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Check availability on Lenox Family Hotels

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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$4,051
NT$4,525 total
includes taxes & fees
Sep 24 - Sep 25
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$3,749
NT$4,188 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

3. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$6,190
NT$6,914 total
includes taxes & fees
Sep 10 - Sep 11
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$3,257
NT$4,259 total
includes taxes & fees
Sep 16 - Sep 17
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$3,749
NT$4,188 total
includes taxes & fees
Sep 7 - Sep 8
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$2,200
NT$2,457 total
includes taxes & fees
Sep 13 - Sep 14
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$2,854
NT$3,188 total
includes taxes & fees
Sep 7 - Sep 8
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$5,099
NT$5,696 total
includes taxes & fees
Sep 9 - Sep 10
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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$2,701
NT$3,017 total
includes taxes & fees
Sep 7 - Sep 8
Travelodge by Wyndham Great Barrington 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$4,051
NT$4,525 total
includes taxes & fees
Sep 24 - Sep 25
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$3,749
NT$4,188 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$6,190
NT$6,914 total
includes taxes & fees
Sep 10 - Sep 11
Element by Marriott Lenox Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,257
NT$4,259 total
includes taxes & fees
Sep 16 - Sep 17
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
NT$3,749
NT$4,188 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
NT$2,200
NT$2,457 total
includes taxes & fees
Sep 13 - Sep 14
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.
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Top Lenox Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"I did have some difficulty finding outlets for my phone and electronics chargers. The only spot was near the bathroom sink, which is not ideal. Breakfast was great; lots of choices and more than I expected. There was a little noise from the upstairs guest, which woke me out of a sound sleep. I didn't realize my room was direct to the outside and in the future, would choose a room inside the main building for security reasons. Convenient location and price was reasonable. I do plan to come back and utilize the amenities more."
Alison 1-night trip
Posted 3 hours ago
The Yankee Inn
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 5 hours 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 1 day ago
FairBridge Inn Express
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Nice hotel."
Tracy 1-night trip
Posted 2 days ago
Courtyard by Marriott Lenox Berkshires
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Stay again"
irene 1-night trip
Posted 4 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 4 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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