The 30 Best Massachusetts family destinations in Lenox, Massachusetts

Lenox Village Pharmacy is a trusted health and wellness destination located at 5 Walker Street in the charming town of Lenox, Massachusetts. As a full-service pharmacy and store, we are dedicated to providing top-quality pharmaceutical services and products to our community. Our friendly and knowledgeable staff is committed to helping you with all your medication needs and health concerns. Whether you're looking for prescription refills, over-the-counter medications, or personalized healthcare advice, Lenox Village Pharmacy is here to serve you. Visit us today and experience the difference of a locally-owned and operated pharmacy that truly cares about your well-being.

Canyon Ranch Lenox is a renowned institution located at 165 Kemble Street in Lenox, Massachusetts, United States. This institution offers a unique combination of health, lodging, and spa services for guests looking to improve their overall well-being. One of the special offers at Canyon Ranch Lenox is the Best Friends Bonus Offer, where guests can save on double occupancy and receive extra services. The institution also hosts events such as The Canyon Ranch Weight Loss Program, designed to help guests achieve long-term weight loss goals.

Lenox Cat Hospital is a premier veterinary care facility located at 450 Pittsfield Road in Lenox, Massachusetts. Our dedicated team of professionals specializes in providing top-notch medical care for your feline companions. From routine check-ups to surgical procedures, we are committed to keeping your beloved cats healthy and happy. With a focus on compassionate and personalized care, Lenox Cat Hospital is the go-to destination for all your cat's healthcare needs. Schedule an appointment today and let us take care of your furry family member!

Welcome to The Center at Lenox, your premier shopping destination nestled in the heart of the Berkshires at 489 Pittsfield Road, Lenox, Massachusetts. As a vibrant shopping mall, we offer a diverse array of retail stores, dining options, and services to meet all your needs. Whether you're looking to update your wardrobe, enjoy a delicious meal, or find that perfect gift, The Center at Lenox has something for everyone. Our convenient location and ample parking make it easy for you to explore everything we have to offer. Visit us today and experience the best of shopping and leisure in Lenox.

Welcome to Shire Donuts - Lenox, your go-to destination for delightful, freshly-made donuts in the heart of Lenox, Massachusetts. Nestled at 51 Church Street, our charming bakery is a haven for donut enthusiasts and food lovers alike. At Shire Donuts, we pride ourselves on crafting an array of mouthwatering donuts using the finest ingredients and time-honored techniques. Whether you're in the mood for a classic glazed donut or feeling adventurous with one of our unique specialty flavors, we have something to satisfy every craving. Our cozy store offers a warm and inviting atmosphere, perfect for enjoying a delicious treat with friends and family. Come visit us and experience the joy of fresh, homemade donuts that are sure to sweeten your day. Shire Donuts - Lenox: Where every bite is a taste of happiness.

Luau Hale Restaurant is a tropical paradise nestled in Lenox, Massachusetts, offering a taste of Hawaiian cuisine in the heart of New England. Located at 569 Pittsfield Road, this vibrant eatery transports diners to the islands with its colorful decor and flavorful dishes. From traditional Hawaiian favorites like poke bowls and kalua pork to creative cocktails and refreshing shaved ice treats, Luau Hale Restaurant brings a taste of aloha to every meal. Whether you're craving a taste of the tropics or simply looking to escape the everyday hustle and bustle, this restaurant is the perfect destination for a delicious and memorable dining experience.

Located at 10 Richmond Mountain Road in Lenox, Massachusetts, the Apple Tree Inn is a charming lodging option that serves as the perfect retreat for those looking to nurture their creativity. Surrounded by the natural beauty of the Berkshires, this institution offers a peaceful escape from the ordinary where guests can unlock new ideas and inspiration. The inn features a picturesque 1885 Victorian main house with 13 rooms that blend historic charm with modern amenities such as Frette linens. Additionally, there is a rustic Lodge with 21 rooms that provide a cozy and tranquil setting overlooking the lush green forests and rolling hills of the Berkshires.

The Kemble Berkshires is a historic lodging institution located at 2 Kemble Street in Lenox, Massachusetts, United States. Originally built in the 1880s for a U.S. Secretary of State and New Jersey State Senator, the property has been newly renovated by Shared Estates with modern finishes and luxurious amenities. The estate features manicured landscaping with stunning views of the Stockbridge Bowl. Guests can enjoy various spaces within the property, including a library room, music room, private bar, and seven fireplaces. The Kemble is 100% carbon neutral and can accommodate events for up to 175 guests. The property offers a dining room, professional kitchen, herb and vegetable garden, fire pit, and multi-level stone patios and decks. Guests can enjoy a wide range of amenities, including a virtual reality gaming room, retro arcade, outdoor sports equipment, and more. The Kemble Berkshires is owned by 143 investors through Shared Estates' equity crowdfunding model, making it a unique social equity vehicle in the real estate industry.

The Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.

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.

Wyndhurst Golf & Club is a premier destination located at 55 Lee Road in Lenox, Massachusetts. This institution offers a luxurious experience with top-notch amenities including a golf course, lodging accommodations, and a gourmet restaurant. Guests can enjoy a round of golf on the beautifully landscaped course, relax in the comfortable lodging options, and indulge in delicious meals at the on-site restaurant. Whether you are looking for a weekend getaway, a golf retreat, or a fine dining experience, Wyndhurst Golf & Club has everything you need for a memorable stay.

Walker House is a historic institution located at 64 Walker Street in the charming town of Lenox, Massachusetts. This elegant building offers a unique blend of traditional charm and modern amenities, making it the perfect destination for visitors looking to experience the beauty of the Berkshires. With its picturesque surroundings and convenient location, Walker House is the ideal spot for a relaxing getaway or a special event. Immerse yourself in the rich history and warm hospitality of this iconic institution during your stay in Lenox.

West Street Theater is a charming and historic institution located at 45 West Street in Lenox, Massachusetts, United States. This beloved venue has been entertaining audiences for years with a diverse range of performances including plays, musicals, concerts, and more. The theater's intimate atmosphere and top-notch productions make it a must-visit destination for theater lovers in the area. Whether you're looking for a night of drama, comedy, or music, West Street Theater has something for everyone. Come and experience the magic of live performance at this iconic institution in Lenox.

Tanglewood Light Tower is a historic institution located in Lenox, Massachusetts, United States. This iconic tower stands tall as a beacon of light, guiding visitors to the renowned Tanglewood Music Festival. The tower serves as a symbol of the rich cultural heritage and musical excellence that can be experienced at Tanglewood. Visitors can climb to the top of the tower for breathtaking views of the surrounding landscape and enjoy the serene atmosphere of this picturesque location. Whether you are a music enthusiast or simply looking to immerse yourself in the beauty of Lenox, Tanglewood Light Tower is a must-see destination.

Cello Restaurant is a charming dining establishment located at 37 Church Street in Lenox, Massachusetts. Known for its elegant atmosphere and delectable cuisine, Cello offers a unique dining experience for guests looking to indulge in a variety of gourmet dishes. The restaurant prides itself on using locally-sourced ingredients to create flavorful and innovative dishes that cater to a range of tastes. Whether you're looking for a romantic dinner for two or a special celebration with friends and family, Cello Restaurant is the perfect destination for a memorable dining experience in Lenox.

Jam Time Norwood is a vibrant and engaging indoor play center located at 111 Lenox Street in Norwood, Massachusetts. This family-friendly institution offers a variety of activities and play areas for children to explore and enjoy. From imaginative play structures to interactive games and crafts, Jam Time Norwood provides a safe and stimulating environment for kids to learn, socialize, and have fun. With a convenient location in the heart of Norwood, this establishment is a popular destination for families looking to spend quality time together and create lasting memories. Visit Jam Time Norwood today and let the adventures begin!

Winthrop Estate is a luxurious lodging institution located at 101 Yokun Avenue in the charming town of Lenox, Massachusetts, United States. Nestled in the heart of the Berkshires, this historic estate offers guests a unique and unforgettable experience. The elegant accommodations, stunning gardens, and impeccable service make Winthrop Estate the perfect destination for a romantic getaway, family vacation, or special event. With its rich history and picturesque surroundings, Winthrop Estate truly embodies the essence of New England charm and hospitality.

Dining at Blantyre offers a luxurious and elegant dining experience in the heart of Lenox, Massachusetts. Located at 16 Blantyre Road, this institution provides a refined atmosphere where guests can enjoy exquisite cuisine prepared by talented chefs. The menu features a variety of gourmet dishes made with locally sourced ingredients, ensuring a fresh and flavorful dining experience. Whether you are looking for a romantic dinner for two or a special celebration with friends and family, Dining at Blantyre is the perfect destination for a memorable culinary experience. With impeccable service and a beautiful setting, this establishment is sure to impress even the most discerning diners.

Welcome to Intown Mall Shopping Center, your premier shopping destination located at 26 Housatonic Street, Lenox, Massachusetts. Nestled in the heart of the Berkshires, our shopping center offers a unique blend of charm and modern convenience, providing a delightful experience for locals and visitors alike. With a diverse selection of stores, including fashion boutiques, specialty shops, and dining options, Intown Mall Shopping Center caters to all your shopping and leisure needs. Whether you're looking for the latest trends, a special gift, or a delicious meal, our friendly and welcoming atmosphere ensures a memorable visit. Explore, shop, and unwind at Intown Mall Shopping Center, where community and commerce come together in perfect harmony.

Welcome to Stevens Glen Trail Head, a serene and picturesque park located in the heart of the Berkshires at Lenox Road, West Stockbridge, Massachusetts. Nestled in the lush greenery of Richmond, MA, our park offers a tranquil escape for nature lovers and outdoor enthusiasts. Stevens Glen Trail Head is renowned for its breathtaking landscapes, featuring well-maintained trails that wind through dense forests, alongside babbling brooks, and past stunning waterfalls. Whether you're a seasoned hiker or just looking for a peaceful walk in nature, our trails cater to all skill levels, providing a perfect opportunity to reconnect with the great outdoors.

Welcome to Kennedy Park, a serene oasis nestled in the heart of Lenox, Massachusetts. Located at 275 Main Street, this enchanting park offers a perfect blend of natural beauty and outdoor adventure, making it an ideal destination for both locals and tourists alike. Spanning over 500 acres, Kennedy Park is a haven for nature enthusiasts, offering a network of well-maintained trails perfect for hiking, biking, and cross-country skiing. Immerse yourself in the lush landscapes and enjoy the stunning vistas that change with the seasons, from vibrant spring blooms to the rich tapestry of fall foliage. Whether you're seeking a peaceful stroll, a family picnic, or an invigorating outdoor workout, Kennedy Park provides a picturesque setting for all your recreational needs.

Welcome to Kennedy Park, a serene natural retreat located at 18 Evergreen Trail in the picturesque town of Lenox, Massachusetts. Spanning over 500 acres, Kennedy Park offers a perfect escape for nature lovers, outdoor enthusiasts, and families alike. Immerse yourself in the beauty of New England's landscapes as you explore our extensive network of trails, ideal for hiking, mountain biking, and cross-country skiing in the winter months. The park is home to diverse flora and fauna, providing a peaceful sanctuary for wildlife observation and photography. With its well-maintained paths and scenic vistas, Kennedy Park is a favorite destination for both locals and visitors seeking tranquility and adventure in the heart of the Berkshires.

Welcome to Veterans Memorial Park, a serene and picturesque destination located on Walker Street in the heart of Lenox, Massachusetts. This beautiful park serves as a tribute to the brave men and women who have served in the United States Armed Forces, offering a peaceful setting for reflection, recreation, and community gatherings. Veterans Memorial Park is a cherished local landmark, featuring well-maintained walking paths, lush green spaces, and thoughtfully designed memorials that honor the sacrifices and courage of our veterans. Whether you're looking to enjoy a leisurely stroll, have a picnic with family and friends, or simply take a moment to appreciate the tranquil surroundings, this park provides the perfect backdrop.

Welcome to MeadowView, your serene escape nestled in the heart of the Berkshires at 112 Lee Road, Lenox, Massachusetts. Our charming establishment offers a peaceful retreat surrounded by the natural beauty of New England. Whether you're seeking a weekend getaway, a family vacation, or a venue for a special event, MeadowView provides a perfect blend of comfort and elegance. At MeadowView, we pride ourselves on delivering exceptional hospitality and personalized service. Our cozy accommodations are thoughtfully designed to ensure a relaxing stay, with amenities that cater to both leisure and business travelers. Enjoy a stroll through our beautifully landscaped gardens, unwind on our spacious terrace, or explore the nearby attractions that make Lenox a cultural and recreational hub.

Welcome to J’s Dog Haus Sheds, your premier destination for high-quality, custom-built sheds located in the heart of Lenox, Massachusetts. Situated at 36 Pittsfield Road, our family-owned business is dedicated to providing the local community with durable and stylish storage solutions tailored to meet your unique needs. At J’s Dog Haus Sheds, we pride ourselves on our craftsmanship and attention to detail, ensuring that every shed is not only functional but also an attractive addition to your property. Whether you're looking for extra storage space, a workshop, or a cozy retreat, our wide range of customizable options will help you create the perfect structure to suit your lifestyle.

Welcome to Tillotson Park, your serene escape in the heart of Lenox, Massachusetts. Nestled on Walker Street in the picturesque Berkshires, Tillotson Park offers a perfect blend of natural beauty and community charm. Whether you're looking for a peaceful stroll, a family picnic, or a place to unwind, our park provides a tranquil setting for all ages. Explore our well-maintained walking trails, enjoy the lush greenery, or relax on our spacious lawns. With a playground for children and plenty of benches for resting and taking in the scenery, Tillotson Park is designed to be a welcoming haven for everyone. Our park is also a great spot for community events, offering a vibrant space for gatherings and celebrations throughout the year.

Welcome to the Toyota Rental Car Division, your premier destination for reliable and affordable car rentals in Pittsfield, Massachusetts. Conveniently located on Lenox Rd, our friendly and professional team is dedicated to providing you with an exceptional car rental experience. Whether you’re in town for business, planning a family trip, or need a temporary vehicle, we offer a diverse selection of well-maintained Toyota vehicles to suit your needs. From fuel-efficient sedans to spacious SUVs, our fleet is equipped with the latest models to ensure comfort and safety on the road. At Toyota Rental Car Division, we pride ourselves on excellent customer service and competitive pricing. Visit us today and discover the convenience and quality of renting with us. Your journey begins here at Lenox Rd, Pittsfield, MA 01201.

Welcome to Great Barrington Resort House, your serene getaway nestled in the picturesque landscapes of Lenox, Massachusetts. Located at the heart of the Berkshires, our resort offers a perfect blend of luxury, comfort, and natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled vacation, our resort is the ideal destination. At Great Barrington Resort House, we pride ourselves on providing exceptional hospitality and personalized service. Our elegantly designed rooms and suites offer breathtaking views and modern amenities to ensure a relaxing stay. Enjoy gourmet dining at our on-site restaurant, unwind at our spa, or take a dip in our heated pool.

Welcome to TK-Fit, your premier destination for health and fitness located in the heart of Lenox, Massachusetts. Situated at 90 Pittsfield Road, our state-of-the-art gym offers a welcoming environment where you can embark on your journey to a healthier lifestyle. At TK-Fit, we believe in empowering our members through personalized fitness experiences tailored to meet individual goals. Our facility boasts a wide range of modern equipment, from cardio machines to strength training stations, designed to accommodate all fitness levels. Whether you're a seasoned athlete or a newcomer to the fitness world, our certified trainers are here to guide and motivate you every step of the way. We offer a variety of group classes, including yoga, Zumba, and high-intensity interval training, ensuring there's something for everyone.