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

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Check availability on Lee Family Hotels

Tonight
15 Sep - 16 Sep
Tomorrow
16 Sep - 17 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Lee family-friendly hotels

Lake
Lake
Exterior
Free daily continental breakfast

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 459
AED 513 total
includes taxes & fees
21 Sep - 22 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
Interior

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
21 Sep - 22 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
In-room dining
Standard Room, 1 King Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Room, 1 Queen Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
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 255
AED 284 total
includes taxes & fees
21 Sep - 22 Sep
Econo Lodge Lee - Great Barrington
Indoor pool
Free daily buffet breakfast
Exterior
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
20 Sep - 21 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
In-room safe, desk, laptop workspace, blackout drapes
Exterior
Lobby sitting area

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 404
AED 451 total
includes taxes & fees
17 Sep - 18 Sep
Best Western Plus Berkshire Hills Inn & Suites
Property amenity
Free daily continental breakfast
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
20 Sep - 21 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
In-room safe, desk, cribs (free), rollaway beds (free)
Pool
Suite, 2 Bedrooms, Non Smoking | In-room safe, desk, cribs (free), rollaway beds (free)
Suite, 1 Bedroom, 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 275
AED 308 total
includes taxes & fees
16 Sep - 17 Sep
Travelodge by Wyndham Great Barrington Berkshires
Lobby
Coffee/tea maker, dining table
Property amenity
Reception

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 654
AED 730 total
includes taxes & fees
24 Sep - 25 Sep
Element by Marriott Lenox Berkshires
Hypo-allergenic bedding available, desk, laptop workspace
Daily to-go breakfast for a fee
Hypo-allergenic bedding available, desk, laptop workspace
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 422
AED 472 total
includes taxes & fees
13 Oct - 14 Oct
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 228
AED 255 total
includes taxes & fees
16 Sep - 17 Sep
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
Exterior
Free daily continental breakfast

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
AED 459
AED 513 total
includes taxes & fees
21 Sep - 22 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Restaurant
Interior
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets

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
21 Sep - 22 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
In-room safe, desk, laptop workspace, blackout drapes
Exterior
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
AED 404
AED 451 total
includes taxes & fees
17 Sep - 18 Sep
Best Western Plus Berkshire Hills Inn & Suites
In-room dining
Property amenity
Room, 1 Queen Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Free continental breakfast

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
AED 255
AED 284 total
includes taxes & fees
21 Sep - 22 Sep
Econo Lodge Lee - Great Barrington
Exterior
Property amenity
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
20 Sep - 21 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool
Free daily buffet breakfast
Exterior
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
20 Sep - 21 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
In-room safe, desk, cribs (free), rollaway beds (free)
Pool
Exterior
Suite, 2 Bedrooms, Non Smoking | In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
AED 275
AED 308 total
includes taxes & fees
16 Sep - 17 Sep
Travelodge by Wyndham Great Barrington Berkshires
Lobby
Coffee/tea maker, dining table
Property amenity
Reception

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 654
AED 730 total
includes taxes & fees
24 Sep - 25 Sep
Element by Marriott Lenox Berkshires
Hypo-allergenic bedding available, desk, laptop workspace
Banquet hall
Daily to-go breakfast for a fee
Hypo-allergenic bedding available, desk, laptop workspace

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
AED 422
AED 472 total
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
View all properties

Family-friendly hotels with pools in Lee

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

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
21 Sep - 22 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
Exterior
Property amenity
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
20 Sep - 21 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool
Free daily buffet breakfast
Exterior
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
20 Sep - 21 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hypo-allergenic bedding available, desk, laptop workspace
Banquet hall
Daily to-go breakfast for a fee
Hypo-allergenic bedding available, desk, laptop workspace

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
AED 422
AED 472 total
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Coffee/tea maker, dining table
Property amenity
Reception

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 654
AED 730 total
includes taxes & fees
24 Sep - 25 Sep
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

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

10/10 Excellent
"Perfect for the night and great price"
Sarah 1-night trip
Posted 15 hours ago
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B

Devonfield Inn B&B

10/10 Excellent
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
Sebastien 2-night trip
Posted 21 hours ago
Devonfield Inn B&B
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Therooms were loud on the lower level."
Sheila 1-night trip
Posted 3 days 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 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.