national state parks. With its historic sites and modern college university, Chappaqua offers a unique charm that promises to enrich your travel experience.

Things to do near Pleasantville

Pleasantville is an ideal destination for family vacations, offering a blend of outdoor activities and cultural experiences. Visitors can enjoy live music, explore educational attractions, and indulge in shopping at local boutiques. The town also boasts a vibrant theatre scene, ensuring there's something for everyone to enjoy. Pleasantville promises a delightful getaway filled with entertainment and leisure for all ages.

Shopping

Pleasantville offers delightful shopping experiences. Visit Rockland Bakery for fresh goods, just 17.7km away. If you're up for a drive, Westchester's Ridge Hill, 19.3km away, boasts a vibrant shopping centre, while Stamford Town Center, 22.5km away, features entertainment and family-friendly vibes.

Recreation

At Hardscrabble Wilderness Area, immerse yourself in nature with serene trails for hiking and relaxation, only a mile from Pleasantville. For a unique blend of sport and leisure, head to Rockland Lake State Park Executive Golf Course, located 11.3km away, offering beautiful outdoor vistas.

Adventure

Embark on the Orange Trailhead, a scenic trail located 9.7km from Pleasantville, offering a delightful outdoor experience. For thrill-seekers, the Palisades Climb Adventure, situated 14.5km away, features exhilarating zip lines and rope courses. Alternatively, enjoy karting at Grand Prix New York, 11.3km from Pleasantville, for an adrenaline rush.

Nightlife

The nightlife in Pleasantville is vibrant and diverse, with options like the Westchester Broadway Theatre, just 6.4km away, and Elmwood Playhouse, located 11.3km away, both offering a blend of romance and culture. For a more iconic experience, the Apollo Theater, 26.4km away, showcases incredible performances.

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

Booking tips and Expedia advantages for Pleasantville

For a budget-friendly trip to Pleasantville, consider visiting from January to March when accommodation prices drop. Booking a hotel around a month in advance typically yields the best rates, while Sundays are the cheapest nights to stay. Explore last-minute deals on Expedia for additional savings. You can also save by bundling your hotel with flights and activities. Use Expedia's search tools to compare room rates and filter by budget, ensuring you find the most affordable options available. Don't miss out on exclusive discounts and package deals for greater 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pleasantville with your flights and activities by opting for an Expedia package.

Find the best attractions near Pleasantville

Pleasantville, New York, offers a delightful blend of outdoor and cultural experiences, making it ideal for family holidays. Visitors can explore urban parks, modern colleges, and nature reserves that provide various activities for all ages. The Pleasantville Centre serves as a hub for local attractions, enhancing your experience in this charming town. Immerse yourself in the natural beauty and cultural richness of Pleasantville for a memorable getaway.

  • Lyndhurst Mansion: Nestled amidst stunning grounds, this historic gem offers a glimpse into the opulent lifestyle of the 19th century. Guided tours reveal its rich cultural heritage and architectural beauty, making it a perfect spot for history enthusiasts.
  • Rye Playland: This vibrant amusement park is a delightful destination for families, featuring thrilling rides and outdoor attractions. Enjoy a day filled with adventure, laughter, and unforgettable memories as you explore its various entertainment options.
  • Governor Mario M. Cuomo Bridge: An impressive feat of modern engineering, this bridge provides breathtaking views of the Hudson River. A stroll or cycle across it offers a unique perspective of the city and surrounding landscapes.

Best time to go to Pleasantville

The best time to visit Pleasantville can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pleasantville falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pleasantville falls in January, 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 three major airports. John F. Kennedy International Airport (JFK) is located 54.7km away, with nearby hotels such as The William Vale and The Boro Hotel, both 17.7km from the airport, and the TWA Hotel just 483m away. Newark Liberty International Airport (EWR) is 59.5km from Pleasantville, with excellent options like The Dominick and The Beekman, both 14.5km away, and Pendry Manhattan West at 16.1km. LaGuardia Airport (LGA) is the closest at 40.2km, featuring luxurious hotels such as Virgin Hotels New York City and The Plaza, both within 9.7km.

Frequently asked questions

What's the best place to stay in Pleasantville?
Located 21 mi (33.8 km) from the heart of Pleasantville, Radio Hotel is a top choice for your stay based on our traveler data. Two other options for your stay in the area are DoubleTree by Hilton Fort Lee - George Washington Bridge and Tarrytown House Estate. See all available top hotels, or vacation rentals in Pleasantville.
What's the top vacation rental in Pleasantville?
Modern Luxury Home w GameRoom & Parking: You might want to consider this vacation rental near Pleasantville, which is situated near the airport and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. See all vacation rentals in Pleasantville.
If I need to cancel my hotel reservation in Pleasantville, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pleasantville.
What are some accommodations with pools in Pleasantville?
Tarrytown House Estate: Provides a seasonal outdoor pool, an indoor pool, and a sauna. Armoni Inn & Suites and Sonesta White Plains Downtown are two additional hotels with an onsite pool. View all hotels with pools in Pleasantville.
What is staying in Pleasantville like?
Visitors can enjoy all that Pleasantville has to offer including the restaurants and sporting events. In Pleasantville, there are 6 hotels and other accommodations to choose from. Find out more about Pleasantville.
What should I see while I'm in Pleasantville?
Favorite places to visit include Rockefeller State Park Preserve, Jacob Burns Film Center Theater, and Jacob Burns Film Center Media Arts Lab. You'll also find Rockefeller Archive Center and Kykuit in the area. Check out what more to see and do in Expedia's Pleasantville guide.
What's the seasonal weather like in Pleasantville?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pleasantville is 51 inches.

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