The Best Family Hotels in Lenox, MA from NT$2,233 in 2026

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Our top choices for Lenox family-friendly hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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$4,286 total

includes taxes & fees

Jul 16 - Jul 17

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$6,241 total

includes taxes & fees

Jul 27 - Jul 28

Williamstown Motel

Williamstown

NT$3,560 total

includes taxes & fees

Jul 15 - Jul 16

Element by Marriott Lenox Berkshires

Lenox

NT$8,234 total

includes taxes & fees

Jul 27 - Jul 28

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

FairBridge Inn Express

Pittsfield

NT$2,233 total

includes taxes & fees

Jul 27 - Jul 28

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

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

NT$7,685 total

includes taxes & fees

Jul 19 - Jul 20

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$4,664 total

includes taxes & fees

Jul 26 - Jul 27

Econo Lodge Lee - Great Barrington

Lee

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

NT$3,026 total

includes taxes & fees

Aug 3 - Aug 4

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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

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

Pittsfield

NT$6,241 total

includes taxes & fees

Jul 27 - Jul 28

Element by Marriott Lenox Berkshires

Lenox

NT$8,234 total

includes taxes & fees

Jul 27 - Jul 28

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

NT$7,685 total

includes taxes & fees

Jul 19 - Jul 20

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

NT$4,664 total

includes taxes & fees

Jul 26 - Jul 27

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

South Lee

NT$6,367 total

includes taxes & fees

Jul 29 - Jul 30

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Top Lenox Hotel Reviews

Howard Johnson by Wyndham Lenox

10/10 Excellent

"Maybe we got upgraded, but we had an extra sofabed which I wasn’t expecting, and the room was huge. Overall a very nice stay!"

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!"

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"The staff was incredibly helpful and made our weekend very enjoyable. With that being said there were a couple of minor issues that we suspect will be addressed. There were not enough towels by the pool after being told they were there. The hotel doesn’t have its own restaurant but there is an attached one you are subjected to their hours of operation. There are multiple restaurants to eat within walking distance."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"We felt warmly welcomed by the staff. Our room was lovely with the exception of being located at the front of the house. We could hear the traffic. The breakfast was delicious and freshly prepared. The woman serving us was very nice and efficient. We enjoyed our stay."

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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Check availability on Lenox Family Hotels

Our top choices for Lenox family-friendly hotels

Best Western Plus Berkshire Hills Inn & Suites