A large stone church with a tall bell tower and arched windows.

Family friendly Hotels in Great Barrington, Massachusetts

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Check availability on Great Barrington Family friendly Hotels

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Great Barrington family-friendly hotels

A room with multiple arcade games, including 'American Idol' and 'Toy Taxi'.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

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 cozy rooms—all nestled near Ski Butternut.
P9,018
P10,073 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A modern hotel lobby with seating areas, tables, and a reception desk.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A modern bathroom with a large mirror, a sink, and a shower.

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
P6,214
P6,941 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.
A row of white plastic chairs on a covered outdoor area with a white building in the background.
A bathroom with a white tiled floor, a wooden vanity with drawers, a white toilet, a bathtub, and a shower with a handheld showerhead.
A hotel room with a wooden dresser, a television, a microwave, and a mirror.

3. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
P3,756
P4,196 total
includes taxes & fees
Nov 8 - Nov 9
Monument Mountain Motel
A large house with a balcony and a grassy yard.
A bathroom with a toilet, a shower with glass doors, and a towel rack with towels.
A two-story building with a gabled roof and a chimney.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

4. The Little Lion

The Little Lion
Great Barrington
P6,496
P7,256 total
includes taxes & fees
Nov 8 - Nov 9
The Little Lion
A modern bathroom with a white sink, black faucet, and a round mirror.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.

5. East Rock Inn

East Rock Inn
Great Barrington
P8,628
P9,638 total
includes taxes & fees
Nov 8 - Nov 9
East Rock Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.
A modern bathroom with a white sink, a toilet, and a bathtub.
A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.
A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
  • Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cribs in immaculately clean rooms.
P4,959
P5,540 total
includes taxes & fees
Oct 18 - Oct 19
Travelodge by Wyndham Great Barrington Berkshires
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A white two-story house with a front door, windows, and a chimney.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
P18,201
P21,963 total
includes taxes & fees
Nov 8 - Nov 9
The Old Inn On The Green
A room with a foosball table, arcade games, and a large dartboard.
A building with a porch and multiple windows, surrounded by purple flowers.
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.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
P7,343
P9,430 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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 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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
P7,417
P8,285 total
includes taxes & fees
Nov 2 - Nov 3
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
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.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

10. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Family memories made easy with an indoor pool, firepit, and cozy spaces just minutes from Bousquet Ski Area.
P7,885
P8,808 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
View all properties

Choose what matters most at family-friendly hotels in Great Barrington

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Great Barrington Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Clean room, very friendly and accommodating staff and free parking"
Alana 2-night trip
Posted 23 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"
Joanne 1-night trip
Posted 1 day ago
The Red Lion Inn
The Little Lion

The Little Lion

10/10 Excellent
"Simple place. Darling."
Robert 1-night trip
Posted 1 day ago
The Little Lion
Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Super clean and cozy and safe"
Andrea 1-night trip
Posted 2 days ago
Monument Mountain Motel
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."
Leslie 2-night trip
Posted 2 days ago
Quality Inn Great Barrington
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

10/10 Excellent
"The owners and staff are very helpful. The rooms are comfortable and clean."
Mark 4-night trip
Posted 6 days ago
Travelodge by Wyndham Great Barrington Berkshires

Frequently asked questions

What's Great Barrington like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Great Barrington is a good choice. The entertainment, cafes, and hiking trails are just a few things that make this an attractive spot for a family vacation. Arrange a flight into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the city center.
What's the best accommodation for a family trip to Great Barrington?
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Travelodge by Wyndham Great Barrington Berkshires is another good option for your family trip.
When's the best time to book a family-friendly vacation in Great Barrington?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Great Barrington?
While you are visiting Great Barrington, you might want to round up the kiddos and make time to see interesting attractions such as Ski Butternut and Catamount Ski Area. Make sure you have lots of time for activities like Art et Industrie and Naumkeag Museum.

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