TOP 30 Hotel with pool in Pittsfield, Massachusetts

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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.

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.

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.

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.

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.

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.

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 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.

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.

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.

Berkshire Peak Apartments is a modern and luxurious apartment complex situated at 341 West Street in Pittsfield, Massachusetts. Our community offers a range of spacious and stylish apartments with top-of-the-line amenities, including a fitness center, swimming pool, and outdoor grilling area. Residents can enjoy breathtaking views of the Berkshire Mountains while being conveniently located near shopping, dining, and entertainment options. With a commitment to providing exceptional service and a comfortable living experience, Berkshire Peak Apartments is the perfect place to call home in the heart of the Berkshires.

New Amsterdam Apartments is a premier residential complex located at 429 North Street in Pittsfield, Massachusetts. Our institution offers modern and spacious apartments designed to provide residents with a comfortable and convenient living experience. With a range of amenities including on-site laundry facilities, parking, and a friendly management team, New Amsterdam Apartments is the perfect place to call home in the heart of Pittsfield. Enjoy easy access to local attractions, dining, and shopping options while living in a community that prioritizes your comfort and satisfaction. Experience the best of city living at New Amsterdam Apartments.

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.

Lakecrest Condos is a luxurious residential complex located on Lakecrest Drive in Pittsfield, Massachusetts. These modern and stylish condos offer breathtaking views of the surrounding nature and provide residents with a peaceful and serene living environment. The community features top-notch amenities such as a swimming pool, fitness center, and beautifully landscaped grounds. With easy access to nearby shops, restaurants, and outdoor recreational activities, Lakecrest Condos is the perfect place to call home for those looking for a blend of comfort and convenience in a stunning natural setting.