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

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Check availability on Lenox Family Hotels

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

Our top choices for Lenox family-friendly hotels

Indoor pool

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (116 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
The price is ￥27,658
￥30,894 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lobby lounge

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (27 reviews)
The price is ￥32,833
￥36,675 total
includes taxes & fees
Jul 19 - Jul 20
Element by Marriott Lenox Berkshires
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is ￥32,267
￥36,042 total
includes taxes & fees
Jul 1 - Jul 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
The price is ￥24,099
￥26,918 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Arcade

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (916 reviews)
The price is ￥23,872
￥29,827 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (669 reviews)
  • cleanliness
    Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
The price is ￥14,985
￥16,738 total
includes taxes & fees
Jul 14 - Jul 15
Econo Lodge Lee - Great Barrington
Smart TV, fireplace, video games, table tennis

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
The price is ￥76,827
￥139,293 total
includes taxes & fees
Jul 6 - Jul 7
Spacious 5-bedroom house in charming Lee with WiFi
Property grounds

Enjoy comfortable elegance in this secluded grand home located in town

Enjoy comfortable elegance in this secluded grand home located in town
Lenox
10.0 out of 10, Exceptional, (79 reviews)
The price is ￥97,044
￥123,935 total
includes taxes & fees
Jul 19 - Jul 20
Enjoy comfortable elegance in this secluded grand home located in town
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is ￥19,279
￥21,535 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Plus Berkshire Hills Inn & Suites
BBQ/picnic area

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (328 reviews)
The price is ￥14,395
￥16,079 total
includes taxes & fees
Jun 30 - Jul 1
Williamstown Motel
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.
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Choose what matters most at family-friendly hotels in Lenox

Pool
Breakfast included

Family-friendly hotels with free breakfast in Lenox

Lobby lounge
Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (27)
The price is ￥32,833
￥36,675 total
includes taxes & fees
Jul 19 - Jul 20
Element by Marriott Lenox 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.
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Top Lenox Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Well-located just off main street and a block from restaurants and shops. Rooms were spacious and clean. Reception staff were helpful. Breakfast a good way to start the day with decent choices. Reasonably priced, given the area."
David 2-night trip
Posted 23 hours ago
Quality Inn Great Barrington

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