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Jan 2 - Jan 4
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Jan 23 - Jan 25
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Feb 20 - Feb 22

Our top choices for Pittsfield motels

Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ₩127,049
₩141,914 total
includes taxes & fees
Dec 23 - Dec 24
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
"Room spotless and staff helpful."
United States
William
The price is ₩118,347
₩132,194 total
includes taxes & fees
Jan 4 - Jan 5, 2026
FairBridge Inn Express
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is ₩110,812
₩123,784 total
includes taxes & fees
Dec 28 - Dec 29
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is ₩105,050
₩124,184 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Cozy Corner Motel
Exterior
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (767)
"It's very good for stay over"
United States
Frances
The price is ₩101,947
₩113,870 total
includes taxes & fees
Dec 23 - Dec 24
The Villager Motel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is ₩116,722
₩130,374 total
includes taxes & fees
Dec 23 - Dec 24
Howard Johnson by Wyndham Lenox
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is ₩76,711
₩84,151 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pleasant Valley Motel West Stockbridge
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (809)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ₩237,477
₩251,011 total
includes taxes & fees
Dec 23 - Dec 24
Blue Vista Motor Lodge
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (590)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ₩146,272
₩163,381 total
includes taxes & fees
Dec 23 - Dec 24
Maple Terrace Motel
Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (119)
"Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. "
United States
Carmen
The Brooks Motel
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (996)
"Very friendly staff and fresh fruit at breakfast!"
United States
Justin
The price is ₩113,028
₩126,252 total
includes taxes & fees
Dec 23 - Dec 24
Willows Motel Williamstown
Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is ₩184,940
₩202,879 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Springs Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is ₩197,746
₩220,883 total
includes taxes & fees
Jan 5 - Jan 6, 2026
East Rock Inn
Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is ₩143,317
₩209,596 total
includes taxes & fees
Dec 23 - Dec 24
Becket Motel
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is ₩122,617
₩136,963 total
includes taxes & fees
Dec 29 - Dec 30
Howard Johnson by Wyndham Williamstown
Exterior
Chatham Travel Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (212)
" Nice"
United States
Katherine
The price is ₩171,374
₩191,941 total
includes taxes & fees
Dec 23 - Dec 24
Chatham Travel Lodge
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ₩132,974
₩148,533 total
includes taxes & fees
Dec 23 - Dec 24
Sunset Inn
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is ₩162,524
₩181,538 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is ₩110,516
₩123,446 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Econo Lodge Lee - Great Barrington
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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Top Pittsfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance"
Nathan 1-night trip
Posted 17 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
11,292
Accommodation
36 Motels
Lowest Price
₩84,151
Highest Price
₩251,011

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 74 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.
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.