The Best Family Hotels in Lee, MA from NT$2,203 in 2026

A street lined with historic buildings, including a Morgan House restaurant.

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Our top choices for Lee family-friendly hotels

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

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

NT$4,052

NT$4,526 total

includes taxes & fees

Sep 28 - Sep 29

2. 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$6,181

NT$6,904 total

includes taxes & fees

Oct 4 - Oct 5

Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

NT$3,715

NT$4,770 total

includes taxes & fees

Sep 28 - Sep 29

Room, 1 Queen Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

Standard Room, 1 King Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

4. 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$2,458 total

includes taxes & fees

Sep 28 - Sep 29

Hypo-allergenic bedding available, desk, laptop workspace

5. 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$3,747

NT$4,185 total

includes taxes & fees

Oct 20 - Oct 21

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

In-room safe, desk, laptop workspace, blackout drapes

6. 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$3,359

NT$3,752 total

includes taxes & fees

Oct 18 - Oct 19

7. Element by Marriott Lenox Berkshires

Lenox

NT$5,366

NT$5,994 total

includes taxes & fees

Oct 18 - Oct 19

In-room safe, desk, cribs (free), rollaway beds (free)

Combined shower/tub, free toiletries, hair dryer, towels

Suite, 1 Bedroom, Non Smoking | In-room safe, desk, cribs (free), rollaway beds (free)

Suite, 2 Bedrooms, Non Smoking | In-room safe, desk, cribs (free), rollaway beds (free)

8. 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$2,381

NT$2,660 total

includes taxes & fees

Sep 23 - Sep 24

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Choose what matters most at family-friendly hotels in Lee

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Lee

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

NT$4,052

NT$4,526 total

includes taxes & fees

Sep 28 - Sep 29

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

NT$6,181

NT$6,904 total

includes taxes & fees

Oct 4 - Oct 5

Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

NT$3,715

NT$4,770 total

includes taxes & fees

Sep 28 - Sep 29

Econo Lodge Lee - Great Barrington

Lee

NT$2,200

NT$2,458 total

includes taxes & fees

Sep 28 - Sep 29

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

Pittsfield

NT$3,747

NT$4,185 total

includes taxes & fees

Oct 20 - Oct 21

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

NT$3,359

NT$3,752 total

includes taxes & fees

Oct 18 - Oct 19

Element by Marriott Lenox Berkshires

Lenox

NT$5,366

NT$5,994 total

includes taxes & fees

Oct 18 - Oct 19

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

NT$2,381

NT$2,660 total

includes taxes & fees

Sep 23 - Sep 24

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

NT$3,461

NT$3,866 total

includes taxes & fees

Oct 20 - Oct 21

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Family-friendly hotels with pools in Lee

Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

NT$3,715

NT$4,770 total

includes taxes & fees

Sep 28 - Sep 29

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

NT$6,181

NT$6,904 total

includes taxes & fees

Oct 4 - Oct 5

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

Pittsfield

NT$3,747

NT$4,185 total

includes taxes & fees

Oct 20 - Oct 21

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

NT$3,461

NT$3,866 total

includes taxes & fees

Oct 20 - Oct 21

Element by Marriott Lenox Berkshires

Lenox

NT$5,366

NT$5,994 total

includes taxes & fees

Oct 18 - Oct 19

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 Lee Hotel Reviews

Sunset Inn

8/10 Good

"We were in town for a show at Tanglewood in Lenox. Concert had been rescheduled with little notice; so it put us in a tight spot with no time to add time to being in the Berkshires. I just looked for an inexpensive overnight to just sleep before heading back home the following morning. I wasn't expecting much. We were pleasantly surprised. Our little room was clean and felt safe. We could open the windows! The bed and pillows were very comfortable. We slept great. The location was perfect; walked into town for a really good meal before heading to the show. The following morning breakfast restaurant just doors away was incredible! This hotel is out of the 60's in its character and charm. The one man operation is very efficient in responding to the check-in buzzer and to answering the phone for a quick question. We didn't use the shower or the TV; so I can't say anything about that."

Devonfield Inn B&B

10/10 Excellent

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Frequently asked questions

What's Lee like for family-friendly vacations?

The destination of Lee is a great choice if you've been thinking about a vacation with your kids. The lake views, museums, and libraries are just some of the things that make this an attractive family vacation spot. 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 23.7 mi (38.2 km) from the city center.

What's the best accommodation for a family vacation to Lee?

The Black Swan Lee - Lenox, an Ascend Collection Hotel is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Econo Lodge Lee - Great Barrington is another good choice for your stay with the kids.

When's the best time to book a family-friendly vacation in Lee?

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 Lee 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 Lee?

While you are vacationing in Lee, you and the family might want to see interesting spots such as Lee Premium Outlets and Lee Library. Make sure you have lots of time for activities like Berkshire Mountain Country Store and Animagic Museum of Animation.

Explore a world of travel with Expedia

Book Family Hotels in Lee on Expedia.com

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Change your mind

Treat yourself

Be picky

Check availability on Lee Family Hotels

Our top choices for Lee family-friendly hotels

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel

2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires