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

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Check availability on Lee Family friendly Hotels

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
S$181
includes taxes & fees
17 Sept - 18 Sept
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
S$191
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

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.
S$98
includes taxes & fees
8 Sept - 9 Sept
Econo Lodge Lee - Great Barrington

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 tubโ€”just minutes from Bousquet Ski Area and Tanglewood Music Centre.
S$168
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

5. 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 cosy roomsโ€”all nestled near Ski Butternut.
S$228
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

6. 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.
S$163
includes taxes & fees
20 Sept - 21 Sept
Best Western Plus Berkshire Hills Inn & Suites

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 cots in immaculately clean rooms.
S$112
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
S$253
includes taxes & fees
7 Sept - 8 Sept
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.
S$169
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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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
S$228
includes taxes & fees
7 Sept - 8 Sept
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
S$181
includes taxes & fees
17 Sept - 18 Sept
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
S$191
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
S$98
includes taxes & fees
8 Sept - 9 Sept
Econo Lodge Lee - Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
S$163
includes taxes & fees
20 Sept - 21 Sept
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
S$168
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
S$169
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
S$253
includes taxes & fees
7 Sept - 8 Sept
Element by Marriott Lenox Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
S$112
includes taxes & fees
1 Sept - 2 Sept
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
S$228
includes taxes & fees
7 Sept - 8 Sept
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
S$191
includes taxes & fees
7 Sept - 8 Sept
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
S$168
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
S$169
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
S$253
includes taxes & fees
7 Sept - 8 Sept
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

10/10 Excellent
"Friendly staff and clean comfortable room! Location is super"
Kathleen 1-night trip
Posted 6 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

8/10 Good
"I am not a person who usually writes a review but I loved the place. Room was great. Staff was great. I had never been to an Indian restaurant but everywhere I went people raved about I so we went and it was wonderful. Only a few small issues. The fan in our bathroom room needs attention. Very loud. Something is failing. The wifi was very weak in my room. Kept cutting out. and just one other suggestion. The balcony on the upper level should have privacy screens on the sides. Other wise I would absolutely go back."
JAMES 2-night trip
Posted 10 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Sunset Inn

Sunset Inn

10/10 Excellent
"The host of the property was very friendly and helpful. A real gentleman ! The bed was new and perfect for my back. It was clean and quiet and a great nights sleep. Very happy traveler."
Mark 1-night trip
Posted 3 days ago
Sunset Inn
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 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 19ยฐC, while the coldest months are January and February, with an average of -3ยฐC. 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.

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