Top Boutique Hotels in The Berkshires (2026)

Experience hassle-free transit at Tourists with convenient free private parking available for guests. Arrive seamlessly at this inviting property and enjoy the peace of mind that comes with secure parking options. Whether you're on a weekend getaway or a longer stay, the efficient parking arrangements allow you to focus on what truly matters: exploring North Adams and indulging in the array of activities and attractions surrounding you.

Guests will appreciate the efficient and helpful parking facilities available, ensuring a seamless arrival at this luxurious retreat. With secure and hassle-free transit options, you can focus on enjoying your stay without the stress of parking concerns. The well-organized parking area offers peace of mind, allowing you to explore nearby attractions and return to your accommodations with ease. Embrace convenience and comfort from the moment you arrive.

Arriving at Gedney Farm is a breeze with seamless parking solutions that guarantee security for your vehicle. Situated in picturesque New Marlborough, the property provides free private parking for guests, ensuring hassle-free transit during your visit. Whether you're exploring local attractions or enjoying the vibrant atmosphere, you can rest easy knowing your car is safely parked, allowing you to fully immerse yourself in the experience without a worry in sight.

The Porches Inn at Mass MoCA offers seamless parking solutions, making your arrival effortless. With secure on-site parking available, you can focus on enjoying your stay without the hassle of street parking. Conveniently located near major attractions, this property ensures hassle-free transit so you can explore the vibrant surroundings with ease. Experience efficient service that prioritizes your comfort and allows you to fully enjoy everything the area has to offer.

Enjoy a seamless arrival experience with complimentary private parking at this inn, where security and convenience go hand in hand. Whether you're traveling for leisure or adventure, the hassle-free transit options ensure that your journey begins and ends smoothly. Leave your worries behind as you park with confidence, knowing that your vehicle is safe while you immerse yourself in the tranquility of New Marlborough.

At Tourists, no family member is left behind, as this pet-friendly hotel ensures your furry companions feel just as welcomed. With dedicated pet amenities and nearby walking options, both you and your pets can enjoy quality time together. Experience the joy of traveling with your beloved animals in a comfortable environment designed for all—making every moment of your stay memorable and enriching for the entire family.

At Gedney Farm, no family member is left behind, making it a welcoming haven for pet lovers. This charming property not only accommodates your furry friends but also features thoughtful pet amenities to ensure their comfort. Explore the stunning surroundings with nearby walks and enjoy quality time with your pets in a relaxing environment. It's the perfect choice for those wanting to create unforgettable memories with their beloved companions while enjoying a delightful stay.

At The Porches Inn at Mass MoCA, no family member is left behind! This pet-friendly haven features amenities tailored for your furry friends, ensuring an enjoyable stay for all. After a day of exploring the vibrant surroundings, take leisurely walks in scenic areas nearby. With cozy accommodations and a welcoming atmosphere, both pets and their owners will feel right at home in this unique boutique inn, making it a perfect getaway for animal lovers.

No family member is left behind at this inviting inn, which warmly welcomes your furry companions. With pet-friendly amenities and nearby walking trails, both you and your dog can enjoy the stunning natural surroundings together. Explore the picturesque landscapes of New Marlborough while ensuring your pets feel right at home, making every moment of your getaway special and memorable for the entire family.

Tourists welcomes families with open arms, ensuring a reassuring and safe environment for your loved ones. Featuring spacious accommodations and a family-friendly atmosphere, parents can relax while kids enjoy engaging activities nearby. Explore the beautiful gardens or take a dip in the pool together, fostering stress-free bonding moments. Your family's comfort and happiness are prioritized here, allowing you to create cherished memories in a welcoming setting.

Gedney Farm is your family's cozy retreat in New Marlborough, offering a reassuring atmosphere perfect for stress-free bonding. Kids can enjoy engaging activities while parents relax in spacious family rooms equipped with all the comforts needed for a safe stay. The hotel's friendly staff ensures every family member feels welcomed and secure, allowing you to focus on creating cherished memories together in a beautiful setting, making it ideal for families looking for an enlightening getaway.

Families will find a welcoming atmosphere at The Porches Inn at Mass MoCA, designed to foster stress-free bonding moments. With spacious rooms featuring retro-style decor, parents can relax while kids enjoy engaging activities. The outdoor pool provides fun for all ages, ensuring everyone has a memorable stay. Located close to kid-friendly attractions, families can easily explore the artistic delights of the area together, creating lasting memories in a safe and enjoyable environment.

Families will feel right at home at this welcoming inn, designed with safety and fun in mind. The dedicated kids' club offers engaging activities for younger guests, allowing parents to unwind knowing their children are in safe hands. Parents can enjoy stress-free bonding time while exploring the beautiful surroundings or lounging by the seasonal outdoor swimming pool. Create unforgettable memories together, all within a secure and nurturing environment.

This family-friendly hotel emphasizes safety and comfort, making it an excellent haven for parents and children alike. With spacious accommodations and a variety of activities, families can bond while exploring nearby attractions like the Norman Rockwell Museum. The welcoming environment ensures peace of mind, allowing parents to relax while kids enjoy age-appropriate amenities. Create cherished memories as you discover the charm of Stockbridge together, all within a stress-free setting designed for family enjoyment.

Experience the vibrant nightlife at Gedney Farm, where the energy never fades! Nestled in scenic New Marlborough, this lively hotspot offers a plethora of activities for those who love to have fun. Enjoy exquisite dining options at the on-site restaurant or unwind with a drink at the bar. With nearby skiing and cultural attractions like Tanglewood, you'll find plenty of entertainment just a stone's throw away, making it the ultimate destination for social travelers seeking excitement.

Experience the vibrant nightlife and dynamic atmosphere at this historic oasis in Stockbridge, Massachusetts. With live music, themed events, and a lively bar scene, guests can unwind with signature cocktails after a day of exploring. The on-site restaurants serve up tantalizing dishes, creating the perfect backdrop for social gatherings. Whether you’re dancing the night away or enjoying a casual evening with friends, this trendy destination is your gateway to unforgettable fun and entertainment.

Embrace nature at Gedney Farm, where conscious and sustainable practices take center stage. Nestled in the scenic beauty of New Marlborough, this property focuses on harmony with the environment, encouraging guests to engage in eco-friendly activities. Revel in the natural surroundings while enjoying accommodations designed with sustainability in mind. Experience a refreshing stay where you can relax and recharge, all while contributing to a greener planet through mindful choices.

- "The historic charm" - "The rooms were perfect. I had also reserved a room for my mother and she was extremely happy. It was her first time staying at the Red Lion and she and her husband were impressed to have a room on the first floor for easy in and out." - "Historic Inn centrally located. You can wander around inside all day and see something new. I liked meeting “Jane” the Inn cat" - "Quirky and full of character old property with plentiful varied sitting areas. Staff overall friendly and helpful. Tanglewood is nearby and worth a visit"