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Check availability on Lenox Family Hotels

Tonight
13 Sep - 14 Sep
Tomorrow
14 Sep - 15 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

Our top choices for Lenox 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.
AED 459
AED 513 total
includes taxes & fees
21 Sep - 22 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel

2. 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

3. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 654
AED 730 total
includes taxes & fees
20 Sep - 21 Sep
Element by Marriott Lenox Berkshires

4. 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
15 Sep - 16 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

5. 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
12 Oct - 13 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG

6. 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
20 Sep - 21 Sep
Econo Lodge Lee - Great Barrington

7. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Lenox
AED 826
AED 1,120 total
includes taxes & fees
14 Sep - 15 Sep
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

8. 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
15 Sep - 16 Sep
Best Western Plus Berkshire Hills Inn & Suites

9. 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 684
AED 764 total
includes taxes & fees
17 Sep - 18 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10. 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
14 Sep - 15 Sep
Travelodge by Wyndham Great Barrington Berkshires
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Choose what matters most at family-friendly hotels in Lenox

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Lenox

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

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

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
AED 654
AED 730 total
includes taxes & fees
20 Sep - 21 Sep
Element by Marriott Lenox Berkshires

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
15 Sep - 16 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
AED 422
AED 472 total
includes taxes & fees
12 Oct - 13 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
AED 255
AED 284 total
includes taxes & fees
20 Sep - 21 Sep
Econo Lodge Lee - Great Barrington
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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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

The Yankee Inn

The Yankee Inn

8/10 Good
"Beautiful views, friendly and responsive staff, property well kept. I would have given the highest praise except the indoor pool was closed for painting and maintenance. When I booked there was no notice in the website or Expedia. Since they had an outdoor pool and it was early fall, we swam theredes"
deb 2-night trip
Posted 13 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Outstanding customer service from Wylie, delicious food, coffee in lobby always available, superb housekeeping staff, quiet room, wide range of television channels including multiple HBO stations. We’re coming back!"
Ira 1-night trip
Posted 14 hours ago
Quality Inn Great Barrington
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Clean room, great location. Perfect base for a weekend in the Berkshires."
Alexandra 2-night trip
Posted 14 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
Rosann 1-night trip
Posted 18 hours ago
The Cornell Inn, Lenox & The Berkshires
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"The staff was extremely friendly. Did see several areas in the room that were dusty. Stains on the wallpaper and some wallpaper chipping off."
Frank 1-night trip
Posted 18 hours ago
Howard Johnson by Wyndham Lenox
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Great stay. Clean hotel with immaculate amenities. My grandson enjoyed the Pool. The washer and dryer were helpful. The staff at the front desk were so sweet. And the breakfast at the cafe was great. Nice views and location. Brewery! restaurants across the street. This lace was very comfortable and clean. Highly recommend."
Valerie 1-night trip
Posted 3 days ago
Courtyard by Marriott Lenox Berkshires
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

10/10 Excellent
"My sister-in-law and I were fortunate to reserve the last available room at Whistler's Inn Bed & Breakfast as we were first timers headed to a concert at Tanglewood. How lucky were we that we came across this beautiful place! From the minute we walked up to the front entrance, we felt like we had stepped onto a property straight out of a fairy tale in the English countryside! From the warmth of the mother/daughter inn keepers, the charming decor, the gardens still in bloom & our AMAZING (included) made to order breakfast-blueberry pancakes, eggs & sausage. Not to mention the spread of homemade breads, yogurts, cereal, juice, coffee & tea. We absolutely cannot wait to come back next year! Ten stars!"
Dana 1-night trip
Posted 4 days ago
Whistler's Inn Bed & Breakfast

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.

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