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

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Check availability on Lee Family Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Lee family-friendly hotels

Lake
Lake
Free daily continental breakfast
Lake

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.
AED 468
AED 523 total
includes taxes & fees
14 Sep - 15 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Arcade
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Property amenity

2. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
AED 430
AED 552 total
includes taxes & fees
3 Sep - 4 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
In-room dining
Room, 1 Queen Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Standard Room, 1 King Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

3. 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.
AED 247
AED 276 total
includes taxes & fees
9 Sep - 10 Sep
Econo Lodge Lee - Great Barrington
Indoor pool
Exterior
Reception
Hypo-allergenic bedding available, desk, laptop workspace

4. 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.
AED 466
AED 521 total
includes taxes & fees
14 Sep - 15 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes
Property amenity
Lobby sitting area
Exterior

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.
AED 419
AED 468 total
includes taxes & fees
1 Sep - 2 Sep
Best Western Plus Berkshire Hills Inn & Suites
Property amenity
Indoor pool
Lobby
Exterior

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.
AED 715
AED 799 total
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
In-room safe, desk, cribs (free), rollaway beds (free)
Pool
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)

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.
AED 290
AED 324 total
includes taxes & fees
1 Sep - 2 Sep
Travelodge by Wyndham Great Barrington Berkshires
Lobby
Coffee/tea maker, dining table
Reception
Property amenity

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 683
AED 763 total
includes taxes & fees
31 Aug - 1 Sep
Element by Marriott Lenox Berkshires
Bar (on property)
Exterior
Meeting facility
Hypo-allergenic bedding available, desk, laptop workspace

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.
AED 437
AED 488 total
includes taxes & fees
17 Sep - 18 Sep
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Desk, iron/ironing board, WiFi (free), bed sheets
Fitness facility
Desk, iron/ironing board, WiFi (free), bed sheets
Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, WiFi (free), bed sheets

10. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
AED 224
AED 250 total
includes taxes & fees
23 Aug - 24 Aug
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

Lake
Lake
Free daily continental breakfast
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
AED 468
AED 523 total
includes taxes & fees
14 Sep - 15 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Lobby
Free daily continental breakfast
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
AED 715
AED 799 total
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Restaurant
Exterior

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
AED 430
AED 552 total
includes taxes & fees
3 Sep - 4 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes
Property amenity
Lobby sitting area
Exterior

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
AED 419
AED 468 total
includes taxes & fees
1 Sep - 2 Sep
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool
Exterior
Reception
Property amenity

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
AED 466
AED 521 total
includes taxes & fees
14 Sep - 15 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
In-room dining
Room, 1 Queen Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Free continental breakfast
Property amenity

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
AED 247
AED 276 total
includes taxes & fees
9 Sep - 10 Sep
Econo Lodge Lee - Great Barrington
Lobby
Coffee/tea maker, dining table
Reception
Property amenity

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 683
AED 763 total
includes taxes & fees
31 Aug - 1 Sep
Element by Marriott Lenox Berkshires
Bar (on property)
Exterior
Meeting facility
Hypo-allergenic bedding available, desk, laptop workspace

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
AED 437
AED 488 total
includes taxes & fees
17 Sep - 18 Sep
Holiday Inn & Suites Pittsfield-Berkshires by IHG
In-room safe, desk, cribs (free), rollaway beds (free)
Pool
Suite, 2 Bedrooms, Non Smoking | In-room safe, desk, cribs (free), rollaway beds (free)
Exterior

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
AED 290
AED 324 total
includes taxes & fees
1 Sep - 2 Sep
Travelodge by Wyndham Great Barrington Berkshires
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Family-friendly hotels with pools in Lee

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

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
AED 430
AED 552 total
includes taxes & fees
3 Sep - 4 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
Exterior
Lobby
Free daily continental breakfast
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
AED 715
AED 799 total
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool
Exterior
Reception
Property amenity

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
AED 466
AED 521 total
includes taxes & fees
14 Sep - 15 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lobby
Coffee/tea maker, dining table
Reception
Property amenity

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 683
AED 763 total
includes taxes & fees
31 Aug - 1 Sep
Element by Marriott Lenox Berkshires
Bar (on property)
Exterior
Meeting facility
Hypo-allergenic bedding available, desk, laptop workspace

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
AED 437
AED 488 total
includes taxes & fees
17 Sep - 18 Sep
Holiday Inn & Suites Pittsfield-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

Sunset Inn

Sunset Inn

10/10 Excellent
"Soooooo CLEAN!!! And, quiet! Thank You!"
Anne 1-night trip
Posted 19 hours ago
Sunset Inn
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

8/10 Good
"It was fine. Not a luxury place, but the room was clean and everything worked ok."
Mark 1-night trip
Posted 9 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 2 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.