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Compare 31 Motels in Pittsfield with updated reviews, rates, and availability.

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (727)
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use some touch ups, but overall a solid stay. "
The price is AED 389
AED 435 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (423)
"Nice place. A bit dated and worn down in some ways but the rooms are very spacious amd the complex is huge. For a family, its very comfortable and the staff are nice. "
The price is AED 545
AED 683 total
includes taxes & fees
24 Jan - 25 Jan
Berkshire Mountain Lodge

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Service was excellent. Very friendly front desk and breakfast staff. "
The price is AED 375
AED 418 total
includes taxes & fees
28 Jan - 29 Jan
Best Western Plus Berkshire Hills Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (624)
"Excellent place "
The price is AED 546
AED 609 total
includes taxes & fees
27 Jan - 28 Jan
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (761)
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
The price is AED 316
AED 353 total
includes taxes & fees
23 Jan - 24 Jan
Berkshire Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (678)
"Hotel On North was amazing from start to finish. Check-in was smooth, and the staff made everything easy. The rooms were beautiful and thoughtfully designed, and the beds were super comfortable. The whole hotel has a unique and stylish vibe that stands out. From check-in to check-out, everything was perfect. I’d definitely recommend it for a comfortable and enjoyable stay!"
The price is AED 400
AED 447 total
includes taxes & fees
26 Jan - 27 Jan
Hotel On North

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (270)
"The suite we stayed in was spacious. Maid service is only once weekly, but when we contacted them about getting additional toilet paper, they were very responsive. The queen bed in the bedroom was very comfortable. We were not able to get the TV in the bedroom to work. The sofa queen bed in the living room was all broken down. My husband had to put boards under the mattress to support it enough so he could use the bed. The kitchen was clean and well-stocked."
The Central Downtown Inn & Suites

FairBridge Inn Express

2.5 star property
5.4 out of 10, (698)
"Stay was good as usual, other than a single person hanging out on balcony pacing back and forth making it uncomfortable room was clean other than food found left in microwave. Overall have had good stays and would keep booking"
The price is AED 400
AED 447 total
includes taxes & fees
23 Jan - 24 Jan
FairBridge Inn Express

Heart of the Berkshires

9.0 out of 10, Wonderful, (2)
"Very cute décor, not the most comfortable or fresh, but clean and easy self check in/out system (door has a code which is communicated in advance). Lots of food options short drive away."
The price is AED 273
AED 358 total
includes taxes & fees
23 Jan - 24 Jan
Heart of the Berkshires

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Holiday Inn Express Pittsfield Berkshires, an IHG Hotel

2.5 star property
7.4 out of 10, Good, (150)
"best thing: a good bed, clean bathroom. Worst thing: small room, Bad coffee at breakfast."
Holiday Inn Express Pittsfield Berkshires, an IHG Hotel

Mountain Lodge Apt!

Mountain Lodge Apt!
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.
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Other property types in Pittsfield

Chic Pittsfield Home With A View!

8.6 out of 10, Excellent, (10)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (9)
"Annual mother/son ski and food fest!Lots of fun with family and friends. Plenty of space for everyone.. Kitchen wascwell"
The price is AED 2,196
AED 3,853 total
includes taxes & fees
28 Jan - 29 Jan
Hancock Village Inn at Jiminy Peak

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1757)
"Room was right across from the pool. Beautiful view of the mountain five min drive to the base. Beautiful pool and outdoor jacuzzi. Had an amazing stay! Cant wait to go back!"
The price is AED 689
AED 792 total
includes taxes & fees
23 Jan - 24 Jan
Vacation Village in the Berkshires
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.

Frequently asked questions

What can I expect from a motel trip to Pittsfield?
If you’re not able to find a motel in Pittsfield, expand your search to find motels in the surrounding area or let Expedia help you find something similar from more than 66 lodging options. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free parking and free breakfast.
What's it like to stay in a motel?
Motel properties often offer free parking, and many also feature an outdoor pool. Often one or two stories tall, motels usually have outdoor access to guestrooms from the parking lot. Beginning in the early 1950s, customized neon signs often lit up the roadside motels, and today, examples of these can still be found along historic U.S. Route 66.
What are the best motels in Pittsfield?
Here you’ll find some of our customers’ favorite motels to choose from in the larger area. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Monument Mountain Motel: Free WiFi, free parking, and a picnic area are available during your stay. Central Pittsfield is 17.3 mi (27.9 km) away. The Villager Motel: Enjoy the in-room free WiFi, and freebies including breakfast and parking. Located 20.1 mi (32.4 km) from the heart of Pittsfield. The Little Lion: Central Pittsfield is 15 mi (24.1 km) away. Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Howard Johnson by Wyndham Lenox: 3.2 mi (5.2 km) from the heart of Pittsfield. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking.
What things can I to do in Pittsfield?
People visiting Pittsfield have good things to say about the entertainment venues. As you’re sightseeing around the area, be sure to enjoy all there is to see and do. These are some of the parks and outdoorsy places: Pittsfield State Forest, Canoe Meadows Wildlife Sanctuary, and Housatonic River. Attractions the whole family can enjoy include Berkshire Museum and Bousquet Ski Area. Some historical places you might want to see include Colonial Theater, Hancock Shaker Village, and Herman Melville’s Arrowhead.
What's the seasonal weather like in Pittsfield?
Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Pittsfield to help you plan yours. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are my options for getting around Pittsfield when staying in a motel?
We’ve gathered some information about getting around Pittsfield to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the city center. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To explore the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.