Top 10 Family Hotels & Accommodation in The Berkshires from NZ$119

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Check availability on The Berkshires Family Hotels

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Our top choices for The Berkshires family-friendly hotels

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

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

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

1. The Yankee Inn

Lenox

Family escape with indoor and outdoor pools—enjoy year-round swimming plus convenient ski access at Bousquet Ski Area.

NZ$211

includes taxes & fees

1 Nov - 2 Nov

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

A lakeside dock with kayaks and a covered boat ramp.

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

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

2. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.

NZ$235

includes taxes & fees

10 Nov - 11 Nov

A bookshelf with various books and games, a 'RELAX' sign, and two red pillows on a bench.

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

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

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

3. Hotel On North

Pittsfield

NZ$267

includes taxes & fees

1 Nov - 2 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A covered outdoor area with stone pillars and a view of a road and green hills.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

4. Courtyard by Marriott Lenox Berkshires

Lenox

Family memories made easy with an indoor pool, firepit, and cosy spaces just minutes from Bousquet Ski Area.

NZ$250

includes taxes & fees

1 Nov - 2 Nov

A Scrabble game on a wooden table with a vase of flowers and a cup.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A bar area with wooden shelves, green bar stools, and a variety of bottles and glasses.

A cozy library with bookshelves, a fireplace, and comfortable seating.

5. Berkshires Untold

Lenox

NZ$259

includes taxes & fees

1 Nov - 2 Nov

A room with multiple arcade games, including 'American Idol' and 'Toy Taxi'.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.

NZ$286

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

A modern cafe with a counter, seating area, and large windows.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Splash into family fun with indoor pool and spa pool—just minutes from Bousquet Ski Area and Tanglewood Music Centre.

NZ$197

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

8. The Cornell Inn, Lenox & The Berkshires

Lenox

Family-friendly Cornell Inn offers free breakfast and garden setting near skiing and Tanglewood.

NZ$314

includes taxes & fees

27 Oct - 28 Oct

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Choose what matters most at family-friendly hotels in The Berkshires

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in The Berkshires

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

The Yankee Inn

Lenox

NZ$211

includes taxes & fees

1 Nov - 2 Nov

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

NZ$235

includes taxes & fees

10 Nov - 11 Nov

Courtyard by Marriott Lenox Berkshires

Lenox

NZ$250

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with seating areas, tables, and a reception desk.

A kitchenette with a microwave, coffee maker, and coffee cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

A hotel room with two beds, a desk, a TV, and a window with curtains.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

NZ$165

includes taxes & fees

10 Nov - 11 Nov

The Cornell Inn, Lenox & The Berkshires

Lenox

NZ$314

includes taxes & fees

27 Oct - 28 Oct

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

NZ$286

includes taxes & fees

2 Nov - 3 Nov

A building with a porch and multiple windows, surrounded by purple flowers.

A café with a display case, a frozen food section, and a marketplace sign.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A living room with a sofa, armchair, coffee table, and a patterned rug.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

NZ$268

includes taxes & fees

13 Oct - 14 Oct

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A hotel patio with outdoor seating and a fire pit.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

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

Hilton Garden Inn Lenox Pittsfield

Pittsfield

NZ$254

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

An outdoor seating area with Adirondack chairs and a fire feature.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

Element by Marriott Lenox Berkshires

Lenox

NZ$285

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

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

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

A modern interior with a large window, a wooden table, and bar stools.

Hotel Downstreet, an Ascend Collection Hotel

North Adams

NZ$237

includes taxes & fees

1 Nov - 2 Nov

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