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Nov 13 - Nov 15
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Nov 20 - Nov 22
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Recommended hotels in Pleasantville

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

1. 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, (1,003 reviews)
"Great stay"
United States
Sean P.
The price is CA $174
CA $199 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
A hotel entrance with a sign reading "Baymont by Wyndham".

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, (1,896 reviews)
"Went for Halloween weekend it was very nice pool was nice as well there a Dunkin’ 3 min walking distance and a 7 min drive to tarry town it was wonderful"
United States
Omari
The price is CA $190
CA $217 total
includes taxes & fees
Nov 29 - Nov 30
Baymont by Wyndham White Plains - Elmsford
A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

3. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,007 reviews)
"clean room, nice and helpful staff"
United States
Jiamin
The price is CA $191
CA $218 total
includes taxes & fees
Nov 22 - Nov 23
Sheraton Tarrytown Hotel
A Hampton Inn hotel with a modern facade, multiple windows, and an American flag.

4. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,729 reviews)
"Great customer service and extremely friendly front desk reservation desk staff."
United States
Michelle
The price is CA $160
CA $183 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn White Plains/Tarrytown
A modern apartment building with multiple balconies, a landscaped courtyard with outdoor seating, and a clear sky.

5. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is CA $215
CA $246 total
includes taxes & fees
Nov 19 - Nov 20
Courtyard by Marriott Tarrytown Westchester County
A modern building with a brick facade, large windows, and a covered outdoor seating area with tables and chairs.

6. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (283 reviews)
"Would 100% stay again"
United States
Michael
The price is CA $213
CA $238 total
includes taxes & fees
Nov 15 - Nov 16
Windrose On Hudson
A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

7. 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, (1,007 reviews)
"Clean, friendly staff, would stay again"
United States
Gwen
The price is CA $220
CA $252 total
includes taxes & fees
Nov 15 - Nov 16
SpringHill Suites by Marriott Tarrytown Westchester County
Exterior

8. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
9.0 out of 10, Wonderful, (692 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is CA $253
CA $289 total
includes taxes & fees
Nov 22 - Nov 23
Westchester Marriott
A Days Inn with a brick facade, a covered walkway, and a parking lot.

9. 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, (1,034 reviews)
"Great place to stay, extremely friendly and helpful staff"
United States
Frankie
The price is CA $151
CA $172 total
includes taxes & fees
Nov 29 - Nov 30
Days Inn by Wyndham Elmsford / White Plains
A hotel entrance with a covered walkway, stone pillars, and potted plants.

10. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.4 out of 10, Very good, (1,006 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is CA $206
CA $235 total
includes taxes & fees
Nov 16 - Nov 17
Hotel MTK Mount Kisco
A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.

11. 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, (1,008 reviews)
"Great stay"
United States
Brittany J.
The price is CA $186
CA $213 total
includes taxes & fees
Dec 8 - Dec 9
Sleepy Hollow Hotel, a Dolce by Wyndham
A modern building with a glass facade, a red door, and a staircase leading to the entrance.

12. 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, (1,332 reviews)
"Great stay!"
United States
Kristen
The price is CA $167
CA $229 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Nyack, a JdV by Hyatt Hotel
A hotel entrance with a glass door, a blue-lit entrance, and a skylight above.

13. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
White Plains
9.0 out of 10, Wonderful, (1,355 reviews)
"Well, maintained property and great location!"
United States
Laura
The price is CA $235
CA $315 total
includes taxes & fees
Nov 22 - Nov 23
Sonesta White Plains Downtown
A Hampton Inn & Suites building with a brick facade, large windows, and a covered entrance area.

14. Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1,250 reviews)
"Nice property & friendly staff"
United States
Jeffrey
The price is CA $167
CA $197 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Yonkers - Westchester
A modern hotel with multiple floors, large windows, and a prominent entrance.

15. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.2 out of 10, Wonderful, (1,010 reviews)
"Very conveniently located hotel, and great service"
United States
Anthony
The price is CA $270
CA $309 total
includes taxes & fees
Nov 29 - Nov 30
Cambria Hotel & Suites - White Plains Downtown
A historic stone building with a turret, arched entrance, and a covered patio area.

16. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,423 reviews)
"It was a beautiful place to stay"
United States
Brooke
The price is CA $281
CA $357 total
includes taxes & fees
Nov 8 - Nov 9
Tarrytown House Estate
A hotel with a covered entrance, multiple floors, and a prominent sign.

17. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,188 reviews)
"Great place"
United States
Joel
The price is CA $179
CA $208 total
includes taxes & fees
Dec 6 - Dec 7
DoubleTree by Hilton Hotel Nanuet
A modern high-rise hotel with a curved facade, multiple floors, and a well-lit entrance.

18. 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, (761 reviews)
"Everything was great"
United States
Cristal
The price is CA $284
CA $325 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn by Marriott White Plains Westchester County
A balcony with wicker furniture and a white perforated table, overlooking a modern building and a clear sky.

19. 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, (1,002 reviews)
"Great stay, convenient location"
United States
Caleb
The price is CA $198
CA $227 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Westchester Dobbs Ferry, NY
A Courtyard Marriott hotel with multiple floors, a parking lot, and a covered entrance.

20. Courtyard by Marriott Yonkers Westchester County

Courtyard by Marriott Yonkers Westchester County
3.0 star property
Northwest Yonkers
8.8 out of 10, Excellent, (1,229 reviews)
"Good area to stay"
United States
Luis M
The price is CA $172
CA $203 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Yonkers 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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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.

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

Top reviews in Pleasantville

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne

10/10 Excellent

Room and all around the hotel was cleaned and kept clean throughout my stay. Staff were VERY welcoming and helpful and the free breakfast was a bonus & I can’t forget about their 24hr coffee machine, it is definitely worth the entire stay.
Canada
Kiarra
Reviewed August 6, 2026
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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