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 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Lenox family-friendly hotels

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$4,058
NT$4,532 total
includes taxes & fees
Sep 23 - Sep 24
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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$3,755
NT$4,195 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

3. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$5,665
NT$6,327 total
includes taxes & fees
Sep 7 - Sep 8
Element by Marriott Lenox Berkshires

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,723
NT$4,781 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Club Vacations Oak 'n Spruce Resort

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$3,787
NT$4,230 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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$2,205
NT$2,463 total
includes taxes & fees
Sep 10 - Sep 11
Econo Lodge Lee - Great Barrington

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$3,653
NT$4,080 total
includes taxes & fees
Sep 22 - Sep 23
Best Western Plus Berkshire Hills Inn & Suites

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$5,113
NT$5,711 total
includes taxes & fees
Sep 8 - Sep 9
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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
NT$4,058
NT$4,532 total
includes taxes & fees
Sep 23 - Sep 24
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
NT$3,755
NT$4,195 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$5,665
NT$6,327 total
includes taxes & fees
Sep 7 - Sep 8
Element by Marriott Lenox Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,723
NT$4,781 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
NT$3,787
NT$4,230 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
NT$2,205
NT$2,463 total
includes taxes & fees
Sep 10 - Sep 11
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
Daniel 2-night trip
Posted 14 hours ago
The Red Lion Inn
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
Anne 1-night trip
Posted 22 hours ago
The Yankee Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"We were there for one night and it worked out great. Nice breakfast!"
Erlinde 1-night trip
Posted 3 days ago
Hampton Inn & Suites Berkshires-Lenox
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

10/10 Excellent
"Amazing and unique experience !"
Tobias 1-night trip
Posted 4 days ago
Whistler's Inn Bed & Breakfast
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 6 days ago
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 6 days 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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