Chalets in New Lebanon
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United States of America
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A marshland with tall grasses and a forested hill in the background under a partly cloudy sky.

Search Chalets in New Lebanon from CA $1,162

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your current months are November, 2026 and December, 2026.

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Our top choices for New Lebanon chalets

A large, two-story house with a spacious front yard and a well-maintained lawn.

A swimming pool with a deck, surrounded by outdoor furniture and a large house.

A spacious dining area with a large table set for six, surrounded by wooden chairs.

1. Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

Cropseyville

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Wonderful home and property. Stayed for a family wedding weekend. The home, hot tub and pool were a perfect way to relax before and after the ceremony."

Patrick H.

The price is CA $1,162

CA $1,162

CA $2,245 total

includes taxes & fees

Dec 2 - Dec 3

Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

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 New Lebanon

Tucked into the Berkshire foothills, this historic town invites visitors to explore the preserved Mount Lebanon Shaker Village with its fascinating cultural heritage. Summer days are perfect for swimming at Queechy Lake, while winter adventures await at nearby Bousquet Ski Area just a short drive away.

See all hotels in New Lebanon

Top reviews in New Lebanon

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

A library with bookshelves, a television, and two armchairs.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

Hotel On North

Pittsfield

10/10 Excellent

This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night.

alan

Reviewed October 8, 2026Reviewed October 8, 2026

Hotel On North

Two Adirondack chairs facing a river with a forested hill in the background.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A hotel room with a fireplace, a desk, a television, and a poster of a lake scene.

The Yankee Inn

Lenox

10/10 Excellent

Really clean and quiet.. Love!!

Gilles

Reviewed November 1, 2026Reviewed November 1, 2026

The Yankee Inn

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Excellent

Wonderful reception staff and housekeeping. beautiful very large rooms. will stay here again.

Lorraine

Reviewed July 3, 2021Reviewed July 3, 2021

Best Western Plus Berkshire Hills Inn & Suites

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

A wooden interior with a table, chair, and a view of a red barn through an open door.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

The property itself is wonderful. Chloe and Sean are delightful hosts. A great breakfast is icing on the cake.

Timothy

Reviewed June 22, 2023Reviewed June 22, 2023

Inn at Silver Maple Farm

A hotel entrance with a covered driveway, a sign for Hampton Inn & Suites by Hilton, and a brick building with multiple windows.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

Hampton Inn & Suites Berkshires-Lenox

Lenox

10/10 Excellent

Very modern and attractive hotel. Looks like it was recently updated. Friendly staff. Excellent breakfast buffet with good choices. Rooms were modern, clean, comfortable and functional. Highly recommend this place!

Smadar

Reviewed September 10, 2022Reviewed September 10, 2022

Hampton Inn & Suites Berkshires-Lenox

A multi-story hotel with a prominent entrance, a parking lot, and a flagpole.

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

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A hotel patio with outdoor seating and a fire pit.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

So quiet and very friendly and they went out of there way to make us feel welcome

Pete

Reviewed July 5, 2019Reviewed July 5, 2019

Hilton Garden Inn Lenox Pittsfield

A spacious lobby with a fireplace, seating area, and a bar.

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

large suite with kitchen, closer to shops and mountain

Shamila

Reviewed May 22, 2026Reviewed May 22, 2026

Berkshire Mountain Lodge

A red building with a sign reading "Shaker Mill Inn."

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

Shaker Mill Inn

West Stockbridge

10/10 Excellent

The Shaker Inn is a very unique place. Enjoy our stay .

Richard

Reviewed October 11, 2024Reviewed October 11, 2024

Shaker Mill Inn

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A spacious living room with large windows, a fireplace, and a variety of seating options.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

Vacation Village in the Berkshires

Williamstown

10/10 Excellent

We enjoyed our stay. Aspects of it

Kiril

Reviewed October 25, 2026Reviewed October 25, 2026

Vacation Village in the Berkshires

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A compact living space with a kitchenette, a dining area, and a sofa.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

The Central Downtown Inn & Suites

Pittsfield

10/10 Excellent

The place is wonderful, clean, quiet, convenient to everything and can be recommended to a family and small group. The staff is accomodating.

Agnes

Reviewed April 14, 2026Reviewed April 14, 2026

The Central Downtown Inn & Suites

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A dining area with a glass table, red walls, and framed artwork.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Excellent

Excellent stay at the Cornell Inn. Very nice property a close walk into town. Well-kept facility and very helpful staff. The Berkshires are beautiful and the Cornell Inn is an excellent choice!

Michael

Reviewed July 6, 2026Reviewed July 6, 2026

The Cornell Inn, Lenox & The Berkshires

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

Jiminy Peak Mountain Resort

Hancock

10/10 Excellent

Belle chambre de style condo avec chambre fermée, salon, cuisinette, salle de bain. Télé dans la chambre et de le salon. Tout ce qu'il faut pour faire la cuisine. Lit confortable et tout les équipements était fonctionnel.

Rémi

Reviewed October 6, 2024Reviewed October 6, 2024

Jiminy Peak Mountain Resort

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

A motel with a parking lot, a swimming pool, and outdoor seating.

Berkshire Inn

Pittsfield

10/10 Excellent

Very clean and modern. The room is very spacious. They are also going to have new, fresh mattresses (we see there are several new mattresses that have been just delivered). Easy to drive in and park, for free, and then we can just walk in to the room. The people working (owners?) are very friendly.

Rose

Reviewed October 26, 2024Reviewed October 26, 2024

Berkshire Inn

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

Howard Johnson by Wyndham Lenox

Lenox

10/10 Excellent

Quite and clean easy check in

Daniel

Reviewed November 4, 2024Reviewed November 4, 2024

Howard Johnson by Wyndham Lenox

A lodge with a large building and a dock by a lake, surrounded by forest.

A lakeside dock with kayaks and a covered boat ramp.

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Clean rooms and lovely view

Laraib

Reviewed May 21, 2026Reviewed May 21, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel

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Search Chalets in New Lebanon from CA $1,162

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for New Lebanon chalets

1. Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

Learn more about New Lebanon

Top reviews in New Lebanon

Hotel On North

10/10 Excellent

Explore a world of travel with Expedia