A town hall with a central dome and columns, surrounded by trees and people.

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Check availability on Lenox Family Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Lenox family-friendly hotels

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.

1. 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.
NT$4,034
NT$4,506 total
includes taxes & fees
Sep 27 - Sep 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
NT$4,018
NT$4,488 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

3. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$6,170
NT$6,892 total
includes taxes & fees
Sep 13 - Sep 14
Element by Marriott Lenox Berkshires
A room with a foosball table, arcade games, and a large dartboard.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A building with a porch and multiple windows, surrounded by purple flowers.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,246
NT$4,245 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Club Vacations Oak 'n Spruce Resort
A buffet area with a counter, food items, and a beverage station.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

5. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
NT$3,734
NT$4,170 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A bathroom with a toilet, sink, mirror, and towel rack.
A hotel room with a bed, a desk, and two wall-mounted lamps.

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
  • Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
NT$2,071
NT$2,313 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Lee - Great Barrington
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

7. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
  • Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
NT$2,845
NT$3,178 total
includes taxes & fees
Sep 8 - Sep 9
Best Western Plus Berkshire Hills Inn & Suites
A room with multiple arcade games, including 'American Idol' and 'Toy Taxi'.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

8. 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.
NT$5,083
NT$5,678 total
includes taxes & fees
Sep 10 - Sep 11
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.
A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.
A modern bathroom with a white sink, a toilet, and a bathtub.
A living room with a patterned carpet, two sofas, a dining table, and chairs.

9. 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.
NT$2,689
NT$3,004 total
includes taxes & fees
Sep 7 - Sep 8
Travelodge by Wyndham Great Barrington Berkshires
View all properties

Choose what matters most at family-friendly hotels in Lenox

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Lenox

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
NT$4,034
NT$4,506 total
includes taxes & fees
Sep 27 - Sep 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
NT$4,018
NT$4,488 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$6,170
NT$6,892 total
includes taxes & fees
Sep 13 - Sep 14
Element by Marriott Lenox Berkshires
A building with a porch and multiple windows, surrounded by purple flowers.
A café with a display case, a frozen food section, and a marketplace sign.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,246
NT$4,245 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Club Vacations Oak 'n Spruce Resort
A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
NT$3,734
NT$4,170 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A motel with multiple rooms, a well-maintained lawn, and a stone pathway.
A hotel room with a bed, a desk, and two wall-mounted lamps.

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
NT$2,071
NT$2,313 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Lee - Great Barrington
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.
View all properties

Top Lenox Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Enjoyed our stay and would highly recommend!"
Roger 2-night trip
Posted 9 hours ago
Vacation Village in the Berkshires
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"everything was great"
Scott 3-night trip
Posted 13 hours ago
Courtyard by Marriott Lenox Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
Colleen And mark 2-night trip
Posted 2 days ago
The Red Lion Inn
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."
Janet 1-night trip
Posted 3 days ago
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Stay again"
irene 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

10/10 Excellent
"Very nice place. Very comfortable firm mattress. The room lights could have been brighter. Very good breakfast and excellent coffee. Easy walk to town. All in all highly recommended."
David 2-night trip
Posted 6 days ago
Whistler's Inn Bed & Breakfast

Frequently asked questions

What's Lenox like for family-friendly vacations?
The destination of Lenox is a great choice if you've been thinking about a vacation with your kids. The entertainment, museums, and interesting architecture are just a few things that make this an attractive place for families. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 22.3 mi (35.8 km) from the city center.
When's the best time to book a family-friendly vacation in Lenox?
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 27°F. The snowiest months in Lenox 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 Lenox?
While you and your family are vacationing in Lenox, you might want to visit some family-friendly attractions such as Lenox Library and Ventfort Hall Mansion and Gilded Age Museum. Make sure you have lots of time for activities like Shakespeare and Company and Tanglewood Music Center.

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