Family hotels in Berkshire County

Weather

JAN
0.6°
-7.1°
90mm
9 days
FEB
1.7°
-6.9°
110mm
11 days
MAR
5.9°
-3.4°
88mm
10 days
APR
13.3°
2.2°
128mm
12 days
MAY
20.2°
9.2°
110mm
12 days
JUN
23.8°
14.2°
123mm
10 days
JUL
26.5°
17.8°
156mm
10 days
AUG
25.6°
16.9°
119mm
10 days
SEP
22.2°
13.8°
113mm
8 days
OCT
16.2°
8.1°
132mm
10 days
NOV
8.2°
0.9°
99mm
9 days
DEC
3.2°
-3°
129mm
11 days
Airplane

Main airports

    • Albany International Airport,
    • Bradley International Airport
grand room, 3 bedrooms | in-room safe, iron/ironing board, free cots/infant beds, wifi
grand room, 3 bedrooms | room amenity
in-room safe, iron/ironing board, free cots/infant beds, wifi
standard room (bed type not guaranteed) | in-room safe, iron/ironing board, free cots/infant beds, wifi
grand room, 2 bedrooms | in-room safe, iron/ironing board, free cots/infant beds, wifi
room, 2 bedrooms (lodge) | in-room safe, iron/ironing board, free cots/infant beds, wifi

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
South Lee, United States

85
Spacious rooms, multiple pools, and tons of kids' activities make this resort perfect for a family getaway.
spacious family room
kids activities
good for families
summary generated by AI from verified family reviews
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standard studio suite | living area | flat-screen tv
combined shower/bathtub, hair dryer, towels
flat-screen tv
standard suite, 2 bedrooms | blackout curtains, iron/ironing board, free wifi, bed sheets
blackout curtains, iron/ironing board, free wifi, bed sheets
blackout curtains, iron/ironing board, free wifi, bed sheets

Club Wyndham Bentley Brook
Hancock, United States

82
Spacious rooms, excellent customer service, quiet and safe, great kids' amenities and activities. Ideal for a family getaway.
kids stay free
spacious family room
quiet neighbourhood
safe neighbourhood
kids activities
summary generated by AI from verified family reviews
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room, 2 queen beds | desk, iron/ironing board, free cots/infant beds, rollaway beds
room, 2 queen beds | desk, iron/ironing board, free cots/infant beds, rollaway beds
desk, iron/ironing board, free cots/infant beds, rollaway beds
room, 2 queen beds | desk, iron/ironing board, free cots/infant beds, rollaway beds
desk, iron/ironing board, free cots/infant beds, rollaway beds
room, 1 king bed with sofa bed | desk, iron/ironing board, free cots/infant beds, rollaway beds

Courtyard by Marriott Lenox Berkshires
Lenox, United States

78
Families love the indoor pool, hot tub, and outdoor fire pit at this hotel, along with the exceptional service provided by the friendly staff.
childrens pool
good for families
summary generated by AI from verified family reviews
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deluxe room, 1 king bed, fireplace | desk, iron/ironing board, rollaway beds, free wifi
superior room, 1 king bed, jetted tub | jetted bathtub
deluxe room, 1 king bed, fireplace | jetted bathtub
desk, iron/ironing board, rollaway beds, free wifi
standard room, 2 double beds | desk, iron/ironing board, rollaway beds, free wifi
deluxe room, 1 king bed, fireplace | desk, iron/ironing board, rollaway beds, free wifi

Yankee Inn
Lenox, United States

77
Spacious rooms, indoor and outdoor pools, hot tub, and a great location near restaurants, shops, and attractions. Perfect for families!
connecting rooms
spacious family room
childrens pool
close to attractions
summary generated by AI from verified family reviews
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in-room safe, desk, blackout curtains, iron/ironing board
free toiletries, hair dryer, towels
in-room safe, desk, blackout curtains, iron/ironing board
in-room safe, desk, blackout curtains, iron/ironing board
in-room safe, desk, blackout curtains, iron/ironing board
free toiletries, hair dryer, towels

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington, United States

77
Friendly staff, fantastic pool and hot tub, small arcade, and convenient location near Butternut Ski Resort make this hotel a great family choice.
kids stay free
connecting rooms
good for families
childrens pool
kids activities
close to attractions
summary generated by AI from verified family reviews
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one king bed, non-smoking, accessible | view from room
one king studio sofabed non smoking | view from room
desk, blackout curtains, iron/ironing board, free cots/infant beds
room, 2 queen beds, accessible, non smoking | view from room
one king bed, non-smoking, accessible | desk, blackout curtains, iron/ironing board, free cots/infant beds
desk, blackout curtains, iron/ironing board, free cots/infant beds

Hampton Inn & Suites Berkshires-Lenox
Lenox, United States

74
Clean, comfortable and family-friendly hotel with a pool, perfect for exploring the Berkshires.
connecting rooms
good for families
good value
summary generated by AI from verified family reviews
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lcd tv, mp3 dock
bathroom shower
room, 1 king bed, non smoking | in-room safe, iron/ironing board, free cots/infant beds, rollaway beds
in-room safe, iron/ironing board, free cots/infant beds, rollaway beds
in-room safe, iron/ironing board, free cots/infant beds, rollaway beds
room, 1 king bed, non smoking | view from room

Hilton Garden Inn Lenox Pittsfield
Pittsfield, United States

61
Along with an indoor pool, this smoke-free hotel has a restaurant and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli, and a 24-hour business center are onsite.
connecting rooms
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standard room, 2 queen beds | premium bedding, minibar, in-room safe, desk
premier room, 1 king bed | bathroom | free toiletries, towels
premier room, 2 queen beds | premium bedding, minibar, in-room safe, desk
standard room, 2 queen beds | premium bedding, minibar, in-room safe, desk
standard room, 1 queen bed | premium bedding, minibar, in-room safe, desk
premier room, 1 king bed | premium bedding, minibar, in-room safe, desk

Hotel On North
Pittsfield, United States

58
Charming boutique hotel in the Berkshires with spacious rooms, a game room, and convenient location near tourist spots, museums, cafes, and restaurants.
spacious family room
kids activities
close to attractions
onsite restaurant
summary generated by AI from verified family reviews
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minibar, in-room safe, desk, iron/ironing board
combined shower/bathtub, free toiletries, hair dryer, dressing gowns
minibar, in-room safe, desk, iron/ironing board
minibar, in-room safe, desk, iron/ironing board
one bedroom suite | minibar, in-room safe, desk, iron/ironing board
minibar, in-room safe, desk, iron/ironing board

The Porches Inn
North Adams, United States

57
Along with an outdoor pool, this hotel has a 24-hour fitness center and a bar/lounge. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a sauna, a business center, and concierge services.
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free toiletries, hair dryer, towels, soap
premium bedding, pillow-top beds, in-room safe, desk
premium bedding, pillow-top beds, in-room safe, desk
premium bedding, pillow-top beds, in-room safe, desk
free toiletries, hair dryer, towels, soap
free toiletries, hair dryer, towels, soap

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Great Barrington, United States

56
Spacious, clean rooms, warm indoor pool and hot tub, and a complimentary breakfast make this hotel perfect for families.
connecting rooms
spacious family room
childrens pool
onsite restaurant
close to attractions
summary generated by AI from verified family reviews
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premium bedding, down duvets, pillow-top beds, individually decorated
premium bedding, down duvets, pillow-top beds, individually decorated
premium bedding, down duvets, pillow-top beds, individually decorated
premium bedding, down duvets, pillow-top beds, individually decorated
premium bedding, down duvets, pillow-top beds, individually decorated
standard room, 1 queen bed, private bathroom (#6) | premium bedding, down duvets, pillow-top beds, individually decorated

Garden Gables Inn
Lenox, United States

56
This smoke-free hotel features a seasonal outdoor pool, a meeting room, and concierge services. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a library, tour/ticket assistance, and a garden are onsite.
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desk, laptop workspace, iron/ironing board, free wifi
combined shower/bathtub, free toiletries, hair dryer, towels
suite, 2 queen beds | desk, laptop workspace, iron/ironing board, free wifi
desk, laptop workspace, iron/ironing board, free wifi
suite, 1 king bed | desk, laptop workspace, iron/ironing board, free wifi
combined shower/bathtub, free toiletries, hair dryer, towels

Fairfield Inn & Suites by Marriott Williamstown
Williamstown, United States

56
Along with an indoor pool, this smoke-free hotel has a 24-hour fitness center and a bar/lounge. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a spa tub, a business center, and conference space. Change of towels is available on request.
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individually furnished, blackout curtains, iron/ironing board, free wifi
free toiletries, hair dryer, towels, soap
individually furnished, blackout curtains, iron/ironing board, free wifi
individually furnished, blackout curtains, iron/ironing board, free wifi
superior room | individually furnished, blackout curtains, iron/ironing board, free wifi
standard room | individually furnished, blackout curtains, iron/ironing board, free wifi

Gedney Farm
Great Barrington, United States

56
A restaurant, a bar/lounge, and a refrigerator in a common area are available at this hotel. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include conference space, wedding services, and a garden.
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berkshire king | premium bedding, down duvets, pillow-top beds, in-room safe
designer toiletries, hair dryer, dressing gowns, towels
premium bedding, down duvets, pillow-top beds, in-room safe
berkshire two double | premium bedding, down duvets, pillow-top beds, in-room safe
premium bedding, down duvets, pillow-top beds, in-room safe
premium bedding, down duvets, pillow-top beds, in-room safe

The Orchards Hotel
Williamstown, United States

55
This smoke-free hotel features a fitness center, coffee/tea in a common area, and a seasonal outdoor pool. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, conference space, and concierge services are onsite.
kids stay free
connecting rooms
Add dates to check price & availability
suite, multiple beds, non smoking, fireplace (with sofabed) | in-room safe, individually decorated, individually furnished, desk
combined shower/bathtub, free toiletries, hair dryer, towels
in-room safe, individually decorated, individually furnished, desk
standard room, 1 king bed, non smoking, refrigerator & microwave | in-room safe, individually decorated, individually furnished, desk
suite, multiple beds, non smoking, fireplace (with sofabed) | in-room safe, individually decorated, individually furnished, desk
in-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield, United States

55
A fitness center, a snack bar/deli, and a 24-hour business center are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Additionally, coffee/tea in a common area, a business center, and conference space are onsite.
kids stay free
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non lakeside superior room, 2 queen beds | premium bedding, desk, laptop workspace, blackout curtains
combined shower/bathtub, eco-friendly toiletries, hair dryer, towels
lakeside superior room, 1 king bed | premium bedding, desk, laptop workspace, blackout curtains
non lakeside standard room, 2 double beds | premium bedding, desk, laptop workspace, blackout curtains
premium bedding, desk, laptop workspace, blackout curtains
non lakeside standard room, 1 king bed | premium bedding, desk, laptop workspace, blackout curtains

The Black Swan Lee - Lenox, Ascend Hotel Collection
Lee, United States

54
Beautiful lakefront hotel with comfortable rooms, an excellent on-site Indian restaurant, and activities for kids.
kids stay free
connecting rooms
great views
onsite restaurant
kids activities
good for families with teens
summary generated by AI from verified family reviews
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marion slocomb suite, cottage | premium bedding, individually decorated, individually furnished
deluxe room, 1 queen bed | bathroom | free toiletries, towels
pearl davis suite, cottage | premium bedding, individually decorated, individually furnished
peerless room, carriage house | premium bedding, individually decorated, individually furnished
rosalyn elkan suite, cottage | premium bedding, individually decorated, individually furnished
bonner room, main inn  | premium bedding, individually decorated, individually furnished

Hampton Terrace Inn
Lenox, United States

54
This hotel features a bar/lounge, an outdoor tennis court, and a seasonal outdoor pool. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, a library, and free newspapers are onsite.
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room, 1 king bed, accessible | bathroom | combined shower/bathtub, eco-friendly toiletries, hair dryer, towels
hypo-allergenic bedding, laptop workspace, blackout curtains
room, 2 queen beds | hypo-allergenic bedding, laptop workspace, blackout curtains
combined shower/bathtub, eco-friendly toiletries, hair dryer, towels
combined shower/bathtub, eco-friendly toiletries, hair dryer, towels
hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet
North Adams, United States

53
Family-friendly hotel near Mass MoCA with a swimming pool. Clean, stylish rooms. Perfect for a North Adams getaway.
connecting rooms
close to attractions
childrens pool
summary generated by AI from verified family reviews
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main inn two queen suite | frette italian sheets, hypo-allergenic bedding, desk, iron/ironing board
main inn queen room  | bathroom | combined shower/bathtub, free toiletries, hair dryer, dressing gowns
main inn two twin room  | frette italian sheets, hypo-allergenic bedding, desk, iron/ironing board
village house queen suite | frette italian sheets, hypo-allergenic bedding, desk, iron/ironing board
main inn queen suite  | frette italian sheets, hypo-allergenic bedding, desk, iron/ironing board
village house king room | frette italian sheets, hypo-allergenic bedding, desk, iron/ironing board

The Red Lion Inn
Stockbridge, United States

53
Historic inn with charming ambience, excellent staff, great food and cocktails, and a well-maintained pool and hot tub area.
connecting rooms
good value
good for families with teens
good for families with adult kids
good for multi generational stay
summary generated by AI from verified family reviews
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deluxe triple room | blackout curtains, iron/ironing board, free wifi, bed sheets
quadruple room, 2 bathrooms | bathroom | combined shower/bathtub, hair dryer, towels
combined shower/bathtub, hair dryer, towels
deluxe triple room | blackout curtains, iron/ironing board, free wifi, bed sheets
deluxe triple room | blackout curtains, iron/ironing board, free wifi, bed sheets
quadruple room, 2 bathrooms | blackout curtains, iron/ironing board, free wifi, bed sheets

Berkshire Valley Inn
Williamstown, United States

41
Charming family-friendly inn with spacious rooms, a clean pool, and a welcoming atmosphere. Perfect for a relaxing family getaway.
spacious family room
good for young families
good value
summary generated by AI from verified family reviews
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