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Check availability on The Berkshires Family Hotels

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Our top choices for The Berkshires family-friendly hotels

1. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (937 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is ₩79,839
₩89,177 total
includes taxes & fees
Nov 3 - Nov 4
Monument Mountain Motel

2. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is ₩145,511
₩162,536 total
includes taxes & fees
Nov 6 - Nov 7
Berkshire Lake Lodge

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is ₩214,304
₩239,377 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for a travel stop-over."
United States
James
The price is ₩109,707
₩122,542 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (852 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is ₩110,720
₩123,674 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,004 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is ₩145,137
₩162,118 total
includes taxes & fees
Dec 2 - Dec 3
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice place to stay"
United States
Michael
The price is ₩156,075
₩200,415 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

8. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is ₩162,222
₩181,201 total
includes taxes & fees
Dec 3 - Dec 4
East Rock Inn

9. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is ₩231,449
₩258,528 total
includes taxes & fees
Nov 3 - Nov 4
Wilder House Berkshires

10. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"The location was good for our trip."
United States
Basil
The price is ₩153,408
₩171,363 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn

11. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is ₩386,854
₩466,813 total
includes taxes & fees
Nov 3 - Nov 4
The Old Inn On The Green

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (683 reviews)
"Great stay!"
United States
Vandhana
The price is ₩151,754
₩169,508 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Lenox Berkshires

13. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is ₩110,454
₩123,377 total
includes taxes & fees
Nov 9 - Nov 10
The Little Lion

14. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is ₩100,916
₩112,723 total
includes taxes & fees
Nov 25 - Nov 26
Quality Inn Great Barrington

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (253 reviews)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
United States
Yuguo
The price is ₩137,400
₩153,476 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

16. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is ₩180,087
₩201,158 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires

17. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,252 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is ₩110,327
₩153,037 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge

18. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (975 reviews)
"Very nice hotel"
United States
Philip
The price is ₩154,875
₩172,996 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
United States
Thomas
The price is ₩146,271
₩163,386 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites Berkshires-Lenox

20. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,060 reviews)
"A very good place to stay"
United States
Madhavi R
The price is ₩162,747
₩181,788 total
includes taxes & fees
Nov 29 - Nov 30
Berkshires Untold
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at family-friendly hotels in The Berkshires

Family-friendly hotels with free breakfast in The Berkshires

Family-friendly hotels with pools in The Berkshires

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about The Berkshires

Family friendly things to do in The Berkshires

The Berkshires is a paradise of family-friendly activities that make it a perfect getaway for those traveling with children. Start your adventure at the Berkshire Museum in Pittsfield, where interactive exhibits and live animal displays ignite curiosity and encourage learning. For outdoor enthusiasts, the picturesque Tanglewood Music Center offers not only concerts but also beautiful grounds for picnics and exploration, where kids can run freely and enjoy the fresh air. Take a family hike up to Mount Greylock, the highest peak in Massachusetts, where stunning vistas reward your efforts and photo opportunities . In the summer, the Lenox Town Beach provides a refreshing spot for swimming and relaxation, while families can also enjoy canoeing or paddleboarding on the serene waters of nearby lakes. When it comes to accommodations, the area around Lenox boasts charming family-friendly hotels like the Blantyre, which offers spacious rooms and a welcoming atmosphere ideal for families. After a day of adventure, unwind by the pool or indulge in the on-site dining, where kids' menus and attentive service ensure that everyone feels pampered. The Berkshires blends culture, nature, and comfort, creating an enriching experience for families looking to explore together.

Top The Berkshires Hotel Reviews