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

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Check availability on Lee Family Hotels

Our top choices for Lee family-friendly hotels

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

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is NT$3,801
NT$4,245 total
includes taxes & fees
Jul 29 - Jul 30
Best Western Plus Berkshire Hills Inn & Suites
Property amenity

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (794 reviews)
  • cleanliness
    Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cozy rooms—all nestled near Ski Butternut.
The price is NT$6,813
NT$7,610 total
includes taxes & fees
Jul 29 - Jul 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (133 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
The price is NT$5,343
NT$5,968 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (852 reviews)
The price is NT$1,999
NT$2,233 total
includes taxes & fees
Jul 29 - Jul 30
FairBridge Inn Express
In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (592 reviews)
  • cleanliness
    Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cribs in immaculately clean rooms.
The price is NT$3,187
NT$3,559 total
includes taxes & fees
Jul 29 - Jul 30
Travelodge by Wyndham Great Barrington Berkshires
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is NT$6,880
NT$7,685 total
includes taxes & fees
Jul 19 - Jul 20
The Black Swan Lee - Lenox, an Ascend Collection Hotel
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
  • cleanliness
    Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
The price is NT$2,709
NT$3,026 total
includes taxes & fees
Aug 4 - Aug 5
Econo Lodge Lee - Great Barrington
Lobby

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (28 reviews)
The price is NT$7,081
NT$7,910 total
includes taxes & fees
Jul 22 - Jul 23
Element by Marriott Lenox Berkshires
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
The price is NT$4,176
NT$4,664 total
includes taxes & fees
Jul 20 - Jul 21
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Arcade

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (936 reviews)
The price is NT$4,686
NT$5,864 total
includes taxes & fees
Jul 29 - Jul 30
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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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Choose what matters most at family-friendly hotels in Lee

Breakfast included
Pool

Family-friendly hotels with free breakfast in Lee

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1007)
The price is NT$3,801
NT$4,245 total
includes taxes & fees
Jul 29 - Jul 30
Best Western Plus Berkshire Hills Inn & Suites
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Family-friendly hotels with pools in Lee

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

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (133)
The price is NT$5,343
NT$5,968 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"This place is perfect for the 1 night quick stay…it’s close to the highway, but its breakfast is awful."
Joseph 1-night trip
Posted 14 hours ago
Quality Inn Lee - Lenox South

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 Animagic Museum of Animation. Make sure you have lots of time for activities like Berkshire Mountain Country Store and Lee Library.

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