Find kid-friendly hotels & resorts in Pittsfield, MA from $88

Family friendly things to do in Pittsfield

Pittsfield, Massachusetts, is a hidden gem for family travelers seeking a blend of outdoor adventure and cultural experiences. Start your day at the Berkshire Museum, where kids can marvel at the interactive exhibits, including a hands-on science area and a collection of regional art. Just a short drive away, the picturesque Bousquet Mountain offers skiing in winter and mountain biking trails during summer, ensuring year-round fun for the active family. For a more relaxed outing, visit the beautiful Pittsfield State Forest, where you can hike scenic trails and enjoy a family picnic surrounded by nature. Don’t miss a trip to the Hancock Shaker Village, where children can learn about the unique Shaker lifestyle through engaging demonstrations and farm activities. To make the most of your stay, consider booking accommodations in the heart of downtown Pittsfield, where family-friendly hotels are conveniently located near these attractions. Enjoy the vibrant local dining scene and take leisurely strolls through nearby parks—perfect for unwinding after a day of exploration. With attentive service and comfortable amenities, your family will feel right at home.

Find the best family friendly hotels in Pittsfield

Families visiting Pittsfield, Massachusetts will find a variety of welcoming hotels that cater to their needs. Each hotel offers family-friendly amenities to ensure a comfortable and enjoyable stay for all ages.

Hotel On North

• Why it's great for a family-friendly adventure: Hotel On North is an ideal choice for families seeking a cozy retreat in Pittsfield, an impressive guest review rating of 9.6. With ample family-friendly amenities such as free cribs and connecting rooms, this hotel ensures that guests can easily accommodate their loved ones. Additionally, the hotel provides daily housekeeping and room service, making it convenient for families to relax and enjoy their stay without the hassle of daily chores.
• Other amenities: In addition to its family-focused amenities, Hotel On North offers a range of appealing features for guests. The hotel includes premium bedding for a restful night’s sleep, air conditioning for comfort, and a charming fireplace for cozy evenings. Guests can take advantage of free self-parking, ensuring easy access to their vehicles, and the concierge service is available to assist with local attractions and activities.
• Nearby attractions: Colonial Theater - 0.45 miles, Berkshire Athenaeum - 0.44 miles, Barrington Stage Company - 0.36 miles

Hilton Garden Inn Lenox Pittsfield

• Why it's great for a family-friendly adventure: At the Hilton Garden Inn Lenox Pittsfield, families will find a welcoming atmosphere paired with a strong guest review rating of 9.2. This hotel offers a variety of family-friendly amenities, including an indoor pool accessible for all ages, cribs for younger guests, and convenient kitchen facilities in the rooms, allowing families to prepare snacks and meals together. Other thoughtful touches, such as a complimentary breakfast, ensure that everyone starts the day off right.
• Other amenities: Beyond its family-friendly offerings, this hotel provides additional comforts and conveniences. Guests can enjoy a relaxing evening at the terrace or make use of the fitness center to stay active during their trip. Rooms come equipped with a microwave and refrigerator, making it easy to store and heat meals. The hotel also features an electric car charging station and self-parking, ensuring a straightforward experience for families traveling with vehicles.
• Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.51 miles, Herman Melville's Arrowhead - 1.94 miles, Bousquet Ski Area - 1.38 miles

Berkshire Mountain Lodge

• Why it's great for a family-friendly adventure: Berkshire Mountain Lodge is a fantastic family-friendly option with a strong guest review rating of 9.0, perfect for those looking to enjoy a fun-filled vacation in Pittsfield. Families can take advantage of amenities such as free cribs, a microwave, and a fully equipped kitchen, allowing for easy meal preparation. The indoor pool and arcade game room ensure that kids have plenty of entertainment options while parents can relax nearby.
• Other amenities: The lodge further enhances the family experience with features like a hot tub for unwinding after a day of activities, as well as nearby golf courses and ski locations for family outings. Guests will find self-parking for convenience, air conditioning for comfort, and plenty of space in rooms equipped with dishwashers and separate living areas.
• Nearby attractions: Pleasant Valley Wilderness Sanctuary - 2.12 miles, Herman Melville's Arrowhead - 2.23 miles, Bousquet Ski Area - 1.29 miles

Best Western Plus Berkshire Hills Inn & Suites

• Why it's great for a family-friendly adventure: The Best Western Plus Berkshire Hills Inn & Suites is a family-friendly haven in Pittsfield, featuring a solid guest review rating of 8.6. Families will appreciate the complimentary buffet breakfast and the availability of free cribs for younger guests. With amenities like a microwave and sofa beds in the rooms, this hotel is designed to accommodate families comfortably, providing a cozy feel during their getaway.
• Other amenities: In addition to its family amenities, this hotel offers a host of features to enhance the stay. Guests can enjoy free self-parking and access to nearby ski areas for winter fun. The hotel also provides a snack bar for easy refreshments, along with a designated area for pet exercise for those traveling with pets. Additional amenities include a separate living room, toiletries, and a grocery store nearby for convenience.
• Nearby attractions: Hancock Shaker Village - 1.68 miles, Bousquet Ski Area - 2.55 miles

Holiday Inn & Suites Pittsfield-Berkshires by IHG

• Why it's great for a family-friendly adventure: The Holiday Inn & Suites Pittsfield-Berkshires offers a welcoming place for families, with an excellent guest review rating of 8.0. With amenities like free cribs, connecting rooms, and rollaway beds at no extra charge, this hotel is designed to meet the diverse needs of families. The indoor pool and child-friendly window designs ensure that both parents and children can enjoy a safe and enjoyable stay together.
• Other amenities: In addition to its family-friendly amenities, the hotel provides a range of other conveniences. Guests can enjoy a complimentary breakfast designed for children, along with a garden area for outdoor relaxation. The hotel boasts nearby hiking and biking trails for family adventures, as well as facilities like a fitness center and self-parking. Additional offerings include shopping onsite, golf, and ski access, making it an ideal base for family exploration.
• Nearby attractions: Colonial Theater - 0.22 miles, Berkshire Athenaeum - 0.23 miles, Berkshire Museum - 0.45 miles