The Red Lion Inn
8.2
Very Good
From $200
From $200
Info Summary of reviewsThe Red Lion Inn in Stockbridge is a charming and historic hotel with a great location for exploring the area. The beautiful interior and exterior decor showcase New England heritage with antique furniture and artwork. Guests love the comfortable and unique rooms, although some may require maintenance. The staff is consistently praised for their friendliness and excellent service, although there have been inconsistencies. The dining options, particularly dinner, receive high accolades, although some guests felt prices were high or portions were small. The outdoor pool is a luxurious amenity, although some guests wished there were more chairs available. The fireplaces in rooms and the Tavern bar add to the cozy ambiance. Overall, The Red Lion Inn is a wonderful place to stay for those seeking a historic and charming experience in Stockbridge.
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Hotel near Golf Courses


Historic Hotel


Hotel near Ski Resorts


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Stockbridge Country Inn
Bed & Breakfast in Stockbridge MA
9.3
Excellent
From $506
From $506
Info Categories
Bed & Breakfast for Adults Only


Small Bed & Breakfast


Bed & Breakfast with Swimming Pool

Outdoor Pool  


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Chambery Inn
Bed & Breakfast in Lee MA
8.5
Very Good
From $318
From $318
Info Categories
Accessible Bed & Breakfast


Bed & Breakfast for Adults Only


Small Bed & Breakfast


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8.4
Very Good
From $98
From $98
Info Summary of reviewsThe Yankee, Trademark Collection by Wyndham, situated in the heart of the Berkshires, is widely appreciated for its strategic location, offering easy access to cultural attractions, charming towns, and essential amenities. Despite its proximity to a main road, the hotel maintains a tranquil ambiance suitable for both adventurous and leisurely pursuits. Guests find its central positioning ideal for exploring the region and accessing diverse dining options.

The hotel provides a delightful breakfast experience, featuring an impressive variety of options including an omelet station, which enhances the morning routine, though guests occasionally wish for more variation. Rooms are spacious and comfortable, noted for cleanliness and quiet atmosphere, complemented by modern amenities. Though some rooms are slightly dated, they offer cozy fireplaces, jetted tubs, and picturesque views, with beds receiving high praise for comfort. The property's overall cleanliness is consistently highlighted, supported by friendly and attentive staff, enhancing the welcoming environment.

The pool facilities, including both indoor and outdoor options, are well-maintained and often appreciated for their warm temperatures and ample space. Families particularly enjoy these amenities, making the hotel a popular choice for family gatherings and group stays. The inviting atmosphere is further enriched by cozy room features like fireplaces and jacuzzis, catering to guests seeking relaxation.

Overall, The Yankee offers a reliable, comfortable, and conveniently priced stay, underscored by its cleanliness, excellent value, and outstanding customer service. Despite minor updates needed, the hotel remains a memorable option for repeat visitors. Its amenities, particularly the fireplaces and whirlpool tubs, contribute to a pleasing and soothing experience, making it an attractive destination for both solo travelers and families alike.
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Family Friendly Hotel


Hotel near Ski Resorts


Hotel for Honeymoon


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7.8
Good
From $99
From $99
Info Summary of reviewsHoliday Inn & Suites Pittsfield-Berkshires by IHG is a highly recommended four-star hotel that offers exceptional services and facilities for those looking for a convenient and comfortable stay in the Lenox area. The hotel's central location makes it easy to explore Pittsfield and attend concerts at Tanglewood. While some guests had mixed experiences with the breakfast and parking, the majority of guests were pleased with the clean and comfortable rooms, friendly and accommodating staff and lovely pool. The hotel's exceptional cleanliness and comfortable beds were standout features for many guests. Despite the challenges of Covid-19, guests had an amazing stay and highly recommend this hotel to others looking for a great stay in the area.
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Hotel near Golf Courses


Hotel near Ski Resorts


Dog Friendly Hotel


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Brook Farm Inn
Bed & Breakfast in Lenox MA
9.2
Excellent
From $217
From $217
Info Categories
Accessible Bed & Breakfast


Bed & Breakfast near Ski Resorts


Small Bed & Breakfast


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Maple Terrace Motel
9.1
Excellent
From $99
From $99
Info Summary of reviewsMaple Terrace Motel in Williamstown, Massachusetts, consistently receives exceptional reviews from visitors, primarily highlighting its superb location, cleanliness, and outstanding hospitality. Nestled conveniently near cultural landmarks such as Mass MOCA and the Clark Institute, as well as Williams College, the motel is ideally positioned for art enthusiasts and families alike. Despite its proximity to US 2, it provides a quiet and peaceful setting with easy access to local attractions and eateries.

Guests enjoy a satisfying continental breakfast, noting its variety and freshness, and appreciate its inclusion in the room rate. The accommodations are frequently praised for their cleanliness and comfort, with rooms maintained immaculately. A beautiful garden and meticulously kept grounds further enhance the welcoming atmosphere.

The staff, especially the owners, are widely recognized for their friendliness and dedication, often going the extra mile to ensure guests have a memorable stay. The motel's pool adds an additional delightful feature, offering a heated and pristinely kept area for relaxation, complemented by a scenic garden backdrop.

The comfort of the beds is a recurring highlight, contributing significantly to a restful stay. Overall, Maple Terrace Motel is highly recommended for its charming blend of convenience, cleanliness, and comfort, making it an ideal choice for those exploring Williamstown and its environs.
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Dog Friendly Motel


Motel where Extra Health & Safety Measures Have Been Taken


Motel with Swimming Pool

Heated Pool    Outdoor Pool  


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8.7
Very Good
From $132
From $132
Info Categories
Hotel near Ski Resorts


Family Friendly Hotel


Business Hotel


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7.9
Good
From $131
From $131
Info Categories
Hotel near Golf Courses


Hotel with Parking


Hotel near Ski Resorts


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Granville House
Bed & Breakfast in Great Barrington MA
9.8
Excellent
Info Categories
Dog Friendly Bed & Breakfast


Small Bed & Breakfast


Bed & Breakfast near Ski Resorts


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Devonfield Inn
Bed & Breakfast in Lee MA
9.3
Excellent
From $363
From $363
Info Categories
Bed & Breakfast near Ski Resorts


Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  


Small Bed & Breakfast


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8.6
Very Good
From $177
From $177
Info Categories
Boutique-style Inn


Dog Friendly Inn


Inn with Parking

EV charging stations  

EV charging stations  


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8.6
Very Good
Info Summary of reviewsVacation Village in the Berkshires is a highly praised resort known for its exceptional location, cleanliness and welcoming atmosphere. Nestled in the picturesque Berkshires, the resort offers stunning fall colors and close proximity to Jiminy Peak Ski Resort, making it a prime destination for both relaxation and adventure. Guests frequently highlight the serene, mountainous setting which provides a peaceful retreat, while the convenient location allows for easy exploration of regional attractions in Williamstown and Pittsfield.

The accommodations at Vacation Village are lauded for their spaciousness, cleanliness and comfort. Visitors appreciate the ample room in the suites, making them ideal for families or extended stays. Room amenities, such as fireplaces, fully stocked kitchens and beautiful views from terraces and decks, further enhance the guest experience. Although occasional maintenance issues and some outdated units were mentioned, the overall sentiment remains positive due to the well-laid-out and tidy accommodations.

The resort’s staff receives considerable praise for their friendliness and professionalism. Guests often describe the personnel as kind, helpful and attentive, contributing to a warm and welcoming atmosphere. Efficient front desk services and responsive maintenance staff ensure that any issues are promptly addressed, adding to the overall satisfaction of the stay.

In addition to comfortable accommodations, Vacation Village offers several amenities that enhance the guest experience. The indoor and outdoor pools, including a hot tub and fire pit, are often highlighted for their cleanliness and aesthetic appeal. The indoor pool area is particularly favored by families, providing ample space and a safe, clean environment for children. The resort also includes a game room and arcade, adding an extra layer of entertainment.

The resort's free WiFi, however, receives mixed reviews with some guests reporting inconsistent connectivity and slow speeds. Despite these drawbacks, the availability of smart TVs with casting options is appreciated.

For skiing enthusiasts, the resort is ideally situated right across from Jiminy Peak Ski Resort, offering easy access to the slopes. Guests enjoy picturesque views of the ski area and appreciate the convenience of the location for winter sports.

Overall, the combination of stunning natural surroundings, comfortable and clean accommodations, friendly staff and a range of amenities makes Vacation Village in the Berkshires a highly recommended destination for a tranquil and enjoyable getaway.
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Resort near Ski Resorts


Romantic Resort


Resort with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Heated Pool    Indoor Pool    Outdoor Pool  


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Shaker Mill Inn
Bed & Breakfast in West Stockbridge MA
9.2
Excellent
From $163
From $163
Info Categories
Dog Friendly Bed & Breakfast


Bed & Breakfast with Free Wi-Fi


Small Bed & Breakfast


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The Ponds at Foxhollow
Resort in Lenox MA
7.8
Good
From $112
From $112
Info Categories
Resort near Golf Courses


Resort near Ski Resorts


Family Friendly Resort


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The Barrington
Bed & Breakfast in Great Barrington MA
9.5
Excellent
From $363
From $363
Info Categories
Luxury Bed & Breakfast


Bed & Breakfast near Ski Resorts


Bed & Breakfast with Free Wi-Fi


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Wainwright Inn
Bed & Breakfast in Great Barrington MA
8.8
Excellent
From $204
From $204
Info Categories
Bed & Breakfast near Ski Resorts


Accessible Bed & Breakfast


Small Bed & Breakfast


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8.2
Very Good
From $164
From $164
Info Summary of reviewsThe Constance, The Whitlock, & The Dewey By The Lenox Collection are celebrated for their exceptional location in the heart of Lenox, offering guests the perfect base to explore the charming town and its historic surroundings. Visitors consistently praise the beautifully maintained properties for their proximity to local attractions like Tanglewood and the vibrant downtown area, which is home to an array of restaurants, coffee shops, and boutiques. The tranquil yet central location provides ease of access and a peaceful retreat, further enhanced by the historic charm of the buildings and elegant interior design.

Breakfast at these properties is mostly well-received, with a focus on fresh and healthy options such as fruit, yogurt, and pastries. However, there is room for improvement in terms of variety and organization, with some guests noting the simplicity of the offerings and occasional inconvenience of off-site locations.

The rooms are often highlighted for their spaciousness, cleanliness, and comfort, with guests appreciating features like cozy beds, high-end linens, and historic charm. While some areas such as small bathrooms and lack of in-room amenities could be enhanced, the overall ambiance and comfort levels leave a positive impression.

Cleanliness is a strong suit for The Lenox Collection, with guests frequently praising the immaculate condition of the rooms and the well-maintained grounds. While some issues such as dim lighting and heating units were noted, the dedication to a welcoming environment is evident.

The staff at these properties are consistently highlighted for their exceptional service, with guests raving about the warm, welcoming, and knowledgeable team. Their attentiveness and genuine care contribute significantly to the overall positive experience, with the 24/7 availability of tea and coffee being a particularly appreciated detail.

Parking is generally convenient, with ample free parking available, though it can be slightly challenging during peak times. Lastly, the beds receive considerable praise for their comfort, contributing to a restful night's sleep and enhancing the cozy experience.

Overall, The Constance, The Whitlock, & The Dewey By The Lenox Collection provide an enjoyable stay characterized by location convenience, cleanliness, friendly staff, and comfortable accommodations, making them a preferred choice for travelers visiting Lenox.
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Inn where Extra Health & Safety Measures Have Been Taken


Inn near Ski Resorts


Inn with Parking


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8.3
Very Good
From $187
From $187
Info Summary of reviewsBerkshire Mountain Lodge provides guests with a delightful experience, primarily praised for its exceptional location in the heart of the Berkshires, allowing convenient access to popular areas like Pittsfield and Lenox. Surrounded by dining and cultural attractions, the lodge is strategically positioned for those eager to explore local landmarks such as Tanglewood and Bousquet. On-site amenities further enhance the stay, with a pool, hot tub, and arcade area offering recreational options, and fully equipped kitchens in the units ensuring flexibility for dining.

Guests value the lodge's spacious and well-maintained accommodations, akin to cozy condo-like units with separate living areas and well-equipped kitchens. Though some areas could benefit from modern updates, the facilities remain in excellent working order, offering a comfortable home-like setting. Cleanliness is a standout feature, with the rooms and common areas consistently praised for their spotless condition, adding to the peaceful and relaxing atmosphere.

The lodge's staff contributes significantly to the positive guest experience. Frequently mentioned for their friendliness and helpfulness, the team works efficiently to meet guests' needs. Although there are occasional inconsistencies in front desk service, the overall demeanor of the staff is welcoming and accommodating.

While the indoor pool and outdoor hot tub receive positive notes for size and cleanliness, occasional maintenance issues can impact enjoyment. Parking facilities are generally convenient, though improvements are needed in areas like lighting and accommodating larger vehicles. Beds are mostly appreciated for their comfort, although opinions vary regarding firmness and noise levels.

In summary, Berkshire Mountain Lodge offers a warm and welcoming retreat with convenient location, clean and spacious accommodations, and attentive staff, ensuring guests enjoy both adventure and relaxation during their stay.
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Lodge near Ski Resorts


Lodge with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Lodge with Parking

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7.0
Good
From $86
From $86
Info Summary of reviewsHoward Johnson by Wyndham Lenox stands out as an exceptional choice for travelers visiting the Berkshires, thanks to its convenient location on Highway 7 between Lenox and Pittsfield. Guests value its proximity to key attractions like Tanglewood, numerous dining options, and shopping venues, making it an ideal hub for regional exploration. The hotel offers reasonable pricing coupled with clean and comfortable accommodations, enhancing its appeal as a superb value.

The complimentary continental breakfast satisfies many guests with its adequate variety, including options like yogurt and fresh blueberries. Though some find the breakfast offerings minimal, its inclusion adds convenience and value to the overall experience. The spacious and clean rooms consistently provide a comfortable retreat with amenities such as microwaves and refrigerators, contributing to the relaxing environment. Despite occasional minor issues with odors or furnishings, the general sentiment is positive, bolstered by the hotel's cleanliness and friendly staff.

Speaking of cleanliness, Howard Johnson by Wyndham Lenox maintains a high standard across its property, with many guests praising the tidy rooms and amenities like hot showers and effective air conditioning. The hotel’s staff is continually recognized for their warm and helpful service, enhancing guest experiences through attentive care from check-in to check-out.

The outdoor swimming pool offers a pleasant setting for relaxation, complete with a shaded sitting area and gazebo. When open, it serves as a well-maintained amenity enjoyed by families and guests alike. Beds are frequently noted for their comfort, contributing to a restful sleep experience, notwithstanding minor issues like flat pillows or a lack of outlet availability.

In summary, Howard Johnson by Wyndham Lenox delivers a clean, comfortable, and well-situated stay, appreciated for its friendly staff, commendable service, and excellent value, making it a popular choice for both new and returning visitors.
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Hotel near Golf Courses


Hotel near Ski Resorts


Hotel with Swimming Pool

Outdoor Pool  


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
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