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

Family friendly Hotels in Lee, Massachusetts

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Check availability on Lee Family friendly Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Lee family-friendly hotels

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
P7,868
P8,789 total
includes taxes & fees
Sep 14 - Sep 15
The Black Swan Lee - Lenox, an Ascend Collection Hotel

2. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
P7,220
P9,272 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Club Vacations Oak 'n Spruce Resort

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

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.
P7,838
P8,755 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

4. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
  • Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
P4,388
P4,901 total
includes taxes & fees
Sep 7 - Sep 8
Econo Lodge Lee - Great Barrington

5. Best Western Plus Berkshire Hills Inn & Suites

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.
P7,034
P7,857 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites

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

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.
P12,012
P13,418 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

7. Travelodge by Wyndham Great Barrington Berkshires

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.
P4,875
P5,446 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
P12,034
P13,442 total
includes taxes & fees
Aug 31 - Sep 1
Element by Marriott Lenox Berkshires

9. Holiday Inn & Suites Pittsfield-Berkshires by IHG

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.
P7,344
P8,203 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn & Suites Pittsfield-Berkshires by IHG

10. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
P3,832
P4,281 total
includes taxes & fees
Aug 25 - Aug 26
FairBridge Inn Express
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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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
P12,012
P13,418 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
P7,868
P8,789 total
includes taxes & fees
Sep 14 - Sep 15
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
P7,220
P9,272 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Club Vacations Oak 'n Spruce Resort

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
P4,388
P4,901 total
includes taxes & fees
Sep 7 - Sep 8
Econo Lodge Lee - Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
P7,034
P7,857 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
P7,838
P8,755 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
P7,344
P8,203 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
P12,034
P13,442 total
includes taxes & fees
Aug 31 - Sep 1
Element by Marriott Lenox Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
P4,875
P5,446 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires
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Family-friendly hotels with pools in Lee

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
P12,012
P13,418 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
P7,220
P9,272 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Club Vacations Oak 'n Spruce Resort

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
P7,838
P8,755 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
P7,344
P8,203 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
P12,034
P13,442 total
includes taxes & fees
Aug 31 - Sep 1
Element by Marriott Lenox Berkshires
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
"Clean room, surprisingly comfortable bed. Convenient, functional, for a short stay."
Annette 1-night trip
Posted 17 hours ago
Quality Inn Lee - Lenox South
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"I liked the balcony overlooking the lake"
Rinat 3-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Sunset Inn

Sunset Inn

8/10 Good
"Great little place, a little run down but clean and the price was right."
TASNEY 1-night trip
Posted 2 days ago
Sunset Inn
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

8/10 Good
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
Anna 2-night trip
Posted 3 days ago
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B

Devonfield Inn B&B

8/10 Good
"The owners are so nice!!! Tha property is beautiful and the people that play the piano and sing during the day is the most relaxing and incredible experience!!!!"
Liliana 2-night trip
Posted 3 weeks ago
Devonfield Inn B&B

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

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