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

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Check availability on Lee Family-Friendly Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Lee family-friendly hotels

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, (944 reviews)
The price is ฿5,267
฿6,541 total
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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, (1,003 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is ฿6,660
฿7,439 total
includes taxes & fees
30 Jul - 31 Jul
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, (679 reviews)
  • cleanliness
    Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
The price is ฿2,817
฿3,147 total
includes taxes & fees
30 Jul - 31 Jul
Econo Lodge Lee - Great Barrington
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout curtains

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, (1,009 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is ฿3,696
฿4,128 total
includes taxes & fees
4 Aug - 5 Aug
Best Western Plus Berkshire Hills Inn & Suites
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, (145 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
The price is ฿5,368
฿5,996 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (599 reviews)
  • cleanliness
    Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cots in immaculately clean rooms.
The price is ฿3,330
฿3,719 total
includes taxes & fees
3 Aug - 4 Aug
Travelodge by Wyndham Great Barrington Berkshires
Lobby

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (30 reviews)
The price is ฿7,143
฿7,979 total
includes taxes & fees
13 Aug - 14 Aug
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
7.8 out of 10, Good, (1,005 reviews)
  • cleanliness
    Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
The price is ฿3,736
฿4,173 total
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (798 reviews)
  • cleanliness
    Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.
The price is ฿6,547
฿7,313 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (861 reviews)
The price is ฿2,089
฿2,333 total
includes taxes & fees
11 Aug - 12 Aug
FairBridge Inn Express
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.
View all properties

Choose what matters most at family-friendly hotels in Lee

Breakfast included
Pool

Family-friendly hotels with free breakfast in Lee

Property amenity
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

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, (944)
The price is ฿5,267
฿6,541 total
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
View all properties

Family-friendly hotels with pools in Lee

Property amenity
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

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, (944)
The price is ฿5,267
฿6,541 total
includes taxes & fees
26 Aug - 27 Aug
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.
View all properties

Top Lee Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Older hotel but a very good location. First time at the Berkshires and this hotel was close to almost everything. Second floor lakeside with balcony was very nice."
Costa 4-night trip
Posted 3 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

What's Lee like for family-friendly holidays?
The destination of Lee is a great choice if you've been thinking about a holiday with your children. The lake views, museums and libraries are just some of the things that make this an attractive spot for a family holiday. 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 centre.
What's the best family accommodation in 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 option for your family trip.
When's the best time to book a family-friendly holiday in Lee?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Lee?
While you are holidaying in Lee, you and the family may want to see some interesting spots such as Berkshire Mountain Country Store and Lee Premium Outlets. Make sure that you have lots of time for activities such as Lee Library and Animagic Museum of Animation.