A historic building with classical architecture, a traffic light, and a yellow taxi.

Search Motels in Pittsfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Pittsfield motels

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

1. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (902 reviews)
"Very clean and updated simple motel."
United States
christopher
The price is AED 331
AED 369 total
includes taxes & fees
6 Aug - 7 Aug
Berkshire Inn
Desk, iron/ironing board, WiFi (free), bed sheets

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (864 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is AED 228
AED 255 total
includes taxes & fees
10 Aug - 11 Aug
FairBridge Inn Express
In-room safe, desk, laptop workspace, iron/ironing board

3. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (892 reviews)
"Great place"
United States
Luciane
The price is AED 290
AED 324 total
includes taxes & fees
30 Aug - 31 Aug
Howard Johnson by Wyndham Lenox
Outdoor pool

4. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (497 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is AED 248
AED 278 total
includes taxes & fees
6 Aug - 7 Aug
Berkshire Travel Lodge
Children's activities

5. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,003 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is AED 255
AED 279 total
includes taxes & fees
11 Aug - 12 Aug
Pleasant Valley Motel West Stockbridge
Seasonal outdoor pool

6. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (430 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is AED 356
AED 398 total
includes taxes & fees
1 Sep - 2 Sep
Sunset Inn
Courtyard

7. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (111 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is AED 550
AED 603 total
includes taxes & fees
31 Aug - 1 Sep
The Springs Motel
In-room dining

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (683 reviews)
"Good location to towns in area"
United States
William
The price is AED 278
AED 310 total
includes taxes & fees
1 Sep - 2 Sep
Econo Lodge Lee - Great Barrington
Gazebo

9. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (936 reviews)
"Loved this place"
United States
Jeremy
The price is AED 347
AED 407 total
includes taxes & fees
9 Aug - 10 Aug
Cozy Corner Motel
In-room safe, desk, cribs (free), rollaway beds (free)

10. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (602 reviews)
"For $200 for the night we got what you’d expect. Negatives: Nothing fancy, terrible beds and stains on the furniture in the room. We also had a dirty towel and a questionable stain on one of the bedsheets that looked like old blood. On the positive side, it was quiet, a safe area, and the staff were friendly. Fridge and microwave were in working order."
United States
jennifer
The price is AED 290
AED 324 total
includes taxes & fees
1 Sep - 2 Sep
Travelodge by Wyndham Great Barrington Berkshires
Exterior

11. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (596 reviews)
"This place was a gem. It’s small and surrounded by nature but close to restaurants, shopping, wildlife viewing areas, and historical sites. I loved that pets are free. The grounds were nice with a picnic bench and a large fire pit. If I’m in the area again, I would definitely stay here."
United States
Linda
The price is AED 413
AED 462 total
includes taxes & fees
1 Sep - 2 Sep
The Little Lion
Lake view

12. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.4 out of 10, Exceptional, (10 reviews)
"The air conditioning was effective and the view of the lake was peaceful and beautiful."
United States
Rita
The price is AED 581
AED 649 total
includes taxes & fees
6 Aug - 7 Aug
Berkshire Lake Lodge
Balcony

13. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (233 reviews)
"Very nice"
United States
James
The price is AED 411
AED 460 total
includes taxes & fees
6 Aug - 7 Aug
Chatham Travel Lodge
Mountain view

14. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (927 reviews)
"Great place"
United States
Donna
The price is AED 367
AED 410 total
includes taxes & fees
6 Aug - 7 Aug
Howard Johnson by Wyndham Williamstown
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (surcharge), WiFi (free)

15. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (892 reviews)
"This is my second time here. that alone is a great rating friendly owners clean room hot shower comfortable bed and alot of TV channels what more do you need? what more do you need?"
United States
John
The price is AED 314
AED 351 total
includes taxes & fees
1 Sep - 2 Sep
Monument Mountain Motel
Property grounds

16. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (629 reviews)
"Great spot with everything we needed"
United States
Christine
The price is AED 474
AED 529 total
includes taxes & fees
9 Aug - 10 Aug
Maple Terrace Motel
Property grounds

17. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,005 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is AED 380
AED 425 total
includes taxes & fees
12 Aug - 13 Aug
Willows Motel Williamstown
View from property

18. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (335 reviews)
"Very clean room and friendly staff. Lots of great restaurants close by."
United States
Robert
The price is AED 384
AED 429 total
includes taxes & fees
9 Aug - 10 Aug
Williamstown Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

19. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (52 reviews)
"great place!"
United States
ERIK
The price is AED 543
AED 606 total
includes taxes & fees
23 Aug - 24 Aug
East Rock Inn
Reception

20. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (807 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is AED 327
AED 365 total
includes taxes & fees
1 Sep - 2 Sep
The Villager Motel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"
judy 1-night trip
Posted 6 hours ago
The Red Lion 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 69 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: Pontoosuc Lake, Housatonic River, and Onota Lake. 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.

Explore a world of travel with Expedia