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

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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
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (1,004 reviews)
"Great stay"
United States
Sean P.
The price is NZ$260
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,894 reviews)
"Really close to everything to do in Sleepy Hollow for a great price and very nice!"
United States
Amanda
The price is NZ$266
includes taxes & fees
8 Nov - 9 Nov
Baymont by Wyndham White Plains - Elmsford

3. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,017 reviews)
"Nice stay"
United States
Kerry-Anna
The price is NZ$275
includes taxes & fees
22 Nov - 23 Nov
Sheraton Tarrytown Hotel

4. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,726 reviews)
"The room was pretty clean and comfortable, staff was friendly"
United States
Zack
The price is NZ$230
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White Plains/Tarrytown

5. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.8 out of 10, Excellent, (1,004 reviews)
"Great place to stay and centrally located."
United States
Warren
The price is NZ$316
includes taxes & fees
16 Nov - 17 Nov
SpringHill Suites by Marriott Tarrytown Westchester County

6. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (278 reviews)
"Would 100% stay again"
United States
Michael
The price is NZ$299
includes taxes & fees
15 Nov - 16 Nov
Windrose On Hudson

7. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,002 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is NZ$309
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Tarrytown Westchester County

8. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (684 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is NZ$364
includes taxes & fees
22 Nov - 23 Nov
Westchester Marriott

9. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,002 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is NZ$298
includes taxes & fees
8 Nov - 9 Nov
Hotel MTK Mount Kisco

10. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
White Plains
9.0 out of 10, Wonderful, (1,351 reviews)
"Well, maintained property and great location!"
United States
Laura
The price is NZ$373
includes taxes & fees
22 Nov - 23 Nov
Sonesta White Plains Downtown

11. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
7.4 out of 10, Good, (1,029 reviews)
"Great place to stay, extremely friendly and helpful staff"
United States
Frankie
The price is NZ$217
includes taxes & fees
15 Nov - 16 Nov
Days Inn by Wyndham Elmsford / White Plains

12. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,412 reviews)
"Beautiful property, great breakfast and restaurant on site, and friendly and helpful staff."
United States
Michael
The price is NZ$388
includes taxes & fees
3 Nov - 4 Nov
Tarrytown House Estate

13. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,020 reviews)
"Great stay"
United States
Brittany J.
The price is NZ$270
includes taxes & fees
1 Dec - 2 Dec
Sleepy Hollow Hotel, a Dolce by Wyndham

14. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.2 out of 10, Wonderful, (1,002 reviews)
"Very conveniently located hotel, and great service"
United States
Anthony
The price is NZ$388
includes taxes & fees
22 Nov - 23 Nov
Cambria Hotel & Suites - White Plains Downtown

15. 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, (1,327 reviews)
"Great stay!"
United States
Kristen
The price is NZ$279
includes taxes & fees
2 Dec - 3 Dec
Hotel Nyack, a JdV by Hyatt Hotel

16. 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, (759 reviews)
"Large rooms and daily breakfast with great variety. Within walking distance of downtown for shopping and restaurants."
United States
Cheryl Eileen Anderson
The price is NZ$390
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott White Plains Westchester County

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,001 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is NZ$248
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

18. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,505 reviews)
"Awesome place will still again if in area"
United States
Joshua
The price is NZ$219
includes taxes & fees
8 Nov - 9 Nov
West Gate Inn Nyack

19. Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1,246 reviews)
"Nice property & friendly staff"
United States
Jeffrey
The price is NZ$262
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn & Suites Yonkers - Westchester

20. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,186 reviews)
"Great place"
United States
Joel
The price is NZ$262
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Nanuet
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Stay near popular Pleasantville attractions

Learn more about Pleasantville

This charming Westchester village offers a peaceful escape with its walkable city centre 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.

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

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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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Pleasantville with Expedia?
One Key™—Expedia's free travel rewards programme—gives you instant access to discounts with Member Prices on Pleasantville hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Pleasantville?
Prices for hotels in Pleasantville often vary, but you can find a great deal from NZ$211 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 our cheapest rates.

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