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Check availability on Lenox Family Hotels

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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$4,023
NT$4,493 total
includes taxes & fees
Sep 28 - Sep 29
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$4,007
NT$4,476 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

3. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$6,152
NT$6,872 total
includes taxes & fees
Sep 16 - Sep 17
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$3,246
NT$4,245 total
includes taxes & fees
Sep 14 - Sep 15
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$3,734
NT$4,170 total
includes taxes & fees
Sep 13 - Sep 14
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$2,065
NT$2,306 total
includes taxes & fees
Sep 29 - Sep 30
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$2,845
NT$3,178 total
includes taxes & fees
Sep 10 - Sep 11
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$5,963
NT$6,660 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$2,682
NT$2,995 total
includes taxes & fees
Sep 13 - Sep 14
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$4,023
NT$4,493 total
includes taxes & fees
Sep 28 - Sep 29
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$4,007
NT$4,476 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$6,152
NT$6,872 total
includes taxes & fees
Sep 16 - Sep 17
Element by Marriott Lenox Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,246
NT$4,245 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
NT$3,734
NT$4,170 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
NT$2,065
NT$2,306 total
includes taxes & fees
Sep 29 - Sep 30
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 Red Lion Inn

The Red Lion Inn

8/10 Good
"The Inn is very welcoming with a broad front porch filled with wicker chairs and rockers. Inside there are many sitting rooms, a restaurant and tavern, gift and floral shops and access to an outdoor pool. Well loved antiques are everywhere for comfortable seating throughout the property. Rooms facing the streets can be noisy with traffic. Lots of atmosphere, history and great location for shopping, sightseeing and dining."
Catherine 7-night trip
Posted 5 hours ago
The Red Lion Inn
The Yankee Inn

The Yankee Inn

10/10 Excellent
"On an overpriced holiday weekend in the Berkshires, Yankee Inn was a great balance of price and amenities. The indoor pool was nicer than most, and the hot tub was great. Outdoor pool was a bit oddly placed between the parking lot and the main road, but nice as well. Both very clean. Room was spacious and clean, beds were comfortable, though I think they were doubles rather than queens. The included breakfast was on the very good end of standard - the fruit was fresh and delicious, there were both eggs and waffles, plus cereal, yogurt, bacon/sausage. Meh on the pastries, and the coffee was terribly watery. My true only gripe is that there was truly not a single place to hang wet bathing suits that didn't result in them dripping all over the floor. Had we been on the 2nd floor, we would have had an outside railing, but on the first floor there was none. With 4 people using the pool and hot tub, it was an annoyance. Overall, great place for a quick stay."
Emily 2-night trip
Posted 15 hours ago
The Yankee Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Clean spacious suite"
Joan 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Berkshires-Lenox
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Stayed for only one night after Tanglewood concert. Clean, modern room. Close driving proximity to everything. Friendly staff checking in and out. I’d stay here again."
Louise 1-night trip
Posted 15 hours ago
Courtyard by Marriott Lenox Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Nice and conveniently located"
Lina 3-night trip
Posted 18 hours ago
Hotel Downstreet, an Ascend Collection Hotel
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"great value"
Horace 1-night trip
Posted 2 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 8 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 8 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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