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
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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 lakeside lodge with a dock, fishing rods, and outdoor seating.
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.
￥20,346
￥22,726 total
includes taxes & fees
Sep 14 - Sep 15
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

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.
￥20,095
￥22,447 total
includes taxes & fees
Sep 20 - Sep 21
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.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

3. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
￥29,682
￥33,155 total
includes taxes & fees
Aug 31 - Sep 1
Element by Marriott Lenox Berkshires
A room with a ping pong table, arcade games, and vending machines.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A multi-story hotel with balconies, a pond with rocks, and a clear sky.

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
￥18,513
￥23,772 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Club Vacations Oak 'n Spruce Resort
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.
A banquet hall with round tables set for a formal event, featuring white tablecloths, silverware, and floral centerpieces.
A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.

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.
￥18,829
￥21,031 total
includes taxes & fees
Sep 20 - Sep 21
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 bathroom with a toilet, sink, mirror, and towel rack.
A hotel room with a bed, a desk, and two wall-mounted lamps.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

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.
￥10,625
￥11,868 total
includes taxes & fees
Sep 10 - Sep 11
Econo Lodge Lee - Great Barrington
A bedroom with a bed, a dresser, a chair, and a window.
A small house with a deck, outdoor seating, and string lights.
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen visible in the background.
A room with a white desk, two white chairs, a bookshelf, and a window with a view of trees.

7. Stylish Mid-century Modern Berkshires Cape

Stylish Mid-century Modern Berkshires Cape
Lee
￥80,460
￥138,125 total
includes taxes & fees
Sep 2 - Sep 3
Stylish Mid-century Modern Berkshires Cape

8. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Lenox
￥38,877
￥54,561 total
includes taxes & fees
Sep 14 - Sep 15
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
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 a coffee machine, a water dispenser, and a sign indicating the fitness center.
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.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

9. 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.
￥18,035
￥20,145 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Plus Berkshire Hills Inn & Suites
A room with multiple arcade games, including 'American Idol' and 'Toy Taxi'.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
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 Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

10. 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.
￥30,799
￥34,403 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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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 lakeside lodge with a dock, fishing rods, and outdoor seating.
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
￥20,346
￥22,726 total
includes taxes & fees
Sep 14 - Sep 15
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A snack bar with shelves of snacks and a refrigerated display.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
￥20,095
￥22,447 total
includes taxes & fees
Sep 20 - Sep 21
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.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
￥29,682
￥33,155 total
includes taxes & fees
Aug 31 - Sep 1
Element by Marriott Lenox Berkshires
A serene riverside view with a stone bridge, reflecting trees and buildings.
A café with a display case, a frozen food section, and a marketplace sign.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
￥18,513
￥23,772 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Club Vacations Oak 'n Spruce Resort
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 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.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
￥10,625
￥11,868 total
includes taxes & fees
Sep 10 - Sep 11
Econo Lodge Lee - Great Barrington
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.
A banquet hall with round tables set for a formal event, featuring white tablecloths, silverware, and floral centerpieces.
A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
￥18,829
￥21,031 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"The staff were all very nice and polite."
ella 1-night trip
Posted 4 hours ago
Hampton Inn & Suites Berkshires-Lenox
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 6 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 17 hours ago
The Yankee Inn
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

8/10 Good
"If you’re looking for a bohemian, artsy experience, look no further! We stayed in the African room (note it’s in a separate building and up a narrow flight of stairs if you have mobility issues. We didn’t so it was fine). Eclectic decor from a mix of decades, truly unique and special! If you like modern and updated this isn’t for you but if you want a unique experience this is a great choice!"
Julia 1-night trip
Posted 1 day ago
Whistler's Inn Bed & Breakfast
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"The motel is in a great location. You could walk to everything. The room was clean and comfortable although the air conditioning in the room didn't work very well. The fan ran but it didn't cool the room."
Jen 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lenox

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 Shakespeare and Company. Make sure you have lots of time for activities like Tanglewood Music Center and The Mount.

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