10 Best Family Friendly Hotels in Western Massachusetts for 2026

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Our top choices for Western Massachusetts family-friendly hotels

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 bathroom with a marble sink, a mirror, a toilet, and a towel rack.

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

1. Hotel Northampton

Northampton

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

RM607

RM678 total

includes taxes & fees

12 Oct - 13 Oct

A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".

A spacious living room with a fireplace, comfortable seating, and elegant chandeliers.

A modern living room with a sofa, armchairs, a coffee table, and a wine rack.

A long dining table set with white tableware, flanked by windows and a skylight.

2. Inn on Boltwood

Amherst

RM842

RM940 total

includes taxes & fees

1 Nov - 2 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 modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

A hotel room with a bed, a TV on a wooden stand, a sofa, a small table, and a lamp.

3. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Fun family adventures await with an indoor pool and Netflix, just steps from Spare Time Bowling for endless entertainment.

RM587

RM656 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

4. Homewood Suites by Hilton Hadley Amherst

Hadley

RM633

RM707 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

5. The Ellery

Northampton

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

RM517

RM578 total

includes taxes & fees

28 Oct - 29 Oct

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

6. Comfort Inn & Suites Hadley - Amherst

Hadley

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

RM490

RM548 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

7. The Yankee Inn

Lenox

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

RM433

RM484 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

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

A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

8. Courtyard by Marriott Hadley Amherst

Hadley

RM585

RM653 total

includes taxes & fees

26 Oct - 27 Oct

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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 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

RM517

RM578 total

includes taxes & fees

28 Oct - 29 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

RM433

RM484 total

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 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.

A lakeside dock with kayaks and a covered boat ramp.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

RM479

RM535 total

includes taxes & fees

10 Nov - 11 Nov

Comfort Inn & Suites Hadley - Amherst

Hadley

RM490

RM548 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

D. Hotel Suites & Spa

Holyoke

RM497

RM581 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

Pittsfield

RM404

RM452 total

includes taxes & fees

9 Nov - 10 Nov

An outdoor seating area with Adirondack chairs and potted plants.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

Cozy Corner Motel

Williamstown

RM305

RM360 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

The Cornell Inn, Lenox & The Berkshires

Lenox

RM627

RM719 total

includes taxes & fees

27 Oct - 28 Oct

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

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

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

Williamstown Motel

Williamstown

RM327

RM366 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a fireplace, red curtains, and a wooden dining table.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

A registration desk with a sign above it, a receptionist, and several people standing in line.

A hotel room with two beds, a dining table with a plate of food, a glass of water, and a bottle of wine.

Hotel UMass

Amherst

RM448

RM506 total

includes taxes & fees

26 Oct - 27 Oct

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