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Small Hotels in Pittsfield

66 HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Berkshire Mountain Lodge main photo
Berkshire Mountain Lodge
Lodge in Pittsfield MAUS flag
8.6
Very Good
From $187
$
+6
Info
Summary of reviews
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
Heart of the Berkshires Motel main photo
Heart of the Berkshires Motel
Motel in Pittsfield MAUS flag
7.3
Good
From $98
$
+6
Info
Categories
Small
Ski
Sustainability Journey
18 more hotels nearby!
Weathervane Motel Lanesboro main photo
Weathervane Motel Lanesboro
4.0 mi from Pittsfield
Motel in Lanesborough MAUS flag
6.2
Rated
From $84
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
The Dewey by The Lenox Collection main photo
The Dewey by The Lenox Collection
6.0 mi from Pittsfield
Bed & Breakfast in Lenox MAUS flag
7.0
Good
From $135
$
+5
Info
Categories
Small
Ski
Parking
EV charging stations
Whistler's Inn main photo
Whistler's Inn
6.0 mi from Pittsfield
Bed & Breakfast in Lenox MAUS flag
8.3
Very Good
From $165
$
+4
Small
Known 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.
Garden Gables main photo
Garden Gables
6.1 mi from Pittsfield
Hotel in Lenox MAUS flag
0.0
$
+5
Info
Categories
Small
Free Wi-Fi
Business
The Inn at Richmond main photo
The Inn at Richmond
6.2 mi from Pittsfield
Inn in Richmond MAUS flag
9.7
Excellent
From $382
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
33 Main main photo
33 Main
6.3 mi from Pittsfield
Inn in Lenox MAUS flag
8.8
Excellent
From $391
$
+5
Small
Located in the heart of Lenox, 33 Main offers comfortable and stylish accommodations. The inn's central location provides easy access to the town's attractions, making it a convenient and charming choice for a Berkshires getaway.
Doctor Sax House main photo
Doctor Sax House
6.5 mi from Pittsfield
Hotel in Lenox MAUS flag
9.0
Excellent
$
+4
Info
Categories
Small
Dog Friendly
Parking
Gateways Inn main photo
Gateways Inn
6.5 mi from Pittsfield
Bed & Breakfast in Lenox MAUS flag
9.4
Excellent
From $241
$
+6
Info
Categories
Small
Parking
EV charging stations
Ski
Hampton Terrace Inn main photo
Hampton Terrace Inn
6.5 mi from Pittsfield
Hotel in Lenox MAUS flag
9.4
Excellent
From $306
$
+10
Small
This inn offers luxurious accommodations and personalized service, ensuring a memorable stay. The beautiful gardens and central location in Lenox make it a perfect base for exploring the Berkshires' cultural attractions.
Brook Farm Inn main photo
Brook Farm Inn
6.8 mi from Pittsfield
Bed & Breakfast in Lenox MAUS flag
9.3
Excellent
From $217
$
+8
Small
Known for its literary and artistic ambiance, Brook Farm Inn provides a tranquil retreat with comfortable rooms and a focus on relaxation. Its location in Lenox makes it ideal for exploring the cultural attractions of the Berkshires.
Eastgate Inn B&B main photo
Eastgate Inn B&B
6.9 mi from Pittsfield
Bed & Breakfast in Lenox MAUS flag
9.5
Excellent
From $197
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
Eastgate Inn B&B main photo
Eastgate Inn B&B
7.0 mi from Pittsfield
Bed & Breakfast in Lenox MAUS flag
9.8
Excellent
From $197
$
+4
Info
Categories
Small
Ski
Free Wi-Fi
Ski in-out, Slope and Pool Views 1BR at Country Inn main photo
Ski in-out, Slope and Pool Views 1BR at Country Inn
8.0 mi from Pittsfield
Aparthotel in Hancock MAUS flag
0.0
$
+5
Info
Categories
Small
Pool
Outdoor Pool
Free Wi-Fi
Disney Magic at Jiminy Mountain main photo
Disney Magic at Jiminy Mountain
8.0 mi from Pittsfield
Hotel in Hancock MAUS flag
7.9
Good
$
+12
Info
Categories
Small
Ski
Pool
Heated Pool
Outdoor Pool
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
8.0 mi from Pittsfield
Aparthotel in Hancock MAUS flag
8.1
Very Good
$
+8
Info
Categories
Small
Ski
Ski In Ski Out
Lakehouse Inn main photo
Lakehouse Inn
8.3 mi from Pittsfield
Inn in Lee MAUS flag
9.3
Excellent
From $170
$
+3
Small
The Lakehouse Inn in Lee offers a tranquil lakeside setting, providing a relaxing and intimate escape. Its location and cozy atmosphere make it ideal for guests seeking a peaceful retreat in the Berkshires.
Vacation Village in the Berkshires main photo
Vacation Village in the Berkshires
8.5 mi from Pittsfield
Resort in Hancock MAUS flag
8.6
Very Good
$
+8
Info
Summary of reviews
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
Chambery Inn main photo
Chambery Inn
9.4 mi from Pittsfield
Bed & Breakfast in Lee MAUS flag
9.1
Excellent
From $318
$
+4
Small
Housed in a restored 1885 schoolhouse, the Chambery Inn offers unique suites with fireplaces and whirlpool baths, perfect for a cozy and romantic getaway. The attention to detail in the restoration and the luxurious amenities make it stand out.
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 66 hotels in and around Pittsfield
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