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Check prices for these dates

Next weekend
15 May - 17 May
In two weeks
22 May - 24 May
In one month
5 Jun - 7 Jun
In two months
3 Jul - 5 Jul

Our top choices for Pittsfield motels

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

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (854 reviews)
"Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax. "
United States
Jennifer
The price is AED 282
AED 315 total
includes taxes & fees
25 May - 26 May
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (818 reviews)
"This the worst hotel we’ve ever stayed in. Shower walls were so dirty, dirt on the walls, curtains, etc…I’ve learned from this experience to not go as cheap. "
United States
Lynne
The price is AED 249
AED 279 total
includes taxes & fees
7 Jun - 8 Jun
FairBridge Inn Express
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (849 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is AED 251
AED 281 total
includes taxes & fees
12 May - 13 May
Monument Mountain Motel
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (903 reviews)
"Immaculate room, great staff, very complete breakfast, best coffee I've had in any motel. Highly recommend for anyone visiting the Williamstown area "
United States
James
The price is AED 291
AED 343 total
includes taxes & fees
17 May - 18 May
Cozy Corner Motel
Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AED 226
AED 248 total
includes taxes & fees
31 May - 1 Jun
Pleasant Valley Motel West Stockbridge
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (577 reviews)
"Clean"
United States
Brian
The price is AED 275
AED 308 total
includes taxes & fees
10 May - 11 May
Travelodge by Wyndham Great Barrington Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is AED 404
AED 451 total
includes taxes & fees
10 May - 11 May
The Little Lion
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (601 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is AED 400
AED 447 total
includes taxes & fees
13 May - 14 May
Maple Terrace Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (785 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is AED 290
AED 324 total
includes taxes & fees
10 May - 11 May
The Villager Motel
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
The price is AED 290
AED 324 total
includes taxes & fees
10 May - 11 May
Howard Johnson by Wyndham Lenox
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is AED 421
AED 462 total
includes taxes & fees
11 May - 12 May
The Springs Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (209 reviews)
"Great stay! "
United States
ALEKSey
The price is AED 648
AED 685 total
includes taxes & fees
11 May - 12 May
Blue Vista Motor Lodge
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,003 reviews)
"A nice stay at an affordable price. "
United States
Brian
The price is AED 297
AED 331 total
includes taxes & fees
10 May - 11 May
Willows Motel Williamstown
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is AED 455
AED 508 total
includes taxes & fees
4 Jun - 5 Jun
East Rock Inn
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (318 reviews)
"Great location with easy parking"
United Kingdom
David
The price is AED 327
AED 365 total
includes taxes & fees
12 May - 13 May
Williamstown Motel
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (219 reviews)
"Very clean. Updated "
United States
jennifer
The price is AED 411
AED 460 total
includes taxes & fees
6 Jun - 7 Jun
Chatham Travel Lodge
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
"Decent clean quiet "
United States
William
The price is AED 388
AED 433 total
includes taxes & fees
1 Jun - 2 Jun
Sunset Inn
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
The price is AED 349
AED 513 total
includes taxes & fees
21 May - 22 May
Becket Motel
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (136 reviews)
"Room was clean"
United States
Patrick
The price is AED 406
AED 455 total
includes taxes & fees
12 May - 13 May
The Brooks Motel
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (909 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is AED 367
AED 410 total
includes taxes & fees
11 May - 12 May
Howard Johnson by Wyndham Williamstown
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

The Williams Inn

The Williams Inn

10/10 Excellent
"Very nice understated hotel. Great staff. Nice restaurant. Walkable to coffe house and restaurants and campus. Wonderful for college community. Kudos to management staff. Really really nice. "
Christopher 2-night trip
Posted 5 hours ago
The Williams Inn

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 72 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?
Berkshire Inn: If driving, you'll be within 14 minutes of Tanglewood Music Center. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. FairBridge Inn Express: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. You'll be located within 20 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.

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