TOP Family Friendly Hotels in Western Massachusetts for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

A lake with a rocky shoreline and a forested island.

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 Western Massachusetts Family friendly Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Western Massachusetts family-friendly hotels

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

A modern hotel room with a bed, sofa, dining table, and chairs.

A garden with a gravel path, metal rings, and various plants including a tall pink flower.

A brick building with a sign reading "The Ellery."

1. The Ellery

Northampton

Family-friendly holiday with free breakfast, cots, and botanical garden steps from this inviting Northampton hotel.

S$181

includes taxes & fees

9 Nov - 10 Nov

A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.

A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

2. Hotel Northampton

Northampton

Family escape with cots and premium TV channels just minutes from Smith College Botanic Garden awaits your family.

S$212

includes taxes & fees

25 Oct - 26 Oct

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.

A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

3. The Yankee Inn

Lenox

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

S$128

includes taxes & fees

27 Oct - 28 Oct

A modern bathroom with a toilet, sink, mirror, and a towel rack.

A modern kitchen with a refrigerator, microwave, and wooden cabinets.

An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.

A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.

4. Comfort Inn & Suites Hadley - Amherst

Hadley

Family haven with indoor pool and top-notch amenities for memorable adventures near University of Massachusetts Amherst.

S$164

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with a blue interior, surrounded by red chairs and a green bench.

A room with a foosball table, a sofa, and a wall with various attractions listed.

A modern hotel room with a large bed, bedside tables, a wardrobe, and a mirror.

5. Tru by Hilton Chicopee Springfield

Chicopee

S$146

includes taxes & fees

16 Nov - 17 Nov

A hotel lobby with a bar area, dining tables, and comfortable seating.

A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

A large, multi-story hotel with a covered entrance and a parking lot.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

6. Hampton Inn Hadley-Amherst Area

Hadley

S$166

includes taxes & fees

17 Nov - 18 Nov

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.

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

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

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

Lee

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

S$164

includes taxes & fees

15 Nov - 16 Nov

A view of a red building by a waterway through a window.

A bar area with wooden stools, a long counter, and potted plants.

A modern living room with a wooden dining table, leather sofa, and a large window.

A wooden porch with a sign reading "OLD MILL" above a double door.

8. Old Mill Inn

Hatfield

S$256

includes taxes & fees

9 Nov - 10 Nov

View all properties

Choose what matters most at family-friendly hotels in Western Massachusetts

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Western Massachusetts

A modern living room with a grey sofa, a red ottoman, a flat-screen TV on a stand, and artwork on the walls.

Comfort Inn & Suites Hadley - Amherst

Hadley

S$164

includes taxes & fees

15 Nov - 16 Nov

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

Homewood Suites by Hilton Hadley Amherst

Hadley

S$209

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

S$205

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, a sofa, a dining table, and a chair. There are two nightstands with lamps and a framed picture on the wall.

The Ellery

Northampton

S$181

includes taxes & fees

9 Nov - 10 Nov

Tru by Hilton Chicopee Springfield

Chicopee

S$146

includes taxes & fees

16 Nov - 17 Nov

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

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

D. Hotel Suites & Spa

Holyoke

S$171

includes taxes & fees

15 Nov - 16 Nov

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

The Yankee Inn

Lenox

S$128

includes taxes & fees

27 Oct - 28 Oct

A breakfast area with a counter, seating, and a menu display.

A hotel lobby with reception desks, seating area, and a modern ceiling design.

A hotel room with a bed, a desk, a chair, a small table, and a window with a view of a building.

A Holiday Inn Express hotel with large windows, a prominent 'Holiday Inn Express' sign, and classical architectural columns.

Holiday Inn Express Springfield Downtown by IHG

Metro Center

S$145

includes taxes & fees

19 Nov - 20 Nov

A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.

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

An indoor swimming pool with clear blue water, surrounded by chairs and a high ceiling with visible ductwork.

A hotel dining area with multiple tables and chairs, a patterned carpet, and a reception desk in the background.

La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center

S$159

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

Hotel Downstreet, an Ascend Collection Hotel

North Adams

S$170

includes taxes & fees

11 Nov - 12 Nov

View all properties