Find Family Hotels in Lenox, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Lenox Family Hotels

Next weekend
In two weeks

Our top choices for Lenox family-friendly hotels

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (18 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AED 511
AED 570 total
includes taxes & fees
22 Feb - 23 Feb
Element Lenox Berkshires

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, (1,002 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AED 359
AED 401 total
includes taxes & fees
27 Feb - 28 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is AED 375
AED 418 total
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn & Suites Pittsfield-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
9.0 out of 10, Wonderful, (832 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is AED 413
AED 533 total
includes taxes & fees
9 Feb - 10 Feb
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
9.6 out of 10, Exceptional, (4 reviews)
"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."
United States
Sarah D.
The price is AED 661
AED 1,690 total
includes taxes & fees
8 Feb - 9 Feb
Sun Filled Lenox Retreat - Minutes to Tanglewood!

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (656 reviews)
"The room was clean and the service adequate"
United States
David
The price is AED 234
AED 262 total
includes taxes & fees
20 Feb - 21 Feb
Econo Lodge Lee - Great Barrington

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is AED 1,745
AED 3,163 total
includes taxes & fees
9 Mar - 10 Mar
Spacious 5-bedroom house in charming Lee with WiFi

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, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 331
AED 370 total
includes taxes & fees
9 Feb - 10 Feb
Best Western Plus Berkshire Hills Inn & Suites

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (766 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is AED 555
AED 620 total
includes taxes & fees
12 Feb - 13 Feb
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
United States
Lisa
The price is AED 364
AED 406 total
includes taxes & fees
8 Feb - 9 Feb
Maple Terrace Motel
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.

Choose what matters most at family-friendly hotels in Lenox

Family-friendly hotels with free breakfast in Lenox

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.

Find out more about Lenox

Family friendly things to do in Lenox

Lenox, Massachusetts, is a charming town that offers a variety of family-friendly activities perfect for creating lasting memories. Start your adventure at the iconic Tanglewood, the summer home of the Boston Symphony Orchestra, where families can enjoy picnic concerts on the lawn, making it a delightful way to introduce kids to live music in a beautiful outdoor setting. Explore the stunning grounds of the Edith Wharton Estate, The Mount, where guided tours and lovely gardens provide a fantastic blend of history and nature, allowing kids to roam and discover. For a day of fun and learning, head to the Berkshire Museum in nearby Pittsfield, where interactive exhibits captivate young minds and the aquarium section will leave kids wide-eyed with wonder. Nature lovers will appreciate the hiking trails at the nearby Lenox Mountain, suitable for families, offering stunning views and opportunities for exploration. After a day of adventure, consider staying in the heart of Lenox, where family-friendly hotels like the Cranwell Spa & Golf Resort offer spacious rooms and amenities such as pools and kid-friendly dining options, ensuring that both parents and children feel pampered and well taken care of. With its blend of nature, culture, and comfort, Lenox sets the stage for an enjoyable family getaway.

Find the best family friendly hotels in Lenox

For families visiting Lenox, Massachusetts, these hotels offer excellent amenities and a welcoming atmosphere, ensuring a comfortable stay for guests of all ages.

The Yankee, Trademark Collection by Wyndham

  • Why it's great for a family-friendly adventure: Families looking for a great stay will find The Yankee, Trademark Collection by Wyndham an excellent option with a solid review rating of 9.2. The hotel offers family-friendly amenities such as a free buffet breakfast, an indoor pool, and connecting rooms to accommodate larger families comfortably. With a daily housekeeping service, families can relax knowing that their space will be kept clean and tidy during their visit.
  • Other amenities: In addition to these amenities, guests can enjoy a hot tub for relaxation and fitness facilities available 24 hours. The hotel also features self-parking and offers a range of nearby activities such as skiing and snowboarding, making it a great base for family adventures in the Berkshires.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.21 miles, Herman Melville's Arrowhead - 1.65 miles, Kennedy Park - 1.79 miles

The Cornell Inn, Lenox & The Berkshires

  • Why it's great for a family-friendly adventure: The Cornell Inn, Lenox & The Berkshires is an inviting choice for families with a review rating of 9.2. This charming inn offers practical family amenities including kitchenettes, free cribs, and connecting rooms, making it easy for families to prepare meals and enjoy quality time together. The inn's spacious gardens provide a scenic and safe environment for children to play and explore.
  • Other amenities: Additional features include a complimentary breakfast, self-parking, and private hot tubs for relaxation after a day of family fun. Guests can also take advantage of nearby outdoor activities like skiing and hiking, ensuring that families can create lasting memories during their stay.
  • Nearby attractions: Kennedy Park - 1.04 miles, Lenox Library - 0.62 miles, Ventfort Hall Mansion and Gilded Age Museum - 1.0 miles

Hampton Inn & Suites Berkshires-Lenox

  • Why it's great for a family-friendly adventure: Ideal for family travelers, the Hampton Inn & Suites Berkshires-Lenox features a strong guest review rating of 9.2, making it a popular choice among families. This hotel offers an indoor pool that's accessible, along with a daily housekeeping service to keep your accommodations tidy and comfortable. Families will appreciate the complimentary breakfast buffet and the availability of free cribs and sofa beds, ensuring everyone has a cozy place to sleep.
  • Other amenities: Additional features include a snack bar for quick bites and a microwave in guest rooms, perfect for heating up snacks and meals. Guests can also enjoy the convenience of self-parking and the option for accessible features throughout the hotel. Nearby winter activities like snow tubing and skiing provide fun for the whole family, creating memorable experiences during your stay.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.0 miles, Herman Melville's Arrowhead - 1.43 miles, Kennedy Park - 1.58 miles

Courtyard by Marriott Lenox Berkshires

  • Why it's great for a family-friendly adventure: The Courtyard by Marriott Lenox Berkshires is a fantastic family-friendly hotel with an excellent review rating of 9.2. Families will enjoy the accessible indoor pool and the availability of free cribs, as well as the convenience of a microwave in guest rooms for easy meal prep. The hotel also features a snack bar, perfect for quick family snacks and refreshments.
  • Other amenities: In addition to these family-focused amenities, the hotel offers a separate living room in select rooms, making it easy for families to unwind together. Guests can also benefit from self-parking and accessible fitness facilities, ensuring an enjoyable stay for everyone. Nearby activities provide further opportunities for family bonding in the beautiful Berkshires.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 0.99 miles, Kennedy Park - 0.31 miles, Lenox Library - 1.59 miles

The Constance by the Lenox Collection

  • Why it's great for a family-friendly adventure: The Constance by the Lenox Collection is a cozy retreat for families, a solid review rating of 8.6. This hotel features convenient family-friendly amenities such as a sofa bed and daily housekeeping, ensuring that families have a comfortable and clean environment to enjoy. Breakfast is complimentary, making morning routines easier for busy families.
  • Other amenities: Other popular features include a lovely patio for outdoor relaxation, self-parking, and concierge services to assist with family activities. Guests can explore nearby winter sports like snow tubing and skiing, providing plenty of excitement for family adventures in the area.
  • Nearby attractions: Lenox Library - 0.11 miles, Ventfort Hall Mansion and Gilded Age Museum - 0.4 miles, Shakespeare and Company - 0.54 miles

Top Lenox Hotel Reviews

Frequently asked questions

What's Lenox like for family-friendly vacations?
The destination of Lenox is a great choice if you've been thinking about a vacation with your kids. The entertainment, museums, and interesting architecture are just a few things that make this an attractive place for families. 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 22.3 mi (35.8 km) from the city center.
When's the best time to book a family-friendly vacation in Lenox?
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 Lenox 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 Lenox?
While you and your family are vacationing in Lenox, you might want to visit some family-friendly attractions such as Lenox Library and Ventfort Hall Mansion and Gilded Age Museum. Make sure you have lots of time for activities like Shakespeare and Company and Tanglewood Music Center.