A calm lake reflecting a forested hill during sunset.

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Our top choices for Town of Lewisboro holiday rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (210 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is ₹13,855
₹15,933 total
includes taxes & fees
18 Nov - 19 Nov
Stamford Suites
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

2. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (119 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ₹15,896
₹24,017 total
includes taxes & fees
15 Dec - 16 Dec
DUNE Fairfield Beach
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

3. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ₹30,353
₹34,906 total
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

4. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is ₹31,008
₹47,592 total
includes taxes & fees
15 Nov - 16 Nov
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

5. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is ₹69,066
₹103,705 total
includes taxes & fees
24 Nov - 25 Nov
Stareway to Heaven in Fairfield
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

6. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ₹58,953
₹100,783 total
includes taxes & fees
15 Nov - 16 Nov
Beechmont - Perfect for Family Retreat!
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

7. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is ₹46,132
₹95,956 total
includes taxes & fees
16 Nov - 17 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

8. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
4 Mi to Beach & Dtwn! Charming Fairfield Home
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

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"Stayed one night. The property was very conveniently located right by the highway. The front desk person was very friendly and helpful. The room was clean and quiet. Breakfast was included. It featured bacon and eggs, pancakes, French toast, coffee, a variety of juices, and bread for toast."
Ben 1-night trip
Posted less than an hour ago
West Gate Inn Nyack

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Holiday Apartments in Town of Lewisboro

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