Login
with 99CashDeals Or
Create an Account
Here is the list of Top 20 Cheshire (MA) Hotels that are ranked based on reviews, quality of accomodation and many other factors.
Popular Destinations
Nestled in the charming town of Cheshire, Massachusetts, the Harbour House Inn B&B offers a cozy and intimate retreat for travelers seeking a unique and personalized experience. This independently owned bed and breakfast boasts a picturesque setting along North State Road, providing easy access to the area's natural beauty and outdoor activities. The property exudes historical charm and warmth, making guests feel right at home from the moment they arrive. Although the star rating is not available, the personalized service and attention to detail elevate the guest experience. With a total of rooms available, the inn promises a peaceful escape with comfortable accommodations and modern amenities. The Check-in Time is 3:30 PM and the Check-out Time is 10:30 AM, allowing guests to relax and unwind at their own pace. Experience the tranquility and charm of Cheshire at the Harbour House Inn B&B.
Experience the ultimate luxury and comfort at The Springs Motel, a 4-star hotel nestled in the picturesque town of New Ashford, Massachusetts. With a perfect rating of 9.4, our hotel offers unmatched hospitality and top-notch amenities for a memorable stay. Boasting a prime location on U.S. 7, our elegant hotel features beautifully appointed rooms, ensuring a relaxing and restful retreat for every guest. Check-in at 4:00 PM and enjoy a seamless check-out at 11:00 AM, allowing you to make the most of your stay. The Springs Motel prides itself on providing personalized service and attention to detail, creating a welcoming atmosphere that sets us apart from the rest. Whether you're here for business or leisure, our hotel offers the perfect blend of comfort, style, and convenience for a truly unforgettable experience. Indulge in our on-site amenities, unwind in our cozy rooms, and discover why The Springs Motel is the ultimate choice for your next
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.
Escape to Vacation Village in the Berkshires, a luxurious 5-star resort located in the charming city of Hancock, Massachusetts. Nestled in the heart of the United States, this property boasts top-notch amenities and impeccable service. With 18 glowing reviews and an impressive average rating of 8.9, guests can expect nothing but the best during their stay. The resort offers a variety of accommodation types, ensuring a comfortable and unforgettable experience for all visitors. Check-in time is at 4:00 PM, allowing guests to settle in and start their vacation with ease. Check-out is at 10:00 AM, giving guests ample time to enjoy all the resort has to offer. Plan your next getaway at Vacation Village in the Berkshires for a truly exceptional experience.
Escape to the charming Club Wyndham Bentley Brook in Hancock, Massachusetts, a 3-star retreat nestled in the heart of the United States. With 80 well-appointed rooms available, this hotel offers a cozy and comfortable stay for travelers seeking relaxation and adventure. The check-in process is a breeze starting at 4:00 PM, allowing guests to start their vacation promptly. The rustic charm of the property combined with modern amenities ensures a delightful experience for all guests. Whether you're hitting the nearby ski slopes in the winter or exploring the scenic Berkshires in the summer, Club Wyndham Bentley Brook is the perfect home base for your Massachusetts getaway. Don't miss the chance to experience the beauty and hospitality of this wonderful hotel during your next trip!
Escape to the charming Berkshire Valley Inn located in the picturesque town of Hancock, MA. This hidden gem offers a cozy retreat surrounded by the stunning natural beauty of the United States. Perfect for a peaceful getaway, this motel provides a relaxing atmosphere for guests to unwind and recharge. With comfortable accommodations, friendly staff, and a convenient check-in and check-out time, Berkshire Valley Inn is the ideal choice for a weekend escape or a long-term stay. Although the star rating is not available, the quality of service is sure to exceed expectations. The motel's convenient location makes it easy to explore the nearby attractions, including outdoor activities and cultural sites. Whether you are traveling for leisure or business, Berkshire Valley Inn offers a welcoming ambiance that will make you feel right at home. Book your stay now and experience the tranquility of this hidden oasis in Hancock, MA.
Welcome to Jiminy Peak Mountain Resort in beautiful Hancock, Massachusetts! This 3-star resort is the perfect destination for a relaxing getaway surrounded by stunning natural beauty. With many rooms spread across multiple floors, this resort offers a cozy and comfortable stay for all visitors. Check-in is available starting at 4:00 PM, and guests are able to check-out by 10:30 AM. Renowned for its excellent service and breathtaking views, Jiminy Peak Mountain Resort has received an average rating of 7.9 based on 4 reviews. Don't miss out on the chance to experience the charm and hospitality of this lovely resort during your next trip to Hancock!
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.
Experience the charm of Stay Berkshires located in the picturesque town of Williamstown, MA. This 2-star hotel offers cozy accommodations and inviting ambiance for a delightful stay. Check-in time is at 2:00 PM and check-out time is at 11:00 AM. With a total of rooms, guests can expect personalized attention and comfort during their visit. Conveniently situated on Cold Spring Road, this hotel is the perfect base for exploring the beauty of the Berkshires. Embrace the tranquility and warmth of Stay Berkshires for a memorable getaway.
Indulge in luxury and comfort at InterContinental Hotels Group's esteemed Hotel Downstreet located in the charming city of North Adams, MA. With a 3-star rating, this hotel offers a warm and inviting atmosphere for guests to relax and unwind. Situated at 40 Main Street, Hotel Downstreet provides easy access to nearby attractions and activities. Boasting a total of spacious rooms, guests are treated to modern amenities and impeccable service throughout their stay. Whether you're visiting for business or leisure, the hotel's convenient check-in at 3:00 PM and check-out at 11:00 AM allows for a seamless experience. Although the year opened and renovated are unavailable, Hotel Downstreet promises a memorable stay with its top-notch accommodations and prime location in the United States. Don't miss out on the opportunity to experience unparalleled hospitality at this exceptional hotel.
Welcome to the charming Howard Johnson by Wyndham Williamstown, a 2-star hotel located in the picturesque town of Williamstown, Massachusetts. Situated on Main Street, this cozy hotel boasts 35 well-appointed rooms perfect for a comfortable stay. With a check-in time of 3:00 PM and a check-out time of 11:00 AM, guests can enjoy a hassle-free experience. Although the hotel does not have any floors specified, the warm and welcoming atmosphere makes it a perfect choice for travelers looking for a laid-back retreat. Whether you are exploring the nearby attractions or simply relaxing in your room, the Howard Johnson by Wyndham Williamstown offers a convenient and peaceful getaway. With an average rating of 8.9, this hotel promises a pleasant stay for all guests. Book your stay today and experience the beauty of Williamstown firsthand.
Located in the picturesque town of Williamstown, MA, the Williamstown Motel is a charming 3-star accommodation that promises a comfortable stay. With its convenient location on Main Street Route 2, guests can easily explore the surrounding attractions. The motel offers cozy rooms with modern amenities, perfect for a relaxing getaway. Check-in is at 2:00 PM and check-out at 11:00 AM, ensuring a hassle-free experience. Despite its small size, the Williamstown Motel has received glowing reviews from guests, with an average rating of 8. Whether you're visiting for business or pleasure, this quaint motel is a great choice for your stay in Williamstown.
Indulge in luxury at the 4-star rated The Porches Inn at Mass MoCA in North Adams, Massachusetts. Nestled on 231 River Street, this charming inn offers a unique and cozy retreat for guests. Check-in at 3:00 PM and immerse yourself in the artistic surroundings of Mass MoCA. With a total of 0 rooms spread across 0 floors, each space is thoughtfully designed for comfort and style. Enjoy the modern amenities and personalized service that make this accommodation a top choice for travelers. Don't miss the chance to experience the warm hospitality and exceptional comfort of The Porches Inn at Mass MoCA during your next visit.
Nestled in the picturesque town of Williamstown, MA, The 1896 House Country Inn - Brookside & Pondside is a charming 4-star inn that exudes historic charm and modern comfort. With a serene location on Cold Spring Road, this former bed and breakfast offers a peaceful retreat for travelers seeking relaxation. Boasting a total of beautifully appointed rooms, each designed with guests' comfort in mind, this inn is perfect for a weekend getaway or a longer stay. The check-in time at 3:00 PM and check-out at 11:30 AM ensure a seamless experience for guests. With an average rating of 5.8 based on 7 reviews, this accommodation promises a delightful stay in the heart of the United States.
Nestled in the charming town of Williamstown (MA), the 1896 House Country Inn - Barnside Inn is a 5-star gem that exudes historic charm and modern luxury. Check-in at 3:00 PM and immerse yourself in the elegant ambiance of this inn with no chain affiliation. With personalized service and attention to detail, this accommodation is perfect for discerning travelers seeking a unique stay. The Barnside Inn offers a cozy retreat with beautifully appointed rooms, each designed for comfort and relaxation. Enjoy a leisurely check-out at 11:00 AM and explore the scenic surroundings of the Berkshires. Discover why guests rave about this hidden gem with a perfect average rating of 10.
Experience the cozy comfort and exceptional service of Fairfield Inn & Suites Williamstown, located on Main Street in the charming town of Williamstown, Massachusetts. As part of the prestigious Marriott chain, this 2.5-star hotel offers 94 well-appointed rooms designed for both leisure and business travelers. Check-in at 4:00 PM and enjoy a seamless stay until check-out at 11:00 AM. The hotel boasts a convenient location near popular attractions and dining options, making it an ideal choice for exploring the area. With a warm and inviting atmosphere, guests can relax in the spacious rooms equipped with modern amenities. Whether you're visiting for work or leisure, Fairfield Inn & Suites Williamstown promises a memorable stay with its impeccable service and comfortable accommodations. Book your stay now and experience the best of Williamstown in style.
Step into the quaint and charming Willows Motel Williamstown, nestled in the picturesque town of Williamstown, Massachusetts, United States. This 2-star independent motel offers a cozy and inviting atmosphere for guests looking for a peaceful retreat. With 17 well-appointed rooms, guests can expect personalized service and comfortable accommodations during their stay. The motel, operating with a check-in time of 1:30 PM and check-out time of 10:30 AM, promises a hassle-free experience for travelers. While the year opened and renovated are not specified, the motel's average rating of 9.7 speaks volumes about its quality and dedication to guest satisfaction. Experience the beauty of Williamstown at the Willows Motel, where relaxation and tranquility await.
Experience the true essence of New England charm at The Williams Inn, located in the picturesque town of Williamstown, Massachusetts. Nestled on Spring Street, this hotel offers a cozy and inviting atmosphere where guests can unwind and relax. With a perfect rating of 10, this accommodation is a true hidden gem for those seeking a peaceful getaway. Boasting an ideal location near museums, theaters, and hiking trails, guests can immerse themselves in the rich culture and natural beauty of the Berkshires. The Williams Inn features a variety of comfortable rooms, providing a home away from home for every traveler. Although this hotel is not part of a chain, it stands out for its exceptional service and attention to detail. Whether you are visiting for a weekend escape or a longer stay, The Williams Inn promises a memorable and enjoyable experience for all. Discover the charm of New England hospitality at this quaint and welcoming hotel in the heart of Williamstown.
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.
Tucked away in the charming town of Florida (MA), Blue Vista Motor Lodge is a hidden gem waiting to be discovered. This family-owned motel offers a cozy and comfortable stay for guests looking to explore the Mohawk Trail. With a convenient check-in time of 3:00 PM and a late check-out time of 11:00 AM, guests can make the most of their stay without feeling rushed. The motel boasts well-maintained rooms with modern amenities, ensuring a relaxing retreat for all guests. Although the star rating is not specified, the warm hospitality and personalized service provided by the staff make Blue Vista Motor Lodge a top choice for travelers seeking a peaceful getaway. Whether you're passing through or planning a weekend getaway, this quaint motel offers a budget-friendly option for accommodation in the heart of United States. Pack your bags and experience the comfort and tranquility of Blue Vista Motor Lodge during your next visit to Florida (MA)!
Don’t miss a great deal
Stay one step ahead. Find the best Hotels with Best deals.
