Find hotels in Pittsfield, MA from $55

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Compare 965 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Cozy Corner Motel
2 out of 5
284 Sand Springs Rd. Rte 7, Williamstown, MA, 01247
Fully refundableReserve now, pay when you stay
The price is $61 per night from Jan 8 to Jan 9
$61
per night
Jan 8 - Jan 9
19.94 mi from city center
4.4/5 Excellent! (506 reviews)
"Good price, clean, friendly staff."

Reviewed on Nov 30, 2022

Cozy Corner Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA, 01230
Fully refundableReserve now, pay when you stay
The price is $66 per night from Dec 11 to Dec 12
$66
per night
Dec 11 - Dec 12
17.34 mi from city center
4.4/5 Excellent! (427 reviews)
"I like that it’s consistently clean, and staff are friendly."

Reviewed on Dec 1, 2022

Monument Mountain Motel
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA, 01230
Fully refundableReserve now, pay when you stay
The price is $76 per night from Jan 1 to Jan 2
$76
per night
Jan 1 - Jan 2
18.57 mi from city center
3.9/5 Very Good! (871 reviews)
"Clean, staff very friendly"

Reviewed on Nov 27, 2022

Quality Inn

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Willows Motel Williamstown
2 out of 5
480 Main St, Williamstown, MA, 01267
Fully refundableReserve now, pay when you stay
The price is $72 per night from Dec 15 to Dec 16
$72
per night
Dec 15 - Dec 16
18.11 mi from city center
4.3/5 Excellent! (610 reviews)
"Clean rooms, great service!"

Reviewed on Dec 7, 2022

Willows Motel Williamstown
Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA, 01240
Fully refundableReserve now, pay when you stay
The price is $89 per night from Jan 7 to Jan 8
$89
per night
Jan 7 - Jan 8
3.19 mi from city center
4.4/5 Wonderful! (1,001 reviews)
"Room not connected to main building. Had to walk outside across the parking lot to use the pool."

Reviewed on Dec 5, 2022

Yankee Inn
The Whitlock
16 Church St, Lenox, MA, 01240
Fully refundableReserve now, pay when you stay
The price is $132 per night from Dec 11 to Dec 12
$132
per night
Dec 11 - Dec 12
6.5 mi from city center
4.3/5 Excellent! (166 reviews)
"Very nice stay, some confusion on our part, check in is off site, room very hot even when heat off"

Reviewed on Dec 5, 2022

The Whitlock
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA, 01260
Fully refundable
The price is $134 per night from Jan 8 to Jan 9
$134
per night
Jan 8 - Jan 9
12.09 mi from city center
4.4/5 Excellent! (299 reviews)
"."

Reviewed on Dec 4, 2022

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA, 01201
Fully refundableReserve now, pay when you stay
The price is $106 per night from Dec 11 to Dec 12
$106
per night
Dec 11 - Dec 12
3.11 mi from city center
4.1/5 Very Good! (839 reviews)
Nice one night stay for a weekend getaway.
"Had a nice one night stay for a fall weekend in the Berkshires. Price was a bit steep, but I guess it was expected a peak leaf peeping season. Room was clean. Staff was nice. Breakfast was average."

Reviewed on Oct 17, 2022

Best Western Plus Berkshire Hills Inn & Suites
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA, 01262
Fully refundableReserve now, pay when you stay
The price is $124 per night from Jan 4 to Jan 5
$124
per night
Jan 4 - Jan 5
11.85 mi from city center
4.3/5 Excellent! (638 reviews)
"Great atmosphere. Warm and cozy. Needs lights on the lovely Christmas tree."

Reviewed on Dec 8, 2022

The Red Lion Inn
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA, 01240
Fully refundableReserve now, pay when you stay
The price is $69 per night from Dec 11 to Dec 12
$69
per night
Dec 11 - Dec 12
3.22 mi from city center
3.7/5 Good! (511 reviews)
"The Indian gentleman behind the desk was very nice."

Reviewed on Nov 23, 2022

Howard Johnson by Wyndham Lenox
The Porches Inn
3.5 out of 5
231 River Street, North Adams, MA, 01247
Fully refundableReserve now, pay when you stay
The price is $159 per night from Dec 25 to Dec 26
$159
per night
Dec 25 - Dec 26
18.91 mi from city center
4.7/5 Exceptional! (269 reviews)
"Great stay but 2 things: breakfast was not very good. Pastry/ bread not fresh. Need variety of Greek yogurt. Biggest thing: workers were so unengaged. Handed in keys and no chat - how was your stay? What did you do? Set for dinner or need to help? Like the museum??? Anything. Got a minimal good morning ..."

Reviewed on Nov 18, 2022

The Porches Inn
Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA, 01240
Fully refundableReserve now, pay when you stay
The price is $118 per night from Jan 1 to Jan 2
$118
per night
Jan 1 - Jan 2
4.96 mi from city center
4.6/5 Exceptional! (414 reviews)
Great stay
"Enjoyed having comfortable seating in the room. Settee was perfect! Hotel’s design is very modern and very well done with lots of interesting points. Didn’t have time to enjoy the inviting common/bar area downstairs but would have liked to."

Reviewed on Dec 5, 2022

Courtyard by Marriott Lenox Berkshires
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA, 01267
Fully refundableReserve now, pay when you stay
The price is $187 per night from Dec 22 to Dec 23
$187
per night
Dec 22 - Dec 23
18.2 mi from city center
4.8/5 Exceptional! (192 reviews)
"Great Hotel to stay and check out the foliage in the fall"

Reviewed on Oct 16, 2022

The Williams Inn
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA, 01201
Fully refundableReserve now, pay when you stay
The price is $158 per night from Jan 8 to Jan 9
$158
per night
Jan 8 - Jan 9
0.29 mi from city center
4.7/5 Exceptional! (463 reviews)
"The room was super comfortable and spacious. I was happy to see the tub and was able to relax."

Reviewed on Nov 16, 2022

Hotel On North
Seven Hills Inn
4 out of 5
40 Plunkett Street, Lenox, MA, 01240
Fully refundableReserve now, pay when you stay
The price is $105 per night from Jan 8 to Jan 9
$105
per night
Jan 8 - Jan 9
7.92 mi from city center
3.8/5 Good! (313 reviews)
"Nice place to stay and so convenient to The Mount! Ended up visiting twice - once for a tour, then for Nighwood. Staff was super friendly and accommodating. Would stay here again!"

Reviewed on Nov 28, 2022

Seven Hills Inn
Hampton Inn & Suites Berkshires-Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA, 01240
Fully refundableReserve now, pay when you stay
The price is $110 per night from Dec 23 to Dec 24
$110
per night
Dec 23 - Dec 24
3.34 mi from city center
4.6/5 Wonderful! (911 reviews)
"Very welcoming. Good staff, friendly. Room always ready for us. Arrived a little early and was able to check in little early. Seemed their was a shortage of handicapped parking spaces?"

Reviewed on Dec 4, 2022

Hampton Inn & Suites Berkshires-Lenox
Pilgrim Inn
2.5 out of 5
165 Housatonic St, Lee, MA, 01238
Fully refundableReserve now, pay when you stay
The price is $55 per night from Dec 12 to Dec 13
$55
per night
Dec 12 - Dec 13
10.18 mi from city center
3.1/5 (128 reviews)
"Very good place to stay over night, clean and cheap."

Reviewed on Nov 27, 2022

Pilgrim Inn
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA, 01201
2.54 mi from city center
4.4/5 Excellent! (206 reviews)
Good value, good location.
"Beautiful setting and great location. Lodge is very well kept, quiet, and inviting. While check in was pretty slow due to the need to hand write information already on the reservation, the rest of the stay was smooth sailing. Would stay again and would highly recommend!"

Reviewed on Oct 24, 2022

Berkshire Mountain Lodge
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA, 01230
Fully refundableReserve now, pay when you stay
The price is $170 per night from Dec 12 to Dec 13
$170
per night
Dec 12 - Dec 13
17.29 mi from city center
4.6/5 Wonderful! (554 reviews)
"I like that the property has lots of trees and a Mountain View. I wish there was more outdoor spaces for sitting."

Reviewed on Nov 27, 2022

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA, 01237
Fully refundableReserve now, pay when you stay
The price is $169 per night from Dec 10 to Dec 11
$169
per night
Dec 10 - Dec 11
8.26 mi from city center
4.2/5 Excellent! (1,586 reviews)
"The property is situated in the Berkshires, with its peaceful, scenic natural surroundings, yet close to villages with dining options and cultural activities. Our accommodations were spacious, quiet, and relaxing, with the capacity to cook oven meals if we were so inclined."

Reviewed on Nov 27, 2022

Vacation Village in the Berkshires
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Pittsfield attractions

Pittsfield hotels information

Number of reviews 10904
Accommodation 965 hotels
Lowest Price $55
Highest Price $187

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a favorite with Expedia customers. This 3-star hotel offers a restaurant and an indoor pool. Other top choices based on traveler reviews include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best vacation home rentals in Pittsfield?

Dancing Horse Lodge: This Pittsfield vacation home rental is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books. Some other homes for rent in Pittsfield include Honeysuckle Rose Cottage and Charming Historic Home Close to Downtown & Skiing!. See all vacation rentals in Pittsfield.

Which popular hotels in Pittsfield are known for their enhanced cleaning measures?

Hotel On North is a 3.5-star hotel offering property cleaning with disinfectant, linens washed at a temperature of at least 60°C/140°F, and contactless check-out. If you're looking for a wallet-friendly option, Berkshire Inn is a 2-star motel in Pittsfield that offers enhanced cleaning measures. For more options to choose from, browse all hotels in Pittsfield with enhanced sanitizing practices.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.

What's the best accommodation for a budget-friendly stay in Pittsfield?

Based on reviews, Berkshire Inn is a popular 2-star property for our travelers looking for an economical choice, and features free WiFi and free parking. Another top option for your stay on the cheap is Econo Lodge. View all budget hotels in Pittsfield.

What's the best hotel for a family vacation in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top 3-star hotel on Expedia for families, and features an indoor pool and a restaurant. Other good choices for your kid-friendly vacation include Berkshire Mountain Lodge and Berkshire Inn. Attractions like Bousquet Ski Area and Berkshire Museum are also fun for kids of all ages. Find more child-friendly accommodations in Pittsfield.

What's the best place to stay for a couple visiting Pittsfield?

Hotel On North is a favorite 3.5-star hotel for couples, and features premium bedding and flat-screen TVs. See all romantic hotels in Pittsfield.

What's the best pet-friendly hotel in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices for you and your pet include Yankee Suites Extended Stay and Hotel On North. See more pet-friendly hotel accommodations in Pittsfield.

Where is the best hotel to stay near Hancock Shaker Village?

Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within a few miles include Inn At Richmond and Yankee Inn.

What about the best place to stay close to Bousquet Ski Area?

One of the top choices for your stay is Hilton Garden Inn Lenox Pittsfield, located a short 1 mi (1.5 km) from Bousquet Ski Area, and this 3-star hotel offers a restaurant and an indoor pool. Berkshire Mountain Lodge, located just 0.8 mi (1.4 km) away, is another good choice for your stay.

What's the best high-end hotel in Pittsfield?

Yankee Suites Extended Stay is a 4-star guesthouse with a terrace, and a popular choice for Expedia travelers looking for a luxurious stay. Find more luxury hotels in Pittsfield.

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