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

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Pittsfield motels

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

1. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (936 reviews)
"This is an old motel-type one story place to stay, which I enjoyed. Rooms are large, clean and quiet. Comfortable bed, updated bathroom. No complaints."
United States
Linda
The price is £70
includes taxes & fees
14 Nov - 15 Nov
Berkshire Inn
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (923 reviews)
"Plenty of parking. Friendly staff"
United States
William
The price is £49
includes taxes & fees
28 Oct - 29 Oct
FairBridge Inn Express
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

3. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (924 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is £67
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Lenox
A group of people performing yoga in an outdoor setting with grass and trees.

4. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is £57
includes taxes & fees
20 Oct - 21 Oct
Pleasant Valley Motel West Stockbridge
A hotel room with a bed, a desk, and two wall-mounted lamps.

5. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (703 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is £55
includes taxes & fees
6 Nov - 7 Nov
Econo Lodge Lee - Great Barrington
Outdoor pool

6. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (518 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is £57
includes taxes & fees
18 Oct - 19 Oct
Berkshire Travel Lodge
A patio area with outdoor furniture, a fire pit, and potted plants.

7. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (120 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is £88
includes taxes & fees
1 Nov - 2 Nov
The Springs Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

8. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (619 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
The price is £67
includes taxes & fees
18 Oct - 19 Oct
Travelodge by Wyndham Great Barrington Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

9. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (923 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is £51
includes taxes & fees
1 Nov - 2 Nov
Monument Mountain Motel
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

10. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (360 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is £62
includes taxes & fees
5 Nov - 6 Nov
Williamstown Motel
A large house with a balcony and a grassy yard.

11. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (625 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
The price is £87
includes taxes & fees
28 Oct - 29 Oct
The Little Lion
An outdoor seating area with Adirondack chairs and potted plants.

12. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (962 reviews)
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
United States
Jonathan
The price is £67
includes taxes & fees
12 Nov - 13 Nov
Cozy Corner Motel
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

13. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is £75
includes taxes & fees
28 Oct - 29 Oct
Sunset Inn
A kitchen with a countertop, a refrigerator, and a window.

14. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (834 reviews)
"Outside my motel window, two wild bunnies grazed in the yard. This morning deer & fawns grazed in the field beside the parking lot. The bed was quite comfortable. Very nice stay."
United States
DONNA
The price is £67
includes taxes & fees
12 Nov - 13 Nov
The Villager Motel
A building with a covered parking area and a grassy front yard.

15. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (954 reviews)
"Room was very clean. Tastefully decorated. Beds were comfortable. Would stay there next time we go to Williamstown,Mass."
United States
Barbara
The price is £84
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Williamstown
A calm lake at dusk with a wooden dock and two chairs facing the water.

16. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
The price is £106
includes taxes & fees
2 Nov - 3 Nov
Berkshire Lake Lodge
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

17. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,000 reviews)
"This is an older motel, but quaint and well maintained. Especially good are the breakfasts, which include a buffet of seasonal fruit and other homemade treats. It's close to everything in town, and there is a decent restaurant right next door."
United States
David
The price is £71
includes taxes & fees
4 Nov - 5 Nov
Willows Motel Williamstown
A garden with a swing set, a blue chair, and a flower bed.

18. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (644 reviews)
"Very helpful and friendly staff."
United States
Deborah
The price is £83
includes taxes & fees
8 Nov - 9 Nov
Maple Terrace Motel
A wooden deck with white railings and hanging flower baskets.

19. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (250 reviews)
"I had a very nice stay. The staff was friendly and helpful and my room was clean and comfortable. This hotel was conveniently located for my needs and I’d stay here again. The owner is a lovely lady."
United States
andrew
The price is £95
includes taxes & fees
15 Oct - 16 Oct
Chatham Travel Lodge
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

20. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (56 reviews)
"great place!"
United States
ERIK
The price is £107
includes taxes & fees
14 Nov - 15 Nov
East Rock Inn
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 Yankee Inn

The Yankee Inn

10/10 Excellent
"This is a gem of a small hotel/motel. Super comfortable rooms, updated bathrooms, and well done self serve breakfast included. Also has an indoor pool and an outdoor pool during the season. And a very nice hiking trail off of the back. An excellent change from the Run of the middle courtyard Marriott!"
Kimberly 2-night trip
Posted 10 hours ago
The Yankee Inn

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
9,470
Accommodation
36 Motels
Lowest Price
£49
Highest Price
£107

Frequently asked questions

What can I expect from a motel trip to Pittsfield?
If you can't 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 68 hotels and other lodging options. Simply filter using our search tools by nightly room rate or cost-saving amenities such as free parking and free airport transport.
What's it like to stay in a motel?
Motels often include free parking, and many have outdoor pools. Often one or two storeys high, motels usually have outdoor access to guestrooms from the car park. Introduced in the early 1950s, eye-catching neon signs enticed road-weary travellers, and examples can still be seen today along historic US 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 centre, and freebies including WiFi and self-parking. Berkshire Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities such as 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, make sure that you enjoy all there is to see and do. These are some of the parks and outdoorsy places: Housatonic River, Onota Lake and Pontoosuc 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 road trip, 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are my options for getting around Pittsfield while 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) away from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To see more of the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.