Chalets in Hancock
Massachusetts
United States of America
Chalets
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A white building with a sign reading "Hancock Town Hall 1850" in front of a forested hillside.

Search Chalets in Hancock from CA $470

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

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Our top choices for Hancock chalets

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

A bedroom with a large bed, a chandelier, a window with curtains, and a mirror reflecting a bathroom.

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 $1,195

CA $1,195

CA $2,282 total

includes taxes & fees

Dec 2 - Dec 3

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

A red wooden house with multiple windows and a front door, surrounded by trees and a stone pathway.

A wooden door leading to a room with a large window, a wooden bench, and a table.

A wooden staircase leading to a second floor with a large window and a glass door.

A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

2. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"

Georgia P.

The price is CA $471

CA $471

CA $1,751 total

includes taxes & fees

Nov 16 - Nov 17

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

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 Hancock

Ski the family-friendly slopes at Jiminy Peak Mountain Resort, where summer brings mountain biking and an alpine slide. Explore the historic Hancock Shaker Village nearby in Pittsfield to see restored buildings and learn about this unique religious community's craftsmanship.

See all hotels in Hancock

Top reviews in Hancock

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

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

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.

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

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

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

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

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

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

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

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

A restaurant interior with white tables, cushioned booths, and a bar area.

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

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

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.

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

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

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

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

A dining area with large windows, wooden furniture, and a view of a lake.

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

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 restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

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 house with a porch, snow-covered ground, and a Christmas tree with lights.

A garden with a swing set, a blue chair, and a flower bed.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A breakfast buffet setup with cereal, milk, juice, and pastries.

Maple Terrace Motel

Williamstown

10/10 Excellent

The room is clean, well stocked and spacious. Check in was smooth oth and the front desk staff was warm and helpful.

Tanya

Reviewed January 2, 2026Reviewed January 2, 2026

Maple Terrace Motel

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.

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

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 living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

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

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

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

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

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 large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

A spacious living area with a fireplace, wooden beams, and a large window.

A bar area with wooden beams, red chairs, and a long wooden table.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

The Williams Inn

Williamstown

10/10 Excellent

Nice hotel, good location Large rooms But noisy aircon

peter

Reviewed September 4, 2025Reviewed September 4, 2025

The Williams Inn

A white two-story building with a porch, labeled as a motel.

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hay bale display with pumpkins and scarecrows.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

Willows Motel Williamstown

Williamstown

10/10 Excellent

The owners are really generous and friendly! The Breakfast is the best I ever had anywhere I have ever been! All sorts of fruits, yogurts, all kinds of spreads, different types of bread, and all organic. Amazing generosity!

Alexander

Reviewed September 20, 2023Reviewed September 20, 2023

Willows Motel Williamstown

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

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

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

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

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 blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A kitchen with a fireplace, dining area, and a large window with curtains.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

Williamstown Motel

Williamstown

10/10 Excellent

A pleasant surprise. The staff was very friendly and even accepted to change my reservation day. The service at the counter was exceptional. The room was clean, nice bathroom, AC. No complaints.

Guy

Reviewed July 16, 2024Reviewed July 16, 2024

Williamstown Motel

A modern hotel building with the name "Hotel Downtown" on the facade.

A room with large windows, a red patterned rug, a wooden table with benches, and shelves with figurines.

An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

A hotel room with a bed, a sofa, a TV, and a desk with a lamp.

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

it was beautiful, centrally located, perfect getaway

Tara

Reviewed October 9, 2026Reviewed October 9, 2026

Hotel Downstreet, an Ascend Collection Hotel

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Search Chalets in Hancock from CA $470

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Hancock chalets

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

2. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Learn more about Hancock

Top reviews in Hancock

Jiminy Peak Mountain Resort

10/10 Excellent

Explore a world of travel with Expedia