TOP 30 Best Family hotels in Pittsfield, Massachusetts

The Hilton Garden Inn Lenox Pittsfield is a comfortable and modern lodging establishment located at 1032 South Street in Pittsfield, Massachusetts. This hotel offers a convenient location for guests looking to explore the beautiful Berkshires region. The hotel features spacious and well-appointed rooms, a fitness center, an indoor pool, and a delicious on-site restaurant. Whether you are traveling for business or leisure, the Hilton Garden Inn Lenox Pittsfield provides a relaxing and enjoyable stay for all guests.

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, is a charming lodging option located at One West Street in Pittsfield, Massachusetts, United States. This hotel offers comfortable accommodations and a range of amenities for both business and leisure travelers. Guests can enjoy spacious rooms and suites, a fitness center, on-site dining options, and convenient access to local attractions such as Tanglewood, Norman Rockwell Museum, and the Berkshire Museum. With its prime location and excellent service, Holiday Inn & Suites Pittsfield-Berkshires is the perfect choice for a relaxing stay in the heart of the Berkshires.

Columbia Arms - Pittsfield Housing Authority is a local government office located at 65 Columbus Avenue in Pittsfield, Massachusetts. This institution is dedicated to providing affordable housing options and support services to residents in need. With a commitment to improving the quality of life for individuals and families, Columbia Arms - Pittsfield Housing Authority offers a range of programs and resources to help promote stability and well-being. By fostering a sense of community and collaboration, this institution strives to create a safe and inclusive environment for all residents.

Courtyard by Marriott Lenox Berkshires is a charming lodging option located at 70 Pittsfield Road in Lenox, Massachusetts, United States. Situated in the beautiful Berkshires region, this hotel offers modern amenities and comfortable accommodations for guests looking to explore the area's cultural attractions, outdoor activities, and scenic landscapes. With spacious rooms, a fitness center, indoor pool, and on-site dining options, Courtyard by Marriott Lenox Berkshires is the perfect choice for travelers seeking a relaxing and convenient stay in this picturesque New England town.

Berkshire Yankee Suites is a charming lodging establishment located at 20 West Housatonic Street in the picturesque city of Pittsfield, Massachusetts. Our suites offer a cozy and comfortable stay for travelers looking to explore the beautiful Berkshire region. Each suite is tastefully decorated and equipped with modern amenities to ensure a relaxing stay. Our convenient location allows guests easy access to local attractions, dining options, and outdoor activities. Whether you are visiting for business or pleasure, Berkshire Yankee Suites is the perfect home away from home in the heart of the Berkshires.

Located in Lenox, Massachusetts, the Hampton Inn & Suites Berkshires-Lenox offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. The hotel is conveniently situated at 445 Pittsfield Road, providing easy access to local attractions, shopping, and dining options. Guests can enjoy spacious rooms and suites, complimentary breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Hampton Inn & Suites Berkshires-Lenox is a great choice for a relaxing stay in the heart of the Berkshires.

Jae's at the Hilton Garden Inn is a charming restaurant located at 1032 South Street in Pittsfield, Massachusetts. This cozy establishment offers a warm and inviting atmosphere, perfect for enjoying a delicious meal with friends and family. With a diverse menu featuring a variety of culinary delights, guests can indulge in freshly prepared dishes made with the finest ingredients. Whether you're in the mood for a hearty breakfast, a light lunch, or a satisfying dinner, Jae's has something for everyone. Come and experience exceptional hospitality and mouthwatering cuisine at Jae's at the Hilton Garden Inn.

Berkshire Mountain Lodge is a charming lodging institution located at 8 Dan Fox Drive in Pittsfield, Massachusetts. Situated in the beautiful Berkshires region, the lodge offers a perfect blend of cultural attractions, historical sites, and natural beauty. Guests can explore nearby attractions such as The Mount, the former estate of American author Edith Wharton, and Tanglewood, the summer home of the Boston Symphony Orchestra. Berkshire Mountain Lodge is a family-friendly vacation destination that offers a variety of amenities and activities for guests of all ages. The resort has received numerous awards, including the RCI Gold Crown Status, Tripadvisor's Travelers' Choice Award, and the Hotels.com Loved by Guests Award, all of which recognize the exceptional service and hospitality provided by the lodge.

Yankee Inn, Trademark Collection by Wyndham is a charming lodging establishment located at 461 Pittsfield Road in Lenox, Massachusetts, United States. This cozy inn offers comfortable accommodations and top-notch amenities, making it the perfect place to relax and unwind during your stay in the beautiful Berkshires. With its convenient location and warm hospitality, Yankee Inn is the ideal choice for travelers looking for a memorable and enjoyable experience in Lenox.

Bonnie Brae Campground is a picturesque retreat nestled in the heart of Pittsfield, Massachusetts. Located at 108 Broadway Street, this charming campground offers a peaceful escape for nature lovers and outdoor enthusiasts. With spacious campsites, cozy lodging options, and beautiful park amenities, Bonnie Brae Campground is the perfect destination for a weekend getaway or extended vacation. Whether you prefer hiking through the lush forests, fishing in the nearby lakes, or simply relaxing by the campfire, this campground has something for everyone. Come experience the beauty and tranquility of Bonnie Brae Campground in Pittsfield, Massachusetts.

Located in the picturesque town of Pittsfield, Massachusetts, the Best Western Plus Berkshire Hills Inn & Suites offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. Situated at 1350 West Housatonic Street, this hotel provides guests with a convenient location near popular attractions such as Tanglewood, Hancock Shaker Village, and the Norman Rockwell Museum. The hotel features spacious rooms and suites equipped with amenities such as free Wi-Fi, flat-screen TVs, and mini fridges. Guests can also enjoy a complimentary hot breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Best Western Plus Berkshire Hills Inn & Suites provides a welcoming and relaxing atmosphere for all guests.

Witman Properties Inc, located at 121 Main Street in Holyoke, Massachusetts, is a reputable general contractor and real estate agency. With a focus on property management, they offer full-service management for landlords, handling day-to-day needs to minimize vacancies and maximize property potential. Whether you are a first-time landlord or a seasoned investor, Witman Properties can help you grow your investment. In addition to property management, Witman Properties also offers a range of other services for organizations and homeowners looking to enhance their properties. Their team of local professionals manage properties throughout Western Massachusetts, from Palmer to Pittsfield. They specialize in beautifying and maintaining landscapes to improve curb appeal and property value.

Life House, Berkshires is a charming lodging located at 194 Pittsfield Road in Lenox, Massachusetts. Nestled in the picturesque Berkshires region, this institution offers a peaceful and serene retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a welcoming atmosphere for visitors to relax and unwind. With its convenient location and warm hospitality, Life House, Berkshires is the perfect destination for a memorable getaway in the heart of the Berkshires.

The Heart of the Berkshires Motel is a charming lodging option located at 970 West Housatonic Street in Pittsfield, Massachusetts. Situated in the heart of the picturesque Berkshires region, this motel offers cozy and comfortable accommodations for travelers looking to explore the natural beauty and cultural attractions of the area. With a convenient location and friendly staff, the Heart of the Berkshires Motel is the perfect place to relax and unwind during your visit to the United States.

Berkshire Inns is a charming lodging institution located at 461 Pittsfield Road in Lenox, Massachusetts, United States. Offering comfortable and cozy accommodations, Berkshire Inns provides a peaceful retreat for guests looking to explore the beautiful Berkshires region. With its convenient location and welcoming atmosphere, Berkshire Inns is the perfect choice for travelers seeking a relaxing stay in the heart of New England.

Jubilee Apartments is a local government office located at 10 Francis Avenue in Pittsfield, Massachusetts. Our institution provides affordable housing options for individuals and families in need. Our goal is to create a safe and welcoming community where residents can thrive and build a better future. With a commitment to excellence and service, Jubilee Apartments is dedicated to helping individuals find a place to call home. Contact us today to learn more about our housing options and availability.

Berkshiretown Apartments is a modern residential complex located at 176 Columbus Avenue in the charming city of Pittsfield, Massachusetts. Our apartments offer a comfortable and convenient living experience with a variety of floor plans to choose from. Each unit is thoughtfully designed with modern amenities and stylish finishes. Residents can enjoy the beautiful surroundings of Pittsfield, with easy access to shopping, dining, and entertainment options. Our community also features on-site management and maintenance, as well as amenities such as a fitness center, swimming pool, and community room. Come experience the best of apartment living at Berkshiretown Apartments.

Berkshire Housing Services is a non-profit organization located at 55 Spring Street in Pittsfield, Massachusetts. We provide affordable housing solutions and support services to individuals and families in the Berkshire County area. Our mission is to ensure that everyone has access to safe and stable housing, regardless of their income or background. Our team of dedicated professionals works tirelessly to connect clients with resources and programs that meet their specific needs. Whether you are looking for rental assistance, affordable housing options, or support services, Berkshire Housing Services is here to help. Contact us today to learn more about how we can assist you in achieving your housing goals.

The Berkshire Inn is a charming lodging establishment located at 150 West Housatonic Street in the picturesque town of Pittsfield, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. Conveniently situated in the heart of the Berkshires, guests can easily explore the area's many attractions, including cultural venues, outdoor activities, and charming shops and restaurants. Whether visiting for business or pleasure, the Berkshire Inn is the perfect home away from home for travelers seeking a relaxing and enjoyable experience in the beautiful Berkshires region.

Wagon Wheel Inn is a charming lodging located at 484 Pittsfield Road in Lenox, Massachusetts. Nestled in the heart of the beautiful Berkshire Mountains, this cozy inn offers comfortable accommodations and a warm, welcoming atmosphere. Guests can relax in well-appointed rooms, enjoy a delicious complimentary breakfast, and take advantage of convenient amenities such as free Wi-Fi and onsite parking. Whether you're visiting for a weekend getaway or a longer stay, Wagon Wheel Inn is the perfect home base for exploring all that Lenox has to offer.

Richmond Town Beach is a beautiful park located on Town Beach Road in Pittsfield, Massachusetts, United States. This picturesque beach offers stunning views of the surrounding landscape and a serene atmosphere perfect for relaxation and recreation. Visitors can enjoy swimming in the crystal-clear waters, sunbathing on the sandy shores, or picnicking in the shaded areas. With its well-maintained facilities and peaceful setting, Richmond Town Beach is the ideal destination for a day of fun in the sun with family and friends.

Howard Johnson by Wyndham Lenox is a charming lodging facility located at 462 Pittsfield Road in Lenox, Massachusetts. Situated in the beautiful Berkshires region, this hotel offers comfortable and affordable accommodations for travelers looking to explore the area. Guests can enjoy spacious rooms, complimentary breakfast, free Wi-Fi, and a seasonal outdoor pool. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Howard Johnson by Wyndham Lenox is the perfect choice for a relaxing getaway in Massachusetts.

Berkshire Housing Development is a non-profit organization located at 1 Fenn Street in Pittsfield, Massachusetts. They are dedicated to providing affordable housing solutions for individuals and families in need. With a focus on creating safe and sustainable communities, Berkshire Housing Development works to ensure that everyone has access to quality housing options. Their mission is to enhance the quality of life for residents by offering affordable, well-maintained housing and supportive services. Visit Berkshire Housing Development to learn more about their impactful work in the community.

Knights Inn Lenox is a charming lodging establishment located at 474 Pittsfield Road in Pittsfield, Massachusetts. This cozy inn offers comfortable accommodations and excellent service to ensure a pleasant stay for guests. Conveniently situated in the heart of the Berkshires, guests can easily explore the area's attractions, including Tanglewood, Norman Rockwell Museum, and the beautiful landscapes of the region. With its affordable rates and welcoming atmosphere, Knights Inn Lenox is the perfect choice for travelers looking for a relaxing retreat in western Massachusetts.

Berkshire Village is a welcoming lodging and RV park institution located at 110 Dublin Road in Cheshire, Massachusetts, United States. Conveniently situated near the Adams-Cheshire School District and various shopping and dining destinations, Berkshire Village is the ideal spot for families and working professionals looking to relocate. With nearby shopping malls such as the Veterans Memorial Shopping Center, Berkshire Crossing, and Porter Plaza, residents can enjoy easy access to modern conveniences. As a manufactured housing community in Massachusetts, Berkshire Village offers a perfect blend of modern amenities and rural charm. Located close to Troy, NY, Albany, NY, Bennington, VT, and Pittsfield, residents can enjoy small-town living with quick access to major cities. The variety of floor plans available cater to all needs, whether you're a young professional, retired couple, or a family with children.

Oak Hills Apartments is a charming residential complex situated at 467 Crane Avenue in the picturesque city of Pittsfield, Massachusetts. Our community offers a tranquil and serene living environment with beautifully landscaped grounds and modern amenities. Residents can enjoy spacious and well-appointed apartments, as well as convenient access to nearby shopping, dining, and entertainment options. With a friendly and professional management team on hand to assist with any needs, Oak Hills Apartments is the perfect place to call home in the United States.

FairBridge Inn Express is a cozy and convenient lodging option located at 16 Cheshire Road in Pittsfield, Massachusetts. Whether you are visiting for business or pleasure, our inn offers comfortable accommodations at an affordable price. With easy access to nearby attractions and amenities, including shopping, dining, and outdoor activities, FairBridge Inn Express is the perfect home base for your stay in the beautiful Berkshires. Our friendly staff is dedicated to ensuring that your visit is enjoyable and stress-free. Book your stay with us today and experience the comfort and convenience of FairBridge Inn Express.

Wilson Park Housing is a residential community located on Memorial Drive in Pittsfield, Massachusetts. Our institution offers comfortable and affordable housing options for individuals and families looking to make a home in the beautiful city of Pittsfield. With a range of amenities and a convenient location, Wilson Park Housing is the perfect place to call home. Come see why our residents love living in this welcoming community!

Union Court Apartments is a charming residential complex located at 10 Union Street in the heart of Pittsfield, Massachusetts. Our spacious and well-appointed apartments offer modern amenities and comfortable living spaces for individuals and families alike. With convenient access to shopping, dining, and entertainment options, Union Court Apartments is the perfect place to call home in the bustling city of Pittsfield. Come experience the convenience and comfort of Union Court Apartments today!

Dalton Apartment Shop is a reputable institution located at 111 April Lane in Pittsfield, Massachusetts. We specialize in providing high-quality apartments for rent in the area. Our experienced team is dedicated to helping you find the perfect living space that meets your needs and budget. Whether you are looking for a cozy studio or a spacious three-bedroom apartment, we have a variety of options available. Come visit us today and let us help you find your dream home in Pittsfield!