TOP Family-Friendly Hotels in Lee, MA for 2026

A street lined with historic buildings, including a Morgan House restaurant.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Lee Family-Friendly Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Lee family-friendly hotels

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.

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

Lee

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

₹10,330

₹11,538 total

includes taxes & fees

22 Nov - 23 Nov

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

A modern restaurant with wooden flooring, bar area, and seating arrangements.

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

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

2. Courtyard by Marriott Lenox Berkshires

Lenox

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

₹11,911

₹13,305 total

includes taxes & fees

1 Nov - 2 Nov

An indoor arcade with various gaming machines, a ping pong table, and a vending machine.

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

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

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

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

South Lee

₹11,108

₹14,264 total

includes taxes & fees

27 Oct - 28 Oct

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

4. The Yankee Inn

Lenox

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

₹9,126

₹10,194 total

includes taxes & fees

27 Oct - 28 Oct

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

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

5. The Cornell Inn, Lenox & The Berkshires

Lenox

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

₹14,569

₹16,711 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

₹13,638

₹15,234 total

includes taxes & fees

2 Nov - 3 Nov

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

A hotel patio with outdoor seating and a fire pit.

A multi-story hotel with a clear entrance, a covered waiting area, and a landscaped front yard.

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

7. Hilton Garden Inn Lenox Pittsfield

Pittsfield

₹11,268

₹12,586 total

includes taxes & fees

15 Nov - 16 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 spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

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

8. Berkshires Untold

Lenox

₹12,345

₹13,790 total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Choose what matters most at family-friendly hotels in Lee

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Lee

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

₹10,330

₹11,538 total

includes taxes & fees

22 Nov - 23 Nov

A multi-story building with a balcony, a pond with rocks, and a tree.

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

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

South Lee

₹11,108

₹14,264 total

includes taxes & fees

27 Oct - 28 Oct

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

₹9,126

₹10,194 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

A breakfast bar with a variety of food options including cereal, fruit, and yogurt.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

₹8,545

₹9,545 total

includes taxes & fees

12 Nov - 13 Nov

Courtyard by Marriott Lenox Berkshires

Lenox

₹11,911

₹13,305 total

includes taxes & fees

1 Nov - 2 Nov

The Cornell Inn, Lenox & The Berkshires

Lenox

₹14,569

₹16,711 total

includes taxes & fees

27 Oct - 28 Oct

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

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

₹13,638

₹15,234 total

includes taxes & fees

2 Nov - 3 Nov

A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

A compact kitchen with a counter, a microwave, a coffee machine, and a refrigerator. There is a dining area with a table and chairs.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A hotel room with a bed, a desk, and two wall-mounted lamps.

Econo Lodge Lee - Great Barrington

Lee

₹6,214

₹6,941 total

includes taxes & fees

13 Nov - 14 Nov

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

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

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

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

Element by Marriott Lenox Berkshires

Lenox

₹12,817

₹14,317 total

includes taxes & fees

8 Nov - 9 Nov

A bar area with a long counter, red bar stools, and shelves with bottles and decorative items.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

₹11,268

₹12,586 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Family-friendly hotels with pools in Lee