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Hotels in Pittsfield

Enjoy your stay and find the best Hotels in Pittsfield at affordable prices

Searching for a hotel in Pittsfield (Massachusetts)? You will find a wide selection of hotels in Pittsfield and the surrounding region at great rates, starting from $45 per night. From cheap budget hotels to family hotels and premium hotels for business travel and more upscale. Choose a hotel for more info about the offer.

Hotels in Pittsfield and region (20 miles)

Hotel on North

Hotel in Pittsfield, Massachusetts , 297 North Street
Situated in Pittsfield and within 13 km of Tanglewood, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Breakfast in the room

Superb 189 Reviews 9.0

from $245.33 Show details »

Holiday Inn & Suites Pittsfield-Berkshir...

Hotel in Pittsfield, Massachusetts , 1 West Street
Next to the Beacon Cinema in Pittsfield, Massachusetts, this hotel offers guestrooms with free wired internet access and coffeemakers as well as an on...
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre
  • Spa and wellness centre

Good 285 Reviews 7.4

from $151.20 Show details »

The Central Downtown Inn Suites

Hotel in Pittsfield, Massachusetts , 20 West Housatonic Street
Offering suites with a deck or patio, this hotel is located in the heart of the Pittsfield city centre, walking distance from numerous shops and resta...
  • Parking
  • Pets allowed

Superb 71 Reviews 9.1

from $129.99 Show details »

Berkshire Inn

Motel in Pittsfield, Massachusetts , 150 West Housatonic Street
Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 417 Reviews 7.3

from $99.99 Show details »

Hilton Garden Inn Lenox Pittsfield

Hotel in Pittsfield, Massachusetts , 1032 South Street
Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodation in Pittsfield.
  • Parking
  • Restaurant
  • Pets allowed
  • Fitness centre
  • Family rooms

Very good 184 Reviews 8.5

from $295.70 Show details »

Wagon Wheel Inn

Motel in Lenox near Pittsfield, Massachusetts , 484 Pittsfield Road
This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk.
  • Parking
  • Telephone
  • Air conditioning
  • Hairdryer
  • Refrigerator

Pleasant 211 Reviews 6.3

from $99.00 Show details »

Knights Inn Lenox

Motel in Lenox near Pittsfield, Massachusetts , 474 Pittsfield Road
This hotel in Lenox, Massachusetts is a 10-minute drive to the Edith Wharton Estate-The Mount.
  • Parking
  • Family rooms
  • Telephone
  • Air conditioning
  • Hairdryer

Pleasant 51 Reviews 6.2

from $45.00 Show details »

The Yankee, Trademark Collection by Wynd...

Hotel in Lenox near Pittsfield, Massachusetts , 461 Pittsfield Road
This Lenox hotel is about 4.3 km from Pittsfield Municipal Airport.
  • Parking
  • Fitness centre
  • Indoor pool
  • Kid-friendly buffet
  • Swimming pool

Very good 927 Reviews 8.3

from $119.70 Show details »

Howard Johnson by Wyndham Lenox

Hotel in Lenox near Pittsfield, Massachusetts , 462 Pittsfield Road
This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 342 Reviews 6.8

from $109.00 Show details »

Hampton Inn & Suites Berkshires-Lenox

Hotel in Lenox near Pittsfield, Massachusetts , 445 Pittsfield Road
This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic Lenox town centre and features a variety o...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Fabulous 320 Reviews 8.7

from $241.76 Show details »

Best Western Plus Berkshire Hills Inn &...

Hotel in Pittsfield, Massachusetts , 1350 West Housatonic Street
Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts.
  • Parking
  • Fitness centre
  • Family rooms
  • Tea/Coffee maker
  • Shower

Good 264 Reviews 7.9

from $159.08 Show details »

Life House, Berkshires

Hotel in Lenox near Pittsfield, Massachusetts , 194 Pittsfield Road
Situated in Lenox, 5.4 km from Tanglewood, Life House, Berkshires features accommodation with a shared lounge, free private parking, a restaurant and ...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

Good 251 Reviews 7.9

from $339.26 Show details »

The Whitlock

Hotel in Lenox near Pittsfield, Massachusetts , 16 Church Street
Set in Lenox, within 2.1 km of Tanglewood and 2.4 km of Tanglewood Musical Center, The Whitlock offers accommodation with a bar and as well as free pr...
  • Parking
  • Bar

Good 126 Reviews 8.0

from $154.40 Show details »

Hampton Terrace Inn

Hotel in Lenox near Pittsfield, Massachusetts , 91 Walker St.
Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 12 Reviews 9.2

from $413.23 Show details »

Club Wyndham Bentley Brook

Hotel in Hancock near Pittsfield, Massachusetts , 1 Corey Road
Located in Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool.
  • Parking
  • Sauna
  • Fitness centre
  • Family rooms
  • Outdoor pool

Fabulous 331 Reviews 8.7

from $159.64 Show details »

Disney Magic at Jiminy Mountain

Hotel in Hancock near Pittsfield, Massachusetts , 37 Corey Road 712
Located 33 km from Tanglewood, Disney Magic at Jiminy Mountain offers 4-star accommodation in Hancock and has a shared lounge, a restaurant and a bar.
  • Parking
  • Restaurant
  • Bar
  • Sauna
  • Fitness centre

Fabulous 19 Reviews 8.8

from $206.69 Show details »

Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy...

Aparthotel in Hancock near Pittsfield, Massachusetts , 8 Corey Road
Located in Hancock in the Massachusetts region, Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury provides accommodation with free WiFi and fre...
  • Parking
  • Sauna
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 15 Reviews 9.0

from $346.20 Show details »

Jiminy Peak Mountain Resort

Resort in Hancock near Pittsfield, Massachusetts , 37 Corey Road
Nestled on Hancock, Massachusetts’ ski slopes, Jiminy Peak Mountain Resort offers a restaurant, adventure parks and ski-to-door access.
  • Parking
  • Restaurant
  • Bar
  • Sauna
  • Fitness centre

Good 232 Reviews 7.7

from $169.00 Show details »

The Ponds at Foxhollow by Capital Vacati...

Resort in Lenox near Pittsfield, Massachusetts , 3 Foxhollow Drive
Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 4 km from Tanglewood.
  • Parking
  • Sauna
  • Fitness centre
  • Family rooms
  • Indoor pool

Very good 165 Reviews 8.1

from $399.20 Show details »

The Black Swan Lee - Lenox, Ascend Hotel...

Hotel in Lee near Pittsfield, Massachusetts , 435 Laurel Street
The Black Swan Lee - Lenox, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 585 Reviews 8.4

from $211.65 Show details »

The Springs Motel

Hotel in New Ashford near Pittsfield, Massachusetts , 94 U.S. 7
Located in New Ashford, 30 km from Tanglewood, The Springs Motel provides accommodation with free WiFi and free private parking.
  • Parking
  • Swimming pool
  • Swimming Pool

Very good 65 Reviews 8.2

from $183.33 Show details »

Quality Inn

Hotel in Lee near Pittsfield, Massachusetts , 170 Housatonic Street
Featuring 2-star accommodation, Quality Inn is located in Lee, 10 km from Tanglewood and 10 km from Tanglewood Musical Center.
  • Parking
  • Family rooms

Very good 480 Reviews 8.2

from $126.65 Show details »

Pleasant Valley Motel West Stockbridge

Motel in West Stockbridge near Pittsfield, Massachusetts , 42 Stockbridge Road
Situated in West Stockbridge, 5.5 km from Norman Rockwell Museum, Pleasant Valley Motel West Stockbridge features accommodation with free WiFi and fre...
  • Parking
  • Shower
  • Bath
  • TV
  • Air conditioning

Okay 126 Reviews 5.8

from $69.52 Show details »

Berkshire Travel Lodge

Motel in Canaan near Pittsfield, Massachusetts , 12703 Route 22
Located off Interstate 90, this hotel is surrounded by the Berkshire Mountains and boasts scenic views and an outdoor pool.
  • Parking
  • Pets allowed
  • Allergy-free room
  • Outdoor pool
  • Swimming pool

Disappointing 242 Reviews 4.5

from $71.99 Show details »

Econo Lodge Lee - Great Barrington

Motel in Lee near Pittsfield, Massachusetts , 980 Pleasant Street
Located 6 miles from October Mountain State Forest, this Massachusetts hotel features guest rooms with balconies and free Wi-Fi.
  • Parking
  • Telephone
  • Air conditioning
  • Hairdryer
  • Iron

Okay 243 Reviews 5.9

from $85.99 Show details »

Number of Hotels in Pittsfield 41
Number of guest ratings 1907
Average price per night $218.10
Lowest price per night $45.00
Highest price per night $738.21

Most popular Hotels in Pittsfield

The most popular Hotels in Pittsfield based on average guest rating (Top 10).

Cheapest Hotels in Pittsfield

The cheapest Hotels in Pittsfield based on room rate per night (Top 10).

Most booked Hotels in Pittsfield

The most booked Hotels in Pittsfield based on popularity with guests (Top 10).

How to find the best hotel in Pittsfield (Massachusetts)

Finding the best hotel in Pittsfield depends on your individual needs and preferences. First, consider your budget. Deciding how much you are willing to spend can help you narrow down your search and avoid overspending. Keep in mind that higher prices may not always equate to better quality or value.

Next, think about the location. Do you want to stay in the heart of Pittsfield, or would you prefer a quieter area outside of town? Consider factors like proximity to attractions, transportation, and safety when choosing a location.

After that, consider the type of hotel you want to stay in. Do you prefer a boutique hotel with personalized service, or a large chain hotel with more amenities? Think about whats most important to you, whether it is a pool, a gym, or a great restaurant.

It is also important to read reviews from other travelers to get an idea of the hotels reputation. Look for comments about cleanliness, service, and overall experience to get a better sense of what to expect.

Don't be afraid to contact the hotel directly with any questions or concerns. A good hotel should be happy to answer your questions and make your stay as comfortable as possible.

Hotels in Pittsfield - which one to choose?

One of the most common types of hotels in Pittsfield and surrounding region are budget or economy hotels, who offer affordable accommodation for travelers on a tight budget, and extended-stay hotels, which are designed for guests who need to stay for an extended period of time, such as business travelers or those relocating to a new city.

Another popular type of hotel is the boutique hotel. These hotels are smaller in size and typically feature unique and personalized decor and amenities, often designed to appeal to a specific target market or theme. Boutique hotels in Pittsfield are often independently owned and operated, and they are known for their distinctive character and personalized service.

If you want the carefree package maybe the luxury hotel in Pittsfield ist the right choice for you. These hotels are known for their high-end amenities and exceptional service, and are often located in prime locations such as city centers or scenic destinations. Luxury hotels typically feature upscale restaurants, fitness centers, spas, and other lavish facilities, and they are designed to cater to guests who are seeking a luxurious and indulgent experience.

Resort hotels are another common type of accommodation, particularly in tropical and beach destinations. These hotels offer a wide range of amenities, including pools, spas, restaurants, and outdoor activities such as water sports and golf. They are designed to provide guests with a complete vacation experience, with everything they need to relax and have fun in one location.


Accommodation data and pictures provided by Booking.com