Top Town of Lewisboro Hotels: 2026 Best Hotels in Town of Lewisboro - Expedia

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Town of Lewisboro
New York
United States of America
Hotels
Expedia.com

Vacation Rentals in Town of Lewisboro Car Rentals in Town of Lewisboro Town of Lewisboro Vacations

A calm lake reflecting a forested hill during sunset.

A calm lake reflecting a forested hill during sunset.

Top Cities in Town of Lewisboro

A person sitting on a large fallen tree in a grassy field with colorful autumn trees in the background.

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Our top choices for Town of Lewisboro hotels

A lakeside view with a sandy beach, a row of blue Adirondack chairs, and a wooden dock extending into the water.

A lakeside park with picnic tables, a wooden deck, and a walking path.

A spacious living area with a high ceiling, a spiral staircase, a sofa, a floral armchair, and a dining area with a table and chairs.

A modern kitchen with white cabinets, a granite countertop, and stainless steel appliances.

1. South Salem Vacation Rental w/ Furnished Deck!

South Salem Vacation Rental w/ Furnished Deck!

South Salem

9.6 out of 10, Exceptional, (7 reviews)

9.6/10

Exceptional

(7 reviews)

"Location was great! Look forward to using the deck more on future visits!"

"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 spacious kitchen with a dining area, large windows, and potted plants.

A round wooden-framed mirror reflecting a modern living room with a fireplace, a dining table, and chairs.

A spacious living room with a leather sofa, a glass coffee table, and a fireplace.

An outdoor patio with a fire pit, wooden chairs, and a table set for dining.

2. 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)

10/10

Exceptional

(10 reviews)

"Great stay all around. Beautiful accommodation and property. Excellent communication from host. "

"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 lakeside property with a house surrounded by dense forest, a clear view of the lake, and a sunset sky.

A covered outdoor dining area with a table set for four, surrounded by white chairs, and large windows offering a view of the outdoors.

A dining area with a glass table surrounded by patterned chairs, a fruit platter, and a bottle of wine.

A backyard with a swimming pool, surrounded by lush greenery and a small house.

3. Waccabuc Lake House by Avantstay Lakefront + Pool + Kayak Fish the Lake

Waccabuc Lake House by Avantstay Lakefront + Pool + Kayak Fish the Lake

3.0 star property

Waccabuc

Waccabuc Lake House by Avantstay Lakefront + Pool + Kayak Fish the Lake

A large, two-story house with a stone wall in front, multiple windows, and a well-maintained lawn.

A hot tub in front of a house with a covered patio and a windowed room.

A spacious room with a large window, a rocking chair, and a framed artwork on the wall.

A spacious kitchen with a wooden table and bench, a chandelier, and large windows.

4. Over Sized Colonial on Private Road.

Over Sized Colonial on Private Road.

Pound Ridge

9.6 out of 10, Exceptional, (53 reviews)

9.6/10

Exceptional

(53 reviews)

"Perfect location and accommodations for our family gathering. "

"Perfect location and accommodations for our family gathering. "

United States

Linda J.

Over Sized Colonial on Private Road.

A modern living room with a stone fireplace, a sofa, a coffee table, and a TV.

A park with a playground, picnic tables, and a lake.

A compact kitchen with a dining table and chairs, a white door, and a window with a view.

A modern kitchen with white appliances, a stone fireplace, and a dining area with a view.

5. 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)

8.0/10

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. "

"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 garden pathway with a pergola structure and blooming pink flowers.

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

A dining area with a round table, four chairs, a chandelier, a clock, and a large window with a view of trees.

A kayak on a sandy shore by a lake with a dock and red buoys in the water.

6. Historic Hideaway with Lake Access!

Historic Hideaway with Lake Access!

South Salem

9.8 out of 10, Exceptional, (29 reviews)

9.8/10

Exceptional

(29 reviews)

"Awesome antique cottage…great location!!We didn’t want to leave!"

"Awesome antique cottage…great location!!We didn’t want to leave!"

United States

Kari W.

Historic Hideaway with Lake Access!

A modern house with a sloped roof, large windows, and a stone pathway leading to the entrance.

A spacious living room with a stone fireplace, wooden beams, a flat-screen TV, and a dining area in the background.

A kitchen with wooden cabinets, a large island, and pendant lighting.

A spacious living room with a wooden staircase, a leather sofa, and a flat-screen TV.

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)

9.8/10

Exceptional

(6 reviews)

"This is a wonderful oasis tucked into the quiet and peaceful woods in Pound Ridge. So quiet and seemingly remote and yet minutes from excellent restaurants and shopping."

"This is a wonderful oasis tucked into the quiet and peaceful woods in Pound Ridge. So quiet and seemingly remote and yet minutes from excellent restaurants and shopping."

United States

Michael E.

beautiful contemporary house , only one hour from Manhattan

A dining area with a glass table surrounded by patterned chairs, a centerpiece with cheese and grapes, and a view of greenery through large windows.

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf filled with books.

A two-story house with a driveway leading to the entrance, surrounded by greenery.

A modern kitchen with white cabinetry, a marble countertop, and stainless steel appliances.

8. Private Pool + Swim + Fish the Lake + Kayak | Waccabuc Lake House

Private Pool + Swim + Fish the Lake + Kayak | Waccabuc Lake House

Waccabuc

Private Pool + Swim + Fish the Lake + Kayak | Waccabuc Lake House

A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and umbrellas, and a hedge of coniferous trees in the background.

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.

A dining room with a wooden table, white chairs, a patterned rug, and a chandelier.

A modern kitchen with white cabinetry, a marble island, and a built-in oven.

9. Outdoor Entertainment Areas: Spacious Katonah Gem!

Outdoor Entertainment Areas: Spacious Katonah Gem!

3.0 star property

Katonah

Outdoor Entertainment Areas: Spacious Katonah Gem!

A stone staircase leading up to a building with large windows.

A house with a stone staircase leading to a gray door, surrounded by autumn leaves.

A cozy room with a wooden ceiling, a large window with a view of trees, a bookshelf, a sofa, a chair, and a table with books.

A cozy room with a wooden ceiling, a round table with books and a globe, a chair, a vase with flowers, and a window with a view of trees.

10. 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)

9.4/10

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."

"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.

A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.

A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.

A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.

11. Tarrytown House Estate

Tarrytown House Estate

3.5 star property

Tarrytown

8.2 out of 10, Very good, (1,379 reviews)

8.2/10

Very good

(1,379 reviews)

"Beautiful property, great breakfast and restaurant on site, and friendly and helpful staff."

"Beautiful property, great breakfast and restaurant on site, and friendly and helpful staff."

United States

Michael

$180 nightly

The price is $206

$206 total

Nov 24 - Nov 25

Total with taxes and fees

Tarrytown House Estate

A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

An indoor swimming pool with a wooden ceiling and brick walls.

A spacious corridor with stone walls, large windows, and a central chandelier.

An outdoor patio with tables and chairs, surrounded by large umbrellas.

12. 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, (1,006 reviews)

7.0/10

Good

(1,006 reviews)

"Great and plesent place"

"Great and plesent place"

United States

Donneal

$143 nightly

The price is $164

$164 total

Nov 1 - Nov 2

Total with taxes and fees

Sleepy Hollow Hotel, a Dolce by Wyndham

A checkered floor, a potted plant, and two metal ladders in a room with large windows.

A modern office space with a large desk, multiple printers, and comfortable seating.

A modern building with a glass facade, surrounded by a landscaped garden with various plants and a classical-style urn.

A restaurant with a counter, stools, and a menu board.

13. West Gate Inn Nyack

West Gate Inn Nyack

3.0 star property

Nyack

7.4 out of 10, Good, (1,493 reviews)

7.4/10

Good

(1,493 reviews)

"It was a great stay. Hotel was well equipped and came with lovely breakfast."

"It was a great stay. Hotel was well equipped and came with lovely breakfast."

United States

Stuart

$97 nightly

The price is $111

$111 total

Nov 22 - Nov 23

Total with taxes and fees

West Gate Inn Nyack

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

A large outdoor swimming pool surrounded by trees and a covered pavilion.

A table set for a formal event with candles, flowers, and glassware.

A large, multi-story stone building with a prominent arched entrance and multiple windows.

14. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very good, (1,004 reviews)

8.4/10

Very good

(1,004 reviews)

"Very nice place to stay. Very beautiful"

"Very nice place to stay. Very beautiful"

United States

Lawrence

$104 nightly

The price is $122

$122 total

Nov 2 - Nov 3

Total with taxes and fees

Overlook Lodge at Bear Mountain

A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

A gym with treadmills, elliptical machines, and weightlifting equipment.

A snack and beverage vending area with a refrigerator and shelves stocked with various snacks and drinks.

A hotel room with a bed, a sofa, a nightstand, a lamp, and a framed picture on the wall.

15. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3.0 star property

Elmsford

8.0 out of 10, Very good, (1,714 reviews)

8.0/10

Very good

(1,714 reviews)

"Great location to sleepy hollow. The breakfast was very good and the staff was very nice"

"Great location to sleepy hollow. The breakfast was very good and the staff was very nice"

United States

Robin

$113 nightly

The price is $129

$129 total

Nov 1 - Nov 2

Total with taxes and fees

Hampton Inn White Plains/Tarrytown

A modern lounge with leather sofas, a patterned rug, and red pendant lights.

A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

Room

A modern dining area with a wooden table, cushioned seating, pendant lighting, and a large window offering a view of the outdoors.

16. 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, (1,319 reviews)

8.6/10

Excellent

(1,319 reviews)

"Nice hotel easy access from highway."

"Nice hotel easy access from highway."

United States

Liana

$129 nightly

The price is $147

$147 total

Nov 11 - Nov 12

Total with taxes and fees

Hotel Nyack, a JdV by Hyatt Hotel

A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.

An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

A modern hotel lobby with a seating area, a kitchen, and a bar.

17. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 star property

Elmsford

8.2 out of 10, Very good, (1,891 reviews)

8.2/10

Very good

(1,891 reviews)

"Really close to everything to do in Sleepy Hollow for a great price and very nice!"

"Really close to everything to do in Sleepy Hollow for a great price and very nice!"

United States

Amanda

$133 nightly

The price is $153

$153 total

Nov 23 - Nov 24

Total with taxes and fees

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.

A gym with exercise equipment, large windows, and a wooden reception desk.

A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.

18. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 star property

Tarrytown

8.4 out of 10, Very good, (1,004 reviews)

8.4/10

Very good

(1,004 reviews)

"Nice stay"

"Nice stay"

United States

Kerry-Anna

$135 nightly

The price is $155

$155 total

Nov 22 - Nov 23

Total with taxes and fees

Sheraton Tarrytown Hotel

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

A modern lobby with a reception desk, seating area, and a kitchen in the background.

Lounge

A formal dining setup with multiple tables, each set with clear glassware, plates, and cutlery.

19. Westchester Marriott

Westchester Marriott

4.5 star property

Tarrytown

9.0 out of 10, Wonderful, (675 reviews)

9.0/10

Wonderful

(675 reviews)

"Great stay, clean and close to Sleepy Hollow. Would return again!"

"Great stay, clean and close to Sleepy Hollow. Would return again!"

United States

Karrie

$179 nightly

The price is $205

$205 total

Nov 22 - Nov 23

Total with taxes and fees

Westchester Marriott

A lobby with a central water feature, a stone wall with greenery, and a modern interior design.

A modern lobby with a fireplace, four armchairs, a coffee table, and a desk with a computer.

A spacious atrium with a central water feature, multiple seating areas, and a bar.

A spacious indoor area with multiple seating arrangements, including sofas and round tables, and a central decorative table with flowers.

20. Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property

Suffern

9.0 out of 10, Wonderful, (1,057 reviews)

9.0/10

Wonderful

(1,057 reviews)

"Great stay, excellent staff and very clean."

"Great stay, excellent staff and very clean."

United States

Stefan

$122 nightly

The price is $142

$142 total

Nov 22 - Nov 23

Total with taxes and fees

Crowne Plaza Suffern - Mahwah by IHG

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.

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

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

10/10 Excellent

"The hotel was very clean in the rooms and public areas. Even though I was facing the street the room was quiet."

Heather 2-night trip

Posted 3 hours ago

EVEN Hotel Norwalk by IHG

HYATT house White Plains

HYATT house White Plains

10/10 Excellent

"Wonderful stay"

Brandi 3-night trip

Posted 4 hours ago

HYATT house White Plains

Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good

"Nice hotel"

Sharon 1-night trip

Posted 6 hours ago

Ethan Allen Hotel

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good

"While we enjoyed the location of the hotel, no elevators worked during our stay. We left for lunch and flagged the room "Do not disturb", The cleaner came in anyway. They made the bed, but didn't leave more coffee or cups. The cleaner did however manage to move the "tip your cleaner" sign to the middle of the desk where I had moved it from to sit my laptop. By the way, the safe is big enough to fit a laptop inside."

anthony 2-night trip

Posted 22 hours ago

Sleepy Hollow Hotel, a Dolce by Wyndham

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

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

8/10 Good

"The lobby is under renovation. They asked for deposit and parking but they waive parking fee. Elevators was under repair early in the morning and was fixed before 8am."

Mariann 1-night trip

Posted 2 days ago

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

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