The Best Family Hotels in Lenox, MA from NT$2,243 in 2026 | Expedia

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

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

Jul 19 - Jul 20

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Jul 20 - Jul 21

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Jul 24 - Jul 26

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Our top choices for Lenox family-friendly hotels

Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.

NT$5,935 total

includes taxes & fees

Jul 23 - Jul 24

Indoor pool

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$6,139 total

includes taxes & fees

Jul 26 - Jul 27

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

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$4,264 total

includes taxes & fees

Aug 2 - Aug 3

Lobby

Element by Marriott Lenox Berkshires

Lenox

NT$8,270 total

includes taxes & fees

Jul 27 - Jul 28

Restaurant

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$4,685 total

includes taxes & fees

Jul 26 - Jul 27

Arcade

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

South Lee

NT$7,205 total

includes taxes & fees

Jul 29 - Jul 30

In-room dining

Econo Lodge Lee - Great Barrington

Lee

Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.

NT$3,039 total

includes taxes & fees

Aug 13 - Aug 14

Desk, iron/ironing board, WiFi (free), bed sheets

FairBridge Inn Express

Pittsfield

NT$2,243 total

includes taxes & fees

Aug 2 - Aug 3

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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

Indoor pool

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

Pittsfield

NT$6,139 total

includes taxes & fees

Jul 26 - Jul 27

Lobby

Element by Marriott Lenox Berkshires

Lenox

NT$8,270 total

includes taxes & fees

Jul 27 - Jul 28

Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

NT$5,935 total

includes taxes & fees

Jul 23 - Jul 24

Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

NT$4,685 total

includes taxes & fees

Jul 26 - Jul 27

Property amenity

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

South Lee

NT$7,205 total

includes taxes & fees

Jul 29 - Jul 30

View all properties

Top Lenox Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good

"Dinner in the main dining room was amazing! Food delicious and staff attentive. We stayed in the Stephen’s House and arrived in the dark. It was not well lighted and 184 was up a huge flight of stairs. We had to haul up too many bags! We would have done a sm. 1 night bag If we had known this was a second floor. Beds were very uncomfortable soft and towels with stains. The kitchen area was without a refrigerator turned on and no ice. The front desk attendant was very efficient and ran some ice over! We love Red Lion Inn and found some things a bit off this time."

FairBridge Inn Express

FairBridge Inn Express

8/10 Good

"Room was clean and in excellent condition - apparently they have totally renovated since earlier reviews that mentioned severe problems. The exterior could use some paint, but the room was perfectly clean and fairly spacious. All the little things, like good A/C, shower temp/pressure, a working mini-fridge, etc., were completely fine. Complaints: I couldn't get the WiFi to work. Also: it's not in the most scenic part of Pittsfield, but it's just minutes from the nicer areas, and a short walk to fast food or decent chain restaurants like Friendlys, Applebees, and Starbucks."

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"This was a beautiful hotel close to the best part of North Adams. The gallery on the lobby floor gives it an upscale vibe but without too high a price tag. It was very convenient for our college visit to Williams College. It was very quiet even directly across from the elevator. The beds were very comfortable. The coffee was good. But,my one note would be there wasn't anything else offered for breakfast that my picky eater teenager would eat."

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

10/10 Excellent

"Lovely historic home filled with books and artwork, and many outdoor spaces to sit and enjoy the property. Breakfast was wonderful with caring attention paid to guests needs and wishes. It was also a nice time to sit and talk with other inn guests and learn of area places of interest to see/visit. Room was comfortable, not large, with small, very clean en-suite bath. Owner’s dog was sweet to greet us in the morning! Was not able to connect with wifi in our room but not a bad thing to be without for a relaxing stay for the weekend, and the library gave us more than enough to read and enjoy. Not sure how accessible it is for disabled guests- so recommend checking that out from the start. Would return!"

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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