Luxury vacation packages in Pittsfield, Massachusetts

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.

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.

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.

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.

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.

Berkshire Travel Group is a premier travel agency located at 1450 East Street in Pittsfield, Massachusetts, United States. With a team of experienced travel experts, we provide personalized service and tailored travel packages to meet the unique needs of our clients. Whether you're looking to plan a relaxing beach getaway, an adventurous hiking trip, or a luxurious cruise vacation, we are here to help make your travel dreams a reality. Contact us today to start planning your next unforgettable journey with Berkshire Travel Group.

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.

Classical Excursions is a premier travel agency located at 7 Club Circle in Pittsfield, Massachusetts, United States. Specializing in curated trips to classical destinations around the world, our experienced team of travel experts will help you plan the perfect vacation filled with culture, history, and unforgettable experiences. Whether you're dreaming of exploring ancient ruins in Rome, attending a world-class opera performance in Vienna, or soaking up the sun on the Greek islands, Classical Excursions will ensure that your journey is seamless and memorable. Contact us today to start planning your next classical adventure!

Anywhere Anyway Travel is a premier travel agency located on First Street in Pittsfield, Massachusetts. Our experienced team of travel experts is dedicated to helping you plan the perfect getaway, no matter where you want to go or how you want to get there. From booking flights and accommodations to organizing tours and excursions, we can handle all the details so you can relax and enjoy your trip. Let Anywhere Anyway Travel turn your travel dreams into reality.

Cruises Inc Eric Martin is a premier travel agency located in Pittsfield, Massachusetts. Specializing in luxury cruises, our experienced team led by Eric Martin will help you plan the perfect getaway on the high seas. With personalized service and attention to detail, we ensure that your cruise experience is unforgettable. Visit us at 42 Fourth Street to start planning your dream vacation today.

Berkshires Week is a premier travel agency located at 75 South Church Street in Pittsfield, Massachusetts. Specializing in curated travel experiences in the beautiful Berkshires region, our knowledgeable team is dedicated to helping you plan the perfect getaway. From luxurious accommodations to exciting outdoor adventures, Berkshires Week offers a wide range of services to ensure a memorable and stress-free vacation. Let us help you explore all that the Berkshires has to offer and create lasting memories in this picturesque destination.

Welcome to R&S Traveler's, your trusted travel agency located at 43 Adam Street, Pittsfield, Massachusetts. We are dedicated to crafting personalized travel experiences that cater to your unique needs, emotions, passions, and budget. Our team of experienced advisors is committed to knowing you and ensuring your travel dreams come true. At R&S Traveler's, we understand that every traveler is different, which is why our advisors work closely with you to build vacations tailored just for you. We strive to find the best value for your budget, offering exclusive upgrades, added amenities, and excursions that perfectly match your personality.