Login
with 99CashDeals Or
Create an Account
Here is the list of Top 20 Pittsfield (MA) Hotels that are ranked based on reviews, quality of accomodation and many other factors.
Popular Destinations
Nestled in the picturesque city of Pittsfield, Massachusetts, the 3.5-star Berkshire Mountain Lodge offers a tranquil retreat for nature lovers and outdoor enthusiasts alike. With 32 cozy rooms spread across 5 floors, this charming guesthouse/bed and breakfast boasts a rustic yet modern ambiance, perfect for those seeking a peaceful escape. Originally opened in 0, the property underwent a major renovation in 2013, ensuring guests enjoy the highest level of comfort and convenience during their stay. The check-in time is at 4:00 PM and check-out is at 10:00 AM, allowing plenty of time to explore the stunning surroundings and nearby attractions. With an average rating of 8.9, this delightful lodge promises a memorable stay in the heart of the beautiful Berkshires. Whether you're looking to unwind by the fireplace in the cozy lounge area or venture out to hike the scenic trails of the neighboring mountains, Berkshire Mountain Lodge is the perfect choice for a relaxing getaway
Escape to the charming city of Pittsfield, Massachusetts, and discover the inviting Holiday Inn Hotel And Suites Pittsfield-Berkshires, a 3-star hotel that boasts a perfect blend of comfort and convenience. Nestled on ONE WEST STREET, this hotel offers 170 rooms spread across 14 floors, providing a cozy retreat for all guests. Originally opened in 1972, the hotel underwent a thoughtful renovation in 2019, ensuring modern amenities and stylish decor. With a check-in time at 3:00 PM and check-out at 12:00 PM, guests can enjoy a seamless stay filled with relaxation and exploration. The Holiday Inn Hotel And Suites Pittsfield-Berkshires welcomes visitors with warm hospitality and top-notch services, making it an ideal choice for both leisure and business travelers. Immerse yourself in the rich history and vibrant culture of Massachusetts, while enjoying a comfortable stay at this well-appointed hotel. Unwind in the spacious rooms, take a dip in
Discover the charm and warmth of the Best Western Plus Berkshire Hills Inn and Suites, located on 1350 W Housatonic Street in Pittsfield, Massachusetts. This 2.5-star hotel offers a cozy and inviting atmosphere, perfect for both leisure and business travelers. With 59 well-appointed rooms, guests can expect a comfortable stay with modern amenities. Check-in at 3:00 PM and unwind in the stylish and spacious accommodations featuring plush bedding and complimentary Wi-Fi. The hotel provides a complimentary breakfast to start your day off right. Conveniently situated in the heart of Pittsfield, guests can explore nearby attractions such as Tanglewood, Hancock Shaker Village, and Jiminy Peak Mountain Resort. Whether you are visiting for work or pleasure, the Best Western Plus Berkshire Hills Inn and Suites offers a convenient and affordable stay in the picturesque Berkshires. Experience genuine hospitality and impeccable service at this welcoming hotel.
Nestled in the heart of Pittsfield, Massachusetts is the welcoming and esteemed Hilton Garden Inn Lenox Pittsfield, a 3-star hotel proudly part of the esteemed Hilton Worldwide chain. Boasting a prime location on 1032 South St, this hotel offers easy access to the city's top attractions and is a perfect base for exploring all that Massachusetts has to offer. With a stellar average rating of 9.1, this hotel promises a comfortable stay with impeccable service and top-notch amenities. The Check-in Time at 3:00 PM and the Check-out Time at 12:00 PM ensure a smooth and hassle-free experience for all guests. Although the exact number of rooms is not provided, guests can expect a range of well-appointed accommodations to choose from, along with a variety of on-site facilities and services to enhance their stay. Whether you are traveling for business or leisure, Hilton Garden Inn Lenox Pittsfield guarantees a memorable and enjoyable experience for all guests.
Welcome to the Berkshire Inn in charming Pittsfield, Massachusetts! This 2-star motel offers a cozy and comfortable stay with 0 rooms spread over 0 floors. Conveniently located at 150 West Housatonic Street, guests can enjoy easy access to the city's attractions and landmarks. The check-in time is 2:00 PM, and check-out is at 11:00 AM. Although opened and renovated in 0, this motel has already garnered 4 reviews with an impressive average rating of 9. Ideal for travelers looking for affordable accommodation without compromising on quality, the Berkshire Inn is a delightful choice in Pittsfield.
Discover the charm of Hotel on North located on North Street in Pittsfield, MA. This hidden gem offers a unique experience for every traveler, whether you are here for business or leisure. The hotel boasts a stellar average rating of 10, showcasing its commitment to excellence in hospitality. With a prime location in the heart of the city, guests have easy access to nearby attractions, restaurants, and shops. Although the hotel does not belong to a chain, its independent spirit shines through in its personalized service and attention to detail. The check-in and check-out times are convenient for guests, allowing for a seamless stay. With a variety of room options available, guests can choose the perfect accommodation to suit their needs. Come experience the warmth and hospitality of Hotel on North during your next visit to the United States.
Experience comfort and convenience at the FairBridge Inn Express Pittsfield located in Pittsfield, Massachusetts. This 2.5-star hotel offers a prime location on CHESHIRE RD, providing easy access to local attractions and dining options. With a 4-star average rating from 2 reviews, guests can expect a pleasant stay at this cozy accommodation. The hotel boasts a variety of amenities to ensure a comfortable visit, although the number of rooms and floors are not specified. Whether you are visiting for business or leisure, the FairBridge Inn Express Pittsfield is a great choice for your stay in Pittsfield. Unwind in well-appointed rooms and enjoy the convenience of a central location during your trip to Massachusetts.
Escape to the charming Wagon Wheel Inn, nestled in Lenox, Massachusetts. This 2-star motel offers a cozy retreat with easy access to the town's cultural attractions. With 3 reviews averaging 6.8, guests praise its homey atmosphere and value for money. The 24/7 front desk ensures a hassle-free check-in at 2:00 PM and check-out at 11:00 AM. Although the number of rooms and year opened are unknown, guests appreciate the clean and comfortable accommodations. Experience a relaxing stay at Wagon Wheel Inn during your visit to Lenox.
Start your day stress-free at The Yankee, Trademark Collection by Wyndham as breakfast is made available for you on the premises.Throughout the day, engage in the entertaining activities available at The Yankee, Trademark Collection by Wyndham. Unwind by the pool at hotel and cherish a leisurely moment.
Experience the comfort and convenience of a stay at Howard Johnson by Wyndham Lenox, a 2-star hotel located in the charming city of Lenox, Massachusetts. With 42 cozy rooms, this accommodation offers a relaxing retreat for travelers looking to explore the beauty of the Berkshires. Situated at 462 Pittsfield Road, this hotel provides easy access to local attractions and outdoor activities. The hotel features a 2:00 PM check-in time and 11:00 AM check-out time, ensuring a smooth and hassle-free stay for guests. Although the year opened and renovated are not specified, guests can expect comfortable rooms and modern amenities during their visit. With an average rating of 6.1, guests can trust that they will receive quality service and a pleasant stay at this Howard Johnson hotel. Whether you are visiting Lenox for business or pleasure, Howard Johnson by Wyndham Lenox offers a welcoming atmosphere and convenient location for all travelers. Book your stay today and discover
Discover the comfort and convenience of Hampton Inn and Suites Berkshires Lenox, part of the esteemed Hilton Worldwide brand. Located in the charming city of Lenox, Massachusetts, this 2.5-star hotel offers a warm and welcoming atmosphere for travelers. Featuring 79 rooms, this accommodation provides cozy and well-appointed spaces for guests to relax and unwind. With a check-in time of 3:00 PM and a check-out time of 11:00 AM, guests can easily plan their stay. While the year opened and renovated details are not available, the hotel boasts a superb average rating of 9.3, showcasing its dedication to guest satisfaction. Whether you are exploring the Berkshires for business or leisure, Hampton Inn and Suites Berkshires Lenox promises a delightful stay with its top-notch hospitality and modern amenities.
Discover the charm of Lanesboro, MA with a stay at the Weathervane Motel. This 2-star independent property offers a cozy and comfortable accommodation option in a picturesque setting. Located at 475 South Main Street, the motel provides easy access to the area's attractions and outdoor activities. With a total of spacious rooms, guests can enjoy a peaceful retreat during their visit. The check-in time is 1:00 PM and check-out is at 11:00 AM, allowing for a hassle-free stay. Whether you're exploring the Berkshires or simply passing through, the Weathervane Motel is a welcoming choice for your accommodation needs.
Nestled in the charming town of Lenox, Massachusetts, the Life House Berkshires exudes modern luxury with a touch of old-world charm. This 4-star hotel offers a peaceful retreat for travelers seeking a tranquil escape in the heart of the Berkshires. Boasting stylish accommodations and upscale amenities, Life House Berkshires is the perfect destination for a relaxing getaway. With a prime location on Pittsfield Road, guests can easily explore the local attractions, cultural landmarks, and natural beauty of the area. The hotel features a cozy lounge area, a chic restaurant serving delicious cuisine, and well-appointed rooms designed for ultimate comfort. Whether you're in town for a romantic weekend or a family vacation, Life House Berkshires provides a sophisticated and inviting atmosphere for all guests to enjoy. Welcome to your home away from home in Lenox, where luxury meets relaxation at Life House Berkshires.
Step into luxury and comfort at the Courtyard Lenox Berkshires, a 3-star Marriott hotel located in the charming town of Lenox, Massachusetts. With 92 exquisitely designed rooms, this hotel offers a peaceful retreat for both leisure and business travelers. Check-in at 3:00 PM and experience exceptional service from the friendly staff throughout your stay. The hotel boasts a prime location, just a short drive away from popular attractions like Tanglewood Music Center and Norman Rockwell Museum. Enjoy modern amenities, including free Wi-Fi, a fitness center, and a relaxing indoor pool. Unwind in stylish guest rooms featuring plush bedding, flat-screen TVs, and ergonomic workstations. Start your day with a delicious breakfast at the on-site restaurant, The Bistro, which also serves Starbucks coffee. Whether you're exploring the Berkshires or attending a conference, Courtyard Lenox Berkshires promises a memorable stay with its top-notch facilities and convenient location in Lenox, Massachusetts
Welcome to The Cornell Inn, a charming 3-star bed and breakfast located in the heart of Lenox, Massachusetts. Situated at 203 Main Street, this historic guesthouse offers a cozy and inviting atmosphere for guests to relax and unwind. The Cornell Inn boasts a total of 0 well-appointed rooms spread across 0 floors, each offering a unique and comfortable stay. Dating back to the year 0, this establishment has been a beloved accommodation for travelers seeking a home away from home. With a recent renovation in 0, the inn now offers modern amenities while still preserving its old-world charm. The average rating of 9.6 speaks volumes about the exceptional service and hospitality provided by the staff. Guests can enjoy a delightful breakfast each morning, made with fresh local ingredients. The Cornell Inn is the perfect choice for a peaceful and memorable stay in Lenox.
Experience the charm and elegance of 33 Main, an intimate inn located on Main Street in the picturesque city of Lenox, Massachusetts. This hidden gem offers a personalized and cozy atmosphere, perfect for a relaxing getaway. The 4-star accommodation boasts a prime location, walking distance to local shops, restaurants, and historic sites. The beautifully appointed rooms are designed for comfort and feature modern amenities. While the hotel doesn't have a pool or fitness center, the attentive staff goes above and beyond to ensure a memorable stay for each guest. With flexible check-in and check-out times, you can make the most of your visit to this enchanting destination. After a restful night's sleep, start your day with a delicious breakfast served in the charming dining area. Whether you are visiting for business or pleasure, 33 Main offers a unique and unforgettable experience in the heart of Lenox, making it the perfect choice for your next escape.
Experience the charm of Gateways Inn & Restaurant, located in the heart of Lenox, Massachusetts. This 3-star guesthouse/bed and breakfast offers a unique and intimate stay for guests seeking relaxation and luxury. Nestled on Walker Street, this historic property boasts a cozy atmosphere and personalized service. Indulge in gourmet dining at the on-site restaurant, known for its delectable cuisine and elegant ambiance. With its convenient location, guests can easily explore nearby attractions such as Tanglewood and The Mount, creating lasting memories. Immerse yourself in the beauty of the Berkshires while enjoying the comfort of a home away from home at Gateways Inn & Restaurant.
Step into the charming Rookwood Inn, nestled in the picturesque city of Lenox, Massachusetts. This quaint hotel offers a cozy retreat for travelers looking to explore the beauty of the Berkshires. With its unique charm and warm hospitality, Rookwood Inn provides a perfect home away from home. While the number of rooms and floors are unknown, guests can expect comfortable accommodations and personalized service. The hotel, opened in an undisclosed year, has retained its historic charm while offering modern amenities. Visitors can relax in the inviting common areas, enjoy a delicious breakfast each morning, and explore the nearby attractions such as Tanglewood and Norman Rockwell Museum. Whether you are a couple looking for a romantic getaway or a family seeking a peaceful vacation, Rookwood Inn promises a memorable stay in the heart of Lenox.
Welcome to the enchanting Hampton Terrace Inn located in Lenox, Massachusetts. With a 4-star rating, this charming hotel offers a serene and luxurious retreat in the heart of the quaint town. Check-in at 2:00 PM and experience the warm hospitality and impeccable service that awaits you at this hidden gem. The inn features elegantly appointed rooms and suites, each thoughtfully designed to ensure a comfortable stay. Explore the historic surroundings, unwind in the lush gardens, or simply relax by the fireplace in the cozy lounge area. Discover a peaceful oasis at Hampton Terrace Inn, where every detail is tailored to create a memorable experience for our guests.
Welcome to the charming Eastgate Inn B&B located in picturesque Lenox, Massachusetts. This independently owned and operated guesthouse offers a cozy atmosphere and personalized service that will make you feel right at home. Situated at 207 West Street, this hidden gem provides a peaceful retreat away from the hustle and bustle of the city. With a unique touch of hospitality, the Eastgate Inn B&B boasts comfortable accommodations perfect for a weekend getaway or a longer stay. While the star rating may be unavailable, the warmth and welcoming ambiance of this bed and breakfast speak volumes. Check-in is at 4:00 PM and check-out is at 12:00 PM, so you can make the most of your time exploring Lenox and its surrounding attractions. Don't miss the opportunity to experience the quaint charm and personalized attention that Eastgate Inn B&B has to offer. Book your stay now and create unforgettable memories in this lovely New England town.
Don’t miss a great deal
Stay one step ahead. Find the best Hotels with Best deals.
