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Accommodations in Pittsfield

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

Searching for an accommodation in Pittsfield (Massachusetts)? You will find a various number of lodgings for your overnight stay in Pittsfield, starting from $45 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Pittsfield and region (20 miles)
Hotel on North in Pittsfield, USA

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-Berkshires, an IHG Hotel in Pittsfield, USA

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 in Pittsfield, USA

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 in Pittsfield, USA

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 »

Berkshire Mountain Lodge in Pittsfield, USA

Berkshire Mountain Lodge

Lodge in Pittsfield, Massachusetts , 8 Dan Fox Drive
Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield.
  • Parking
  • Sauna
  • Fitness centre
  • Family rooms
  • Indoor pool

Very good 497 Reviews 8.4

from $191.67 Show details »

Hilton Garden Inn Lenox Pittsfield in Pittsfield, USA

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 in Lenox, USA

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 in Lenox, USA

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 Wyndham in Lenox, USA

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 in Lenox, USA

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 in Lenox, USA

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 & Suites in Pittsfield, USA

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 »

Charming Lenox Home View of October Mountain in Lenox, USA

Charming Lenox Home View of October Moun...

Holiday home in Lenox near Pittsfield, Massachusetts
Located in Lenox, within 8.5 km of Tanglewood and 8.8 km of Cranwell Spa & Golf Club, Charming Lenox Home View of October Mountain offers accommodatio...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $364.00 Show details »

Beautiful Lenox Home, 3 Mi to Shakespeare and Co! in Lenox, USA

Beautiful Lenox Home, 3 Mi to Shakespear...

Holiday home in Lenox near Pittsfield, Massachusetts
Located in Lenox, 5.6 km from Tanglewood and 5.9 km from Cranwell Spa & Golf Club, Beautiful Lenox Home, 3 Mi to Shakespeare and Co! provides accommod...
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • TV

Superb 3 Reviews 9.0

from $346.67 Show details »

Life House, Berkshires in Lenox, USA

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 »

Restored 1881 Farm House in Lenox, USA

Restored 1881 Farm House

Holiday home in Lenox near Pittsfield, Massachusetts , 76 East Dugway Road
Located in Lenox, 5.2 km from Tanglewood and 5.5 km from Cranwell Spa & Golf Club, Restored 1881 Farm House provides air-conditioned accommodation wit...
  • Pets allowed
  • Family rooms

no reviews

from $399.00 Show details »

The Cornell Inn in Lenox, USA

The Cornell Inn

B&B in Lenox near Pittsfield, Massachusetts , 203 Main Street
Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped...
  • Parking
  • Bar
  • Family rooms
  • Breakfast in the room

Superb 472 Reviews 9.4

from $224.70 Show details »

The Dewey in Lenox, USA

The Dewey

B&B in Lenox near Pittsfield, Massachusetts , 7 Hubbard Street
This bed and breakfast in the scenic Berkshires boasts uniquely styled guest rooms, each with a private bathroom.
  • Parking
  • Electric vehicle charging station

Good 118 Reviews 7.8

from $146.26 Show details »

Whistler's Inn in Lenox, USA

Whistler's Inn

B&B in Lenox near Pittsfield, Massachusetts , 5 Greenwood Street
This Lenox, Massachusetts bed and breakfast boasts a daily gourmet breakfast and free Wi-Fi access in every individually styled room.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Very good 134 Reviews 8.4

from $302.13 Show details »

The Whitlock in Lenox, USA

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 »

Gateways Inn in Lenox, USA

Gateways Inn

B&B in Lenox near Pittsfield, Massachusetts , 51 Walker Street
Gateways Inn offers accommodation in Lenox.
  • Parking
  • Family rooms
  • Kid meals
  • Electric vehicle charging station

Very good 22 Reviews 8.4

from $386.67 Show details »

Hampton Terrace Inn in Lenox, USA

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 »

Apple Tree Inn in Lenox, USA

Apple Tree Inn

Inn in Lenox near Pittsfield, Massachusetts , 10 Richmond Mountain Road
Situated in Lenox, 1.1 km from Tanglewood Musical Center, Apple Tree Inn features accommodation with a seasonal outdoor swimming pool, free private pa...
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Outdoor pool

Good 339 Reviews 7.8

from $259.00 Show details »

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 in Hancock, USA

Unique Yeti-Theme Ski On Off Suite Jimin...

Holiday home in Hancock near Pittsfield, Massachusetts , 37 Corey Road
Within 33 km of Tanglewood and 33 km of Cranwell Spa & Golf Club, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 features free WiFi and a fitness ...
  • Parking
  • Fitness centre
  • Indoor pool
  • Outdoor pool
  • Swimming pool

Superb 16 Reviews 9.2

from $162.77 Show details »

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak in Hancock, USA

Ski On Off 1BR Suite 1st Flr Sleeps 4 Ji...

Holiday home in Hancock near Pittsfield, Massachusetts , 37 Corey Road
Located about 33 km from Tanglewood, Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak offers accommodation with an outdoor pool and free WiFi.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4 Reviews 8.8

from $156.75 Show details »

Number of Accommodations in Pittsfield 90
Number of guest ratings 1907
Average price per night $210.98
Lowest price per night $45.00
Highest price per night $995.00

Most popular accommodations in Pittsfield

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

Cheapest accommodations in Pittsfield

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

Most booked accommodations in Pittsfield

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

Sleep & Travel in Pittsfield (Massachusetts)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Pittsfield and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Pittsfield, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Pittsfield

To find the perfect place to stay in Pittsfield, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com