A calm lake reflecting a forested hill during sunset.

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Cross River

Cross River

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Our top choices for Town of Lewisboro hotels

A sandy beach with a bench and a small table, overlooking a calm lake with trees in the background.

1. Historic Hideaway with Lake Access!

Historic Hideaway with Lake Access!
South Salem
9.8 out of 10, Exceptional, (27 reviews)
"Awesome antique cottage…great location!!We didn’t want to leave!"
United States
Kari W.
Historic Hideaway with Lake Access!
A large, two-story house with a stone wall in front, multiple windows, and a well-maintained lawn.

2. Over Sized Colonial on Private Road.

Over Sized Colonial on Private Road.
Pound Ridge
9.6 out of 10, Exceptional, (53 reviews)
"Perfect location and accommodations for our family gathering. "
United States
Linda J.
Over Sized Colonial on Private Road.
A lakeside view with a sandy beach, a row of blue Adirondack chairs, and a wooden dock extending into the water.

3. South Salem Vacation Rental w/ Furnished Deck!

South Salem Vacation Rental w/ Furnished Deck!
South Salem
9.6 out of 10, Exceptional, (7 reviews)
"Location was great! Look forward to using the deck more on future visits!"
United States
elizabeth r.
South Salem Vacation Rental w/ Furnished Deck!
A modern living room with a stone fireplace, a sofa, a coffee table, and a TV.

4. Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D

Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D
North Salem
8.0 out of 10, Very good, (1 review)
"House was clean. The only problem was there was nowhere to put clothes in bedrooms or a nightstand/ bedside lamp. Otherwise house was nice. "
United States
Brian S.
Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D
A spacious kitchen with a dining area, large windows, and potted plants.

5. Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC

Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC
Pound Ridge
10.0 out of 10, Exceptional, (10 reviews)
"Great stay all around. Beautiful accommodation and property. Excellent communication from host. "
United States
Bobby R.
Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC
A two-story house with a stone facade, a central entrance with a wooden door, and a stone chimney. There are two small windows on the upper floor and a covered porch with columns.

6. Outdoor Entertainment Areas: Spacious Katonah Gem!

Outdoor Entertainment Areas: Spacious Katonah Gem!
3.0 star property
Katonah
Outdoor Entertainment Areas: Spacious Katonah Gem!
A modern house with a sloped roof, large windows, and a stone pathway leading to the entrance.

7. beautiful contemporary house , only one hour from Manhattan

beautiful contemporary house , only one hour from Manhattan
Pound Ridge
9.8 out of 10, Exceptional, (6 reviews)
"The house was the perfect place for our family to stay, regroup and relax during a busy week of wedding activities. We enjoyed the fabulous kitchen, large gathering areas, big bedrooms with comfy beds and would definetly come again."
United States
Larry G.
beautiful contemporary house , only one hour from Manhattan
A stone staircase leading up to a building with large windows.

8. Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Pound Ridge
9.4 out of 10, Exceptional, (3 reviews)
"A cozy, well-maintained cottage, conveniently located near our son and his family who we were visiting. Modern appliances in the kitchen. Exterior and interior were as shown on VRBO. The property manager and owner were very helpful whenever we needed anything. Highly recommended. We would definitely like to stay here again whenever we visit our son."
United States
Peter B.
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
A historic stone building with a turret, arched entrance, and a covered patio area.

9. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,334 reviews)
"Good rooms and great location"
United States
RAMESH
The price is CA $226
CA $294 total
includes taxes & fees
Oct 4 - Oct 5
Tarrytown House Estate
A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

10. 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, (1,009 reviews)
"Beautiful hotel with friendly staff"
United States
Michelle
The price is CA $194
CA $222 total
includes taxes & fees
Oct 18 - Oct 19
Sleepy Hollow Hotel, a Dolce by Wyndham
A checkered floor, a potted plant, and two metal ladders in a room with large windows.

11. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,457 reviews)
"It’s an incredible bargain given proximity to the Tappan Zee bridge."
United States
Wendell
The price is CA $145
CA $166 total
includes taxes & fees
Oct 4 - Oct 5
West Gate Inn Nyack
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

12. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,011 reviews)
"This was a great place to stay."
United States
randall
The price is CA $144
CA $177 total
includes taxes & fees
Oct 14 - Oct 15
Overlook Lodge at Bear Mountain
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

13. 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, (1,295 reviews)
"Great hotel!"
United States
Jessica
The price is CA $196
CA $263 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Nyack, a JdV by Hyatt Hotel
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

14. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very good, (1,689 reviews)
"Great stay"
United States
Kenjay
The price is CA $203
CA $232 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn White Plains/Tarrytown
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

15. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.4 out of 10, Very good, (1,869 reviews)
"Awesome place to stay."
United States
Ebony
The price is CA $204
CA $233 total
includes taxes & fees
Oct 7 - Oct 8
Baymont by Wyndham White Plains - Elmsford
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

16. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,000 reviews)
"Enjoyed the property and have stayed there before and will again"
United States
Wayne
The price is CA $237
CA $271 total
includes taxes & fees
Oct 26 - Oct 27
Sheraton Tarrytown Hotel
A spacious lobby with a high ceiling, wooden beams, a central green wall with plants, seating areas, and a bar.

17. Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
9.0 out of 10, Wonderful, (1,045 reviews)
"An excellent location for the purpose of our visit - clean and quiet with a very helpful staff."
United States
mary
The price is CA $173
CA $201 total
includes taxes & fees
Oct 6 - Oct 7
Crowne Plaza Suffern - Mahwah by IHG
A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

18. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,196 reviews)
"nice place to stay overnight .. friendly people."
United States
Linda
The price is CA $183
CA $213 total
includes taxes & fees
Oct 12 - Oct 13
DoubleTree by Hilton Hotel Nanuet
A stone building with a tower, surrounded by a garden with large rocks and various plants.

19. The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (279 reviews)
"Room was clean, staff was pleasant... overall great stay"
United States
Lina
The price is CA $548
CA $692 total
includes taxes & fees
Oct 1 - Oct 2
The Abbey Inn & Spa
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

20. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
9.0 out of 10, Wonderful, (659 reviews)
"Awesome hotel"
United States
Robert
The price is CA $276
CA $316 total
includes taxes & fees
Oct 4 - Oct 5
Westchester Marriott
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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Top Town of Lewisboro Hotel Reviews

Sonesta White Plains Downtown

Sonesta White Plains Downtown

8/10 Good
"Clean room, comfortable bed"
Anthony 1-night trip
Posted 4 hours ago
Sonesta White Plains Downtown

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