Hotels in Pittsfield

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We found 55 hotels for you in Pittsfield

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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
62
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
98 reviews
8.8/10
1 night
From £110
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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 9 minutes from Hancock Shaker Village. This hotel is 7.4 mi (11.9 km) from Jiminy Peak Mountain Resort and 7.4 mi (11.9 km) from Shakespeare and Company. 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 £141
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Fairbridge Inn Express Pittsfield Hotels in Pittsfield
Fairbridge Inn Express Pittsfield Hotels in PittsfieldFairbridge Inn Express Pittsfield Hotels in PittsfieldFairbridge Inn Express Pittsfield Hotels in PittsfieldFairbridge Inn Express Pittsfield Hotels in PittsfieldFairbridge Inn Express Pittsfield Hotels in PittsfieldFairbridge Inn Express Pittsfield Hotels in Pittsfield
70
Hotels in Pittsfield
Private parking
24-Hour Front Desk
Business Center
"For an old Historic Howard Johnsons, this motel is pretty unique. The bed was super comfortable. More comfortable than any motel I have stayed in recently. If you are looking for an inexpensive great night's sleep...and you do not care about luxury...this place has got just that."
98 reviews
5.0/10
1 night
From £53
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Pittsfield
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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
Fitness Room
Welcome to the Holiday Inn Express Berkshires Pittsfield, your perfect home base for exploring the beauty and charm of the Berkshires. Nestled in the heart of Pittsfield, our hotel offers easy access to world class cultural attractions like Tanglewood, the Norman Rockwell Museum, and MASS MoCA, as well as breathtaking outdoor activities from hiking Mount Greylock to skiing at nearby resorts. Whether you're here for business or leisure, you'll find our location convenient to local corporations such as Lockheed Martin, Lightning Technologies, Premium Waters, General Electric, Berkshire Health Systems, and nearby businesses that make us a top choice for corporate travelers. Enjoy comfortable accommodations, complimentary breakfast, and a central location that puts you close to everything the Berkshires has to offer. Stay with us and experience the best of both work and play in this vibrant, scenic region!
5 reviews
7.4/10
1 night
From £132
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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
99+
Hotels in Pittsfield
Indoor swimming pool
Fitness Room
Public parking
"Overall, it was an excellent experience. Outstanding location and facilities. We appreciated the pool and jacuzzi."
Great
90 reviews
9.0/10
1 night
From £160
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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
97 reviews
7.8/10
1 night
From £103
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Berkshire Inn Hotels in Pittsfield
Berkshire Inn Hotels in PittsfieldBerkshire Inn Hotels in PittsfieldBerkshire Inn Hotels in PittsfieldBerkshire Inn Hotels in PittsfieldBerkshire Inn Hotels in PittsfieldBerkshire Inn Hotels in Pittsfield
52
Hotels in Pittsfield
Private parking
24-Hour Front Desk
Wi-Fi in Public Areas
With a stay at Berkshire Inn, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Museum. This motel is 8.2 mi (13.2 km) from Jiminy Peak Mountain Resort and 0.6 mi (1 km) from Colonial Theater. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a television in a common area. Free self parking is available onsite. Make yourself at home in one of the 38 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.
Good
100 reviews
7.6/10
1 night
From £73
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Wagon Wheel Inn Hotels in Pittsfield
Wagon Wheel Inn Hotels in PittsfieldWagon Wheel Inn Hotels in PittsfieldWagon Wheel Inn Hotels in PittsfieldWagon Wheel Inn Hotels in PittsfieldWagon Wheel Inn Hotels in PittsfieldWagon Wheel Inn Hotels in Pittsfield
31
Hotels in Pittsfield
Public parking
24-Hour Front Desk
Wi-Fi in Public Areas
With a stay at Wagon Wheel Inn, you'll be centrally located in Lenox, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace. This motel is 10.7 mi (17.2 km) from Jiminy Peak Mountain Resort and 1.2 mi (1.9 km) from Pleasant Valley Wilderness Sanctuary. Enjoy the recreation opportunities such as a hot tub or make use of other amenities including complimentary wireless internet access. Featured amenities include express check-out and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 18 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have bathtubs or showers and hair dryers.
99 reviews
6.7/10
1 night
From £89
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The Yankee, Trademark Collection by Wyndham Hotels in Pittsfield
The Yankee, Trademark Collection by Wyndham Hotels in PittsfieldThe Yankee, Trademark Collection by Wyndham Hotels in PittsfieldThe Yankee, Trademark Collection by Wyndham Hotels in PittsfieldThe Yankee, Trademark Collection by Wyndham Hotels in PittsfieldThe Yankee, Trademark Collection by Wyndham Hotels in PittsfieldThe Yankee, Trademark Collection by Wyndham Hotels in Pittsfield
99+
Hotels in Pittsfield
Public parking
Fitness Room
24-Hour Front Desk
Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires The Yankee Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary non-smoking hotel is near plenty of restaurants as well as Tanglewood Jacobs Pillow and MASS MoCA. Admire original work at the Norman Rockwell Museum 19th century paintings at The Clark and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport ALB is 48 miles away.
Great
99 reviews
9.0/10
1 night
From £127
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Howard Johnson by Wyndham Lenox Hotels in Pittsfield
Howard Johnson by Wyndham Lenox Hotels in PittsfieldHoward Johnson by Wyndham Lenox Hotels in PittsfieldHoward Johnson by Wyndham Lenox Hotels in PittsfieldHoward Johnson by Wyndham Lenox Hotels in PittsfieldHoward Johnson by Wyndham Lenox Hotels in PittsfieldHoward Johnson by Wyndham Lenox Hotels in Pittsfield
82
Hotels in Pittsfield
Public parking
24-Hour Front Desk
Wi-Fi in Public Areas
"The reception at the front desk was good and the overall conditions were average."
100 reviews
7.2/10
1 night
From £74
Check Availability
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FAQs About Hotels in Pittsfield

How to get good deals on hotels in Pittsfield?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.

How much does a hotel cost in Pittsfield?​

Average hotel prices in Pittsfield based on Trip.com: £126 on weekdays and £198 on weekends (Friday–Saturday).

What are some of the best hotels in Pittsfield?

What hotels in Pittsfield offer an especially good breakfast ?

Which hotels in Pittsfield provide fitness facilities?

Which hotels in Pittsfield have swimming pools?

Which hotels in Pittsfield are worth visiting for their spa experience?

Feel tired from travelling? Holiday Inn & Suites Pittsfield-Berkshires (from £92) provides highly rated spa services.

Which hotels in Pittsfield provide free WiFi?

Whether you're travelling on business or going on holiday, Internet connection is an essential condition for travel. Fairbridge Inn Express Pittsfield (from £55), Best Western Plus Berkshire Hills Inn Suites (from £102) and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG (from £101) are popular hotels with free Wi-Fi.

Pittsfield Hotels Information

Highest Price£718
Lowest Price£55
Number of Reviews747
Total Properties55
Average Price (Weekdays)£126
Average Price (Weekends)£198