Vacation deals 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.

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.

Welcome to Hertz Car Rental - Pittsfield Dalton HLE, your trusted partner for all your car rental needs in Pittsfield, Massachusetts. Conveniently located at 811 Dalton Avenue, we offer a wide selection of vehicles to suit every journey, from family vacations to business trips. Our fleet includes the latest models of sedans, SUVs, and specialty vehicles, ensuring you travel in comfort and style. At Hertz, we pride ourselves on exceptional customer service, competitive pricing, and flexible rental plans that cater to both short-term and long-term needs. Whether you're a local resident or visiting the beautiful Berkshires, our team is dedicated to making your rental experience smooth and hassle-free. Discover the freedom of the open road with Hertz Car Rental - Pittsfield Dalton HLE. Visit us today and drive away with confidence!

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.

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.

Knights Inn Lenox is a charming lodging establishment located at 474 Pittsfield Road in Pittsfield, Massachusetts. This cozy inn offers comfortable accommodations and excellent service to ensure a pleasant stay for guests. Conveniently situated in the heart of the Berkshires, guests can easily explore the area's attractions, including Tanglewood, Norman Rockwell Museum, and the beautiful landscapes of the region. With its affordable rates and welcoming atmosphere, Knights Inn Lenox is the perfect choice for travelers looking for a relaxing retreat in western Massachusetts.

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!

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.

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.

Welcome to Enterprise Rent-A-Car, your trusted car rental service located at 526 East Street, Pittsfield, Massachusetts. Conveniently situated to serve both locals and visitors, we offer a wide range of vehicles to meet your travel needs, whether you're planning a family trip, a business journey, or simply need a reliable car for daily use. At Enterprise, we pride ourselves on exceptional customer service, competitive rates, and a seamless rental experience. Our well-maintained fleet includes everything from compact cars to spacious SUVs, ensuring you find the perfect vehicle for your journey. Visit us today and discover why Enterprise is a leader in car rental services. Your adventure starts here!

Welcome to Suzanne Crerar at Stone House Properties, your premier real estate partner located at 38 Main Street, West Stockbridge, Massachusetts. Serving the beautiful regions of Berkshire County, Massachusetts, and Columbia County, New York's Upper Hudson Valley, we are a well-established brokerage firm dedicated to providing exceptional services for both buyers and sellers. Our region is renowned for its breathtaking natural beauty, with the Berkshires and Upper Hudson Valley offering picturesque landscapes of rolling hills and expansive valleys. In addition to the stunning scenery, our area is rich in cultural landmarks, including Tanglewood, MASS MoCA, and the Olana State Historic Site, making it a truly desirable location for your next home.

Welcome to Barb Hassan Realty, Inc. – Your Trusted Real Estate Partner in the Berkshires Located at 69 South Main Street, Lanesborough, Massachusetts, Barb Hassan Realty, Inc. is your local, full-service real estate agency dedicated to serving the vibrant community of the Berkshires. With over 35 years of experience in the real estate industry and more than $155 million in career sales, our team is committed to providing professional, courteous, and responsive services for all your real estate needs.

Welcome to Key Realty, your trusted real estate agency located on Flintstone Road in the beautiful town of Windsor, Massachusetts. At Key Realty, we are committed to advising, guiding, counseling, and advocating for our clients through every step of the real estate transaction process. From the initial consultation to the closing celebration, we are by your side to ensure a seamless and successful experience. Led by Nadine Hiser, a compassionate and professional real estate expert with 35 years of experience as a real estate investor and over 22 years in real estate sales, our team specializes in the purchase and sale of homes, investment properties, estates, farms, unique homes, and bank-owned or foreclosure properties. Nadine and her team are renowned for their exceptional customer service, attention to detail, and unwavering commitment to their clients.