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Compare 36 Motels in Pittsfield with updated reviews, rates, and availability.

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (451)
"It rained all weekend so that's really the only complaint besides that it was wonderful esp for the price "
The price is AED 364
AED 488 total
includes taxes & fees
13 Apr - 14 Apr
Berkshire Mountain Lodge

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (700)
"Beautiful accommodations, perfect for a night away. Will return!"
The price is AED 437
AED 488 total
includes taxes & fees
20 Apr - 21 Apr
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (768)
"The room was quiet and clean."
The price is AED 331
AED 369 total
includes taxes & fees
12 Apr - 13 Apr
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"N"
The price is AED 351
AED 393 total
includes taxes & fees
12 Apr - 13 Apr
Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (275)
":)"
The price is AED 450
AED 503 total
includes taxes & fees
23 Apr - 24 Apr
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (629)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is AED 514
AED 575 total
includes taxes & fees
4 May - 5 May
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (764)
"The room was very clean "
The price is AED 316
AED 353 total
includes taxes & fees
13 Apr - 14 Apr
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (711)
"Friendly staff and quick checkin "
The price is AED 261
AED 292 total
includes taxes & fees
23 Apr - 24 Apr
FairBridge Inn Express

Heart of the Berkshires

9.4 out of 10, Exceptional, (3)
"Was great comfy quiet "
The price is AED 342
AED 439 total
includes taxes & fees
14 Apr - 15 Apr
Heart of the Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires

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 & Suites Pittsfield - Berkshires

Spacious Farmhouse with Stunning Views

Spacious Farmhouse with Stunning Views

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!

Mountain Lodge Apt!

Mountain Lodge Apt!

Berkshire Mountain Lodge

Berkshire Mountain Lodge
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

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (139)
"We have stayed at this property twice before and have been very pleased with the amount of bedrooms and sleeping available. The property is always very clean and is equipped with everything you need for cooking and dining.the property is a half way point for family members in several directions. "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is AED 2,016
AED 3,801 total
includes taxes & fees
11 Apr - 12 Apr
Hancock Village Inn at Jiminy Peak

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (56)
"Perfect location and accommodation for my family. The home was as described. I would recommend it. The property owner was easy to work with. "
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
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 70 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?
FairBridge Inn Express: If driving, you’ll be within 20 minutes of Tanglewood Music Center. Enjoy access to the business center, and freebies including WiFi and parking. Berkshire Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a microwave. You’ll be located within 14 minutes of Tanglewood Music Center by car. Heart of the Berkshires: Enjoy access to the free WiFi and laundry facilities, as well as room amenities like a private yard. If driving, you’ll be within 18 minutes of Tanglewood Music Center.
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: Housatonic River, Canoe Meadows Wildlife Sanctuary, and Hollow FIelds Reserve. 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.