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Small Hotels in Stephentown

71 HOTELS IN AND AROUND STEPHENTOWNRanking can be influenced by the commissions we receive.
20 hotels nearby!
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury main photo
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury
3.8 mi from Stephentown
Aparthotel in Hancock MAUS flag
8.3
Very Good
$
+8
Info
Categories
Small
Ski
Ski In Ski Out
Ski in-out, Slope and Pool Views 1BR at Country Inn main photo
Ski in-out, Slope and Pool Views 1BR at Country Inn
3.6 mi from Stephentown
Aparthotel in Hancock MAUS flag
8.5
Very Good
$
+5
Info
Categories
Small
Pool
Outdoor Pool
Free Wi-Fi
Disney Magic at Jiminy Mountain main photo
Disney Magic at Jiminy Mountain
3.7 mi from Stephentown
Hotel in Hancock MAUS flag
7.5
Good
$
+12
Info
Categories
Small
Ski
Pool
Heated Pool
Outdoor Pool
Vacation Village in the Berkshires main photo
Vacation Village in the Berkshires
3.9 mi from Stephentown
Resort in Hancock MAUS flag
8.6
Very Good
$
+8
Info
Summary of reviews
Summarized by AI
Vacation 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 Although occasional maintenance issues and some outdated units were mentioned, the overall sentiment remains positive due to the well-laid-out and tidy accommodations.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.
Categories
Small
Ski
Romantic
Berkshire Valley Inn main photo
Berkshire Valley Inn
5.2 mi from Stephentown
Motel in Williamstown MAUS flag
9.3
Excellent
$
+4
Info
Categories
Small
Pool
Outdoor Pool
Ski
Berkshire Valley Inn main photo
Berkshire Valley Inn
5.2 mi from Stephentown
Hotel in Williamstown MAUS flag
0.0
Currently inactive on our platform.
$
+7
Info
Categories
Small
Family
Dog Friendly
The Springs Motel main photo
The Springs Motel
6.6 mi from Stephentown
Hotel in New Ashford MAUS flag
8.9
Excellent
$
+9
Info
Categories
Small
Ski
Family
Weathervane Motel Lanesboro main photo
Weathervane Motel Lanesboro
7.2 mi from Stephentown
Motel in Lanesborough MAUS flag
4.6
Rated
From $84
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
Blue Bird Chalet 5BR with Sauna near Skiing main photo
Blue Bird Chalet 5BR with Sauna near Skiing
8.0 mi from Stephentown
Chalet in East Chatham NYUS flag
0.0
$
+5
Info
Categories
Small
Dog Friendly
Pool
Heart of the Berkshires Motel main photo
Heart of the Berkshires Motel
8.3 mi from Stephentown
Motel in Pittsfield MAUS flag
6.6
Rated
From $98
$
+6
Info
Categories
Small
Ski
Sustainability Journey
The Inn at Richmond main photo
The Inn at Richmond
9.9 mi from Stephentown
Inn in Richmond MAUS flag
9.7
Excellent
From $383
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
Inn at Silver Maple Farm main photo
Inn at Silver Maple Farm
10.4 mi from Stephentown
Bed & Breakfast in East Chatham NYUS flag
9.4
Excellent
From $183
$
+3
Small
AI-generatedThis bed and breakfast offers a cozy and intimate lodging experience. Guests can enjoy a personalized service and a focus on individual attention.
Berkshire Mountain Lodge main photo
Berkshire Mountain Lodge
10.9 mi from Stephentown
Lodge in Pittsfield MAUS flag
8.6
Very Good
From $187
$
+6
Info
Summary of reviews
Summarized by AI
Berkshire 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.
Categories
Small
Ski
Pool
Heated Pool
Indoor Pool
Harbour House Inn B&B main photo
Harbour House Inn B&B
10.9 mi from Stephentown
Bed & Breakfast in Cheshire MAUS flag
9.8
Excellent
From $227
$
+3
Small
AI-generatedThis charming B&B offers a cozy and welcoming atmosphere with comfortable rooms and personalized service. Located in Cheshire, it provides a peaceful retreat with easy access to the natural beauty of the Berkshires.
The 1896 House Country Inn - Brookside & Pondside main photo
The 1896 House Country Inn - Brookside & Pondside
12.1 mi from Stephentown
Inn in Williamstown MAUS flag
5.8
Rated
From $88
$
+7
Info
Summary of reviews
Summarized by AI
The 1896 House Country Inn - Brookside & Pondside, situated near the charming town of Williamstown, offers guests a picturesque and tranquil retreat amidst beautiful natural surroundings. It enjoys a prime location close to cultural landmarks like Williams College and The Clark Museum, making it an excellent choice for cultural enthusiasts. Guests often commend the serene atmosphere, augmented by delightful features such as a peaceful brook and wooded areas.

The inn's dining experience is a standout, with an on-site pub and restaurant receiving high praise for its exceptional culinary offerings and attentive service. The historic ambiance and diverse menu provide a memorable dining experience, enhanced by the cheerful staff and the option to relax by the stream in Adirondack chairs post-dinner.

Rooms at the inn are appreciated for their rustic, cozy, and clean feel, featuring wood-paneled walls and antique furnishings. The spacious, simple accommodations provide modern conveniences alongside a peaceful atmosphere, particularly appealing for those overlooking the river. However, they are characterized by a straightforward, motel-style setup with private entrances, and some guests feel the pricing is not fully justified given the room's dated aspects and musty odors observed by a few visitors.

The staff is widely celebrated for their hospitality and friendliness, contributing significantly to a positive overall experience. While the check-in process is smooth and efficient, some guests have experienced difficulty reaching staff at certain times.

There are areas for improvement, notably the non-operational pool, which detracts from the overall experience. While it features prominently in promotional materials, it has not been usable for a while. The inn's cleanliness also receives mixed reviews, with some issues regarding musty odors and maintenance concerns needing attention.

Despite minor drawbacks, most guests praise the comfortable beds and the inn's charming ambiance, making it a quaint and inviting destination for visitors seeking a blend of scenic beauty, cultural accessibility, and warm hospitality.
Categories
Small
4 Star
Pool
Heated Pool
Haddock Hill House main photo
Haddock Hill House
12.4 mi from Stephentown
Bed & Breakfast in Old Chatham NYUS flag
8.4
Very Good
From $151
$
+4
Small
AI-generatedThis bed and breakfast offers a more personal and intimate lodging experience. Guests can enjoy a cozy atmosphere with a focus on individual attention.
The Revival House main photo
The Revival House
13.2 mi from Stephentown
Hotel in Adams MAUS flag
8.3
Very Good
$
+2
Info
Categories
Small
Free Wi-Fi
Parking
The Trail in Adams - Berkshires' Art Hotel main photo
The Trail in Adams - Berkshires' Art Hotel
13.4 mi from Stephentown
Bed & Breakfast in Adams MAUS flag
8.5
Very Good
From $182
$
+3
Small
AI-generatedAs an 'Art Hotel', this B&B provides a unique and creative atmosphere, perfect for guests seeking an inspiring and intimate experience. The artistic touches and personalized service make it a standout choice.
Whistler's Inn main photo
Whistler's Inn
13.6 mi from Stephentown
Bed & Breakfast in Lenox MAUS flag
8.0
Very Good
From $165
$
+4
Small
AI-generatedKnown for its elegant décor and tranquil atmosphere, Whistler's Inn offers a relaxing retreat in Lenox. The focus on comfort and personalized service ensures a memorable stay for guests seeking a cozy and intimate experience.
The Dewey by The Lenox Collection main photo
The Dewey by The Lenox Collection
13.6 mi from Stephentown
Bed & Breakfast in Lenox MAUS flag
7.0
Good
Currently inactive on our platform.
$
+5
Info
Categories
Small
Ski
Parking
EV charging stations
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 71 hotels in and around Stephentown
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