TOP Travel package deals 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.

AAA Pittsfield is a trusted insurance agency and travel agency located at 660 Merrill Road in Pittsfield, Massachusetts. As part of the renowned AAA network, we offer a wide range of insurance products to protect your home, auto, and more. Our travel agency services provide expert guidance and exclusive deals to help you plan the perfect getaway. Visit us today to experience personalized service and peace of mind for all your insurance and travel needs.

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.

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.

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.

Staples Travel Services is a local government office located at 555 Hubbard Avenue in Pittsfield, Massachusetts, United States. This institution provides a variety of services related to travel, including assistance with booking flights, hotels, rental cars, and other travel accommodations. Whether you are planning a business trip or a vacation, Staples Travel Services is here to help make your travel experience smooth and stress-free. Our knowledgeable staff is dedicated to providing excellent customer service and ensuring that all your travel needs are met. Visit us today and let us help you plan your next trip!

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.

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.

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.

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.

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.

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.

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.

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.

The Central Downtown Inn & Suites is a charming lodging option located at 20 West Housatonic Street in the heart of Pittsfield, Massachusetts. Our cozy inn offers comfortable accommodations and modern amenities for both leisure and business travelers. Conveniently situated in the bustling downtown area, guests can easily access local attractions, shops, and restaurants. Whether you are visiting for a weekend getaway or an extended stay, The Central Downtown Inn & Suites provides a relaxing and welcoming atmosphere for all guests.

Fly Tringo is a premier travel agency located at 443 Crane Avenue in Pittsfield, Massachusetts. Our team of experienced travel experts are dedicated to providing exceptional service and personalized travel solutions to our clients. Whether you're planning a family vacation, romantic getaway, or business trip, Fly Tringo has you covered. From booking flights and accommodations to organizing tours and activities, we handle all the details so you can relax and enjoy your journey. Contact us today to start planning your next adventure!

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.