Hotels in Pittsfield

Best Pittsfield Hotels

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15 Best Hotels to Stay in Pittsfield

Find great hotels in Pittsfield on Trip.com! Read guest reviews, compare the latest prices, and explore hotel details to choose your perfect stay.
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Berkshire Mountain Lodge Hotels in Pittsfield
Berkshire Mountain Lodge Hotels in PittsfieldBerkshire Mountain Lodge Hotels in PittsfieldBerkshire Mountain Lodge Hotels in PittsfieldBerkshire Mountain Lodge Hotels in PittsfieldBerkshire Mountain Lodge Hotels in PittsfieldBerkshire Mountain Lodge Hotels in Pittsfield
53
Hotels in Pittsfield
Indoor swimming pool
Skiing
Hiking
"This should be the most suitable hotel near the school. The kitchen, refrigerator, washing machine, etc. should be fully equipped."
Very Good
100 reviews
8.8/10
1 night
From AU$119
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Best Western Plus Berkshire Hills Inn  Suites Hotels in Pittsfield
Best Western Plus Berkshire Hills Inn  Suites Hotels in PittsfieldBest Western Plus Berkshire Hills Inn  Suites Hotels in PittsfieldBest Western Plus Berkshire Hills Inn  Suites Hotels in PittsfieldBest Western Plus Berkshire Hills Inn  Suites Hotels in PittsfieldBest Western Plus Berkshire Hills Inn  Suites Hotels in PittsfieldBest Western Plus Berkshire Hills Inn  Suites Hotels in Pittsfield
65
Hotels in Pittsfield
Parking
Gym
24-hour front desk
"The surrounding environment of the hotel is very good and the service is very good. I remember that it was 3 o'clock in the night when I arrived at the hotel. The front desk was very welcoming, especially safe, and the environment was quiet. It was close to Northwest University. The surrounding area was very rich. It was about 200 meters away from the subway station. It was convenient When traveling, there is also a bus stop in front of the hotel, and the hotel service is very good👍"
Very Good
97 reviews
8.2/10
1 night
From AU$143
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Country Living just minutes from Everything! Hotels in Pittsfield
Country Living just minutes from Everything! Hotels in PittsfieldCountry Living just minutes from Everything! Hotels in PittsfieldCountry Living just minutes from Everything! Hotels in PittsfieldCountry Living just minutes from Everything! Hotels in PittsfieldCountry Living just minutes from Everything! Hotels in PittsfieldCountry Living just minutes from Everything! Hotels in Pittsfield
35
Hotels in Pittsfield
Golf course
Skiing
Horse riding
2 minutes to Bartlett's Apple Orchard, Richmond5 minutes to Bousquet Ski Area, Pittsfield6 minutes to Balderdash Cellars- Pittsfield6 minutes to Hancock Shaker Village - Pittsfield9 minutes to Barrington Stage Company- downtown Pittsfield10 minutes to Tanglewood - Lenox 12 minutes to Pittsfield's State Forest 24 minutes to Jiminy Peak- Hancock29 minutes to Ski Butternut- Great BarringtonWORK FROM (our) HOMEOur home office has dual monitors, a wireless keyboard, mouse, and docking station to make working remotely a breeze (more details below).Julie and Andy have spent the last 3 years doing a complete renovation to their vacation home rental named Jandie's, to make it a clean, safe place for families and individuals to enjoy the Berkshires. The landscape is that of a storybook. A large deck sits on the front of the house overlooking the sprawling driveway lined with crab apple trees.Kids and adults of all ages will love spending time in this ENORMOUS yard. If the season is right, you might even be able to pick your own blueberries right in the backyard!This open-concept home has mountain views of the west with sunsets that are breathtaking year-round. The eastern views include beautiful sunrises and water views of the Tracy Brook Wildlife Sanctuary just across the street, where there is an active Heron nesting site & beaver dam. There are also ducks, geese, fish, frogs & peepers!If you have to spend time in the kitchen on vacation, it should be a dream. The brand-new kitchen has custom cabinetry, modern appliances & is fully equipped!You can also enjoy grilling on the deck right off the kitchen, with views the Berkshires are known for.The Details:Main living area: 3 electric loveseat recliners, gas fireplace, and 55-inch smart TV Dining: Formal dining room table that seats six and an additional high-top table that seats 4.Guest-bedroom #1: First floor, queen bedFirst-floor bath: Full bathroom with large shower.Guest-bedroom #2: Second floor, queen bed, smart TVGuest bedroom #3: Second floor, 2 extra long twin beds that can convert to a king & 2 twin beds. A queen 24" air mattress is also available, making this extra-large bedroom a perfect slumber party for up to 6 kids! Second-floor bath: Full bathroom with tub/shower combo with heat for that spa-like experienceThe walk-in finished basement has a super comfortable pull out couch for sleeping privacy & is conveniently accessed by the driveway. Office: -(2) Side-by-side HP 24mh FHD Monitors with 23.8-Inch IPS Display (1080p) - Built-In Speakers and VESA Mounting - Height/Tilt Adjustment for Ergonomic Viewing - HDMI and DisplayPort-Logitech MK345 Wireless Combo Full-Sized Keyboard with Palm Rest and Comfortable Right-Handed Mouse, 2.4 GHz Wireless USB Receiver, Compatible with PC, Laptop-Docking Station, UtechSmart 12 in 1 Full Quadruple Display USB C Docking Station, USB C Hub Compatible for macOS&Windows,Thunderbolt 3 Dock(HDMI,VGA,PD3.0,USB-C,Ethernet,SD/TF Card Reader,USB Ports)Please know that we are taking COVID-19 very seriously & taking all the necessary precautions to stop the spread.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.I do not have a crib.About customRules:The property adjacent to ours is a private communi.Please note there is 2 private queen bedrooms. The.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10.0/10
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Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! Hotels in Pittsfield
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! Hotels in PittsfieldCentrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! Hotels in PittsfieldCentrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! Hotels in PittsfieldCentrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! Hotels in PittsfieldCentrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! Hotels in Pittsfield
8
Hotels in Pittsfield
Wi-Fi in public areas
Golf course
Skiing
New listing ! Looking for a centrally located place to stay? This Berkshires home is 5 minutes from Bousquet Ski Resort , 20 minutes from Jiminy Peak, and minutes from hiking and museums.Tanglewood in Lenox only 15 minutes away. Hang out on the deck, play yard games and cook out on the grill with friends and family. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
4 reviews
10.0/10
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Hotel on North Hotels in Pittsfield
Hotel on North Hotels in PittsfieldHotel on North Hotels in PittsfieldHotel on North Hotels in PittsfieldHotel on North Hotels in PittsfieldHotel on North Hotels in PittsfieldHotel on North Hotels in Pittsfield
99+
Hotels in Pittsfield
Parking
24-hour front desk
Luggage storage
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area. This hotel is 5.3 mi (8.6 km) from Hancock Shaker Village and 7.4 mi (11.9 km) from Jiminy Peak Mountain Resort. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and a banquet hall. Take advantage of the hotel's room service. Wrap up your day with a drink at the bar/lounge. Featured amenities include a business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 45 air-conditioned rooms featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries. Conveniences include safes and desks, and housekeeping is provided daily.
Amazing
98 reviews
9.4/10
1 night
From AU$204
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Dancing Horse Lodge Hotels in Pittsfield
Dancing Horse Lodge Hotels in PittsfieldDancing Horse Lodge Hotels in PittsfieldDancing Horse Lodge Hotels in PittsfieldDancing Horse Lodge Hotels in PittsfieldDancing Horse Lodge Hotels in PittsfieldDancing Horse Lodge Hotels in Pittsfield
15
Hotels in Pittsfield
Hiking
Dancing Horse Lodge is located on Horse Farm in the heart of the beautiful Berkshire Mountains with plenty of room for family and friends or just a quiet weekend retreat. Dancing Horse Lodge is a 3 bedroom, 1 bath ranch style house with a large eat in kitchen and living room. It is surrounded by many hiking trails and right next to Bosquet ski area and Berkshire West Athletic Club. It is conveniently located close to many of the best restaurants in the area and cultural venues including Tanglewood and Barrington Stage Company. The gas-wood stove in the living room is wonderful after a cool day of outdoor activity. About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
28 reviews
9.4/10
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The Central Downtown Inn Suites Hotels in Pittsfield
The Central Downtown Inn Suites Hotels in PittsfieldThe Central Downtown Inn Suites Hotels in PittsfieldThe Central Downtown Inn Suites Hotels in PittsfieldThe Central Downtown Inn Suites Hotels in PittsfieldThe Central Downtown Inn Suites Hotels in PittsfieldThe Central Downtown Inn Suites Hotels in Pittsfield
99+
Hotels in Pittsfield
Private parking
Luggage storage
Wi-Fi in public areas
Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area. This guesthouse is 4.8 mi (7.7 km) from Hancock Shaker Village and 7.2 mi (11.6 km) from Wyndhurst Golf & Club. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access. Featured amenities include express check-in, express check-out, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 26 individually furnished guestrooms, featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided daily.
Very Good
91 reviews
8.8/10
1 night
From AU$173
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Hilton Garden Inn Lenox Pittsfield Hotels in Pittsfield
Hilton Garden Inn Lenox Pittsfield Hotels in PittsfieldHilton Garden Inn Lenox Pittsfield Hotels in PittsfieldHilton Garden Inn Lenox Pittsfield Hotels in PittsfieldHilton Garden Inn Lenox Pittsfield Hotels in PittsfieldHilton Garden Inn Lenox Pittsfield Hotels in PittsfieldHilton Garden Inn Lenox Pittsfield Hotels in Pittsfield
85
Hotels in Pittsfield
Indoor swimming pool
Gym
Public parking
"Overall, it was an excellent experience. Outstanding location and facilities. We appreciated the pool and jacuzzi."
Very Good
90 reviews
8.9/10
1 night
From AU$211
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Holiday Inn & Suites Pittsfield-Berkshires Hotels in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires Hotels in PittsfieldHoliday Inn & Suites Pittsfield-Berkshires Hotels in PittsfieldHoliday Inn & Suites Pittsfield-Berkshires Hotels in PittsfieldHoliday Inn & Suites Pittsfield-Berkshires Hotels in PittsfieldHoliday Inn & Suites Pittsfield-Berkshires Hotels in PittsfieldHoliday Inn & Suites Pittsfield-Berkshires Hotels in Pittsfield
99+
Hotels in Pittsfield
Golf course
Indoor swimming pool
Skiing
"Breakfast is good, the bed is large, can sleep two people, there is no additional charge for children. The location of the hotel is easy to find and the view is good. A few minutes drive from town, convenient for shopping and eating."
Good
100 reviews
7.8/10
1 night
From AU$158
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Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in Pittsfield
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in PittsfieldHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in PittsfieldHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in PittsfieldHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in PittsfieldHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in PittsfieldHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG Hotels in Pittsfield
99+
Hotels in Pittsfield
Indoor swimming pool
Skiing
Gym
Welcome to Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires. Perfectly positioned between charming Lenox and bustling Pittsfield, our hotel is ideal for discovering the natural beauty and charm of the Berkshires. Whether you’re here to hike scenic trails, explore local museums and galleries, or enjoy the iconic performances at Tanglewood, our central location is perfect for exploring. Discover the natural beauty of Mount Greylock State Reservation, home to the highest peak in Massachusetts, or step back in time at Hancock Shaker Village. Visit the historic downtowns of Lenox, Great Barrington, Stockbridge, and West Stockbridge for unique shopping, diverse dining, and an authentic taste of Berkshires culture. After a day of adventure, unwind in our expansive indoor pool and hot tub area. Stay active in our 24-hour fitness center, and wake up to picturesque views of the Berkshire Hills from many of our guest rooms. Experience Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires, where hospitality and comfort are all part of the stay.
20 reviews
7.4/10
1 night
From AU$172
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FAQs About Pittsfield Hotels

Where can I find the best hotels in Pittsfield?

Pittsfield has some of the best hotels for you to select. Whether you're traveling for business or on a vacation, Fairbridge Inn Express Pittsfield (from AU$107), Holiday Inn & Suites Pittsfield-Berkshires (from AU$127) and Hilton Garden Inn Lenox Pittsfield (from AU$189) are preferred hotels.

Where can you find hotels with excellent breakfast in Pittsfield?

What are some hotels with pools in Pittsfield?

What is the best spa hotel in Pittsfield?

Getting tired after a long walk? Holiday Inn & Suites Pittsfield-Berkshires (from AU$127) provides highly rated spa services.

Where can I find the best hotel discounts in Pittsfield?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Pittsfield Hotels Info

Highest PriceAU$335
Lowest PriceAU$335
Number of Reviews830
Total Properties15
Average Price (Weekdays)AU$221
Average Price (Weekends)AU$251