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

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

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, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is P5,277
P5,894 total
includes taxes & fees
Nov 28 - Nov 29
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, (932 reviews)
"Friendly staff"
United States
William
The price is P4,532
P5,062 total
includes taxes & fees
Nov 3 - Nov 4
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, (933 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is P5,035
P5,625 total
includes taxes & fees
Nov 3 - Nov 4
Howard Johnson by Wyndham Lenox
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

4. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (711 reviews)
"It was super clean and safe"
United States
Fernando
The price is P3,576
P3,994 total
includes taxes & fees
Nov 22 - Nov 23
Econo Lodge Lee - Great Barrington
A group of people performing yoga in an outdoor setting with grass and trees.

5. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 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 P4,482
P4,916 total
includes taxes & fees
Nov 3 - Nov 4
Pleasant Valley Motel West Stockbridge
A patio area with outdoor furniture, a fire pit, and potted plants.

6. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is P6,812
P7,473 total
includes taxes & fees
Nov 4 - Nov 5
The Springs Motel
Outdoor pool

7. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (526 reviews)
"The room was clean and the staff friendly."
United States
Istvan
The price is P4,359
P4,883 total
includes taxes & fees
Nov 3 - Nov 4
Berkshire Travel Lodge
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

8. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 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 P5,163
P5,767 total
includes taxes & fees
Nov 12 - Nov 13
Sunset Inn
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, (937 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is P3,815
P4,261 total
includes taxes & fees
Nov 3 - Nov 4
Monument Mountain Motel
A large house with a balcony and a grassy yard.

10. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is P5,278
P5,895 total
includes taxes & fees
Nov 9 - Nov 10
The Little Lion
A calm lake at dusk with a wooden dock and two chairs facing the water.

11. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is P6,953
P7,766 total
includes taxes & fees
Nov 6 - Nov 7
Berkshire Lake Lodge
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

12. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is P5,035
P5,625 total
includes taxes & fees
Nov 3 - Nov 4
Travelodge by Wyndham Great Barrington Berkshires
A kitchen with a countertop, a refrigerator, and a window.

13. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (837 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 P4,398
P4,912 total
includes taxes & fees
Dec 1 - Dec 2
The Villager 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.

14. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is P5,673
P6,337 total
includes taxes & fees
Nov 3 - Nov 4
Williamstown Motel
An outdoor seating area with Adirondack chairs and potted plants.

15. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is P4,761
P5,621 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Corner Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

16. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,002 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is P5,389
P6,020 total
includes taxes & fees
Nov 3 - Nov 4
Willows Motel Williamstown
A building with a covered parking area and a grassy front yard.

17. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (957 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 P6,373
P7,119 total
includes taxes & fees
Nov 22 - Nov 23
Howard Johnson by Wyndham 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, (645 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is P6,310
P7,048 total
includes taxes & fees
Nov 3 - Nov 4
Maple Terrace Motel
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

19. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is P7,751
P8,658 total
includes taxes & fees
Dec 3 - Dec 4
East Rock Inn
A wooden deck with white railings and hanging flower baskets.

20. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (255 reviews)
"Great clean, economical place to stay."
United States
Patrick
The price is P7,129
P7,984 total
includes taxes & fees
Nov 3 - Nov 4
Chatham Travel 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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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Third time staying here. 10/10 each time. Would definitely stay again. I love that some rooms have a full kitchen."
Aaron 3-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
6,482
Accommodation
38 Motels
Lowest Price
P3,994
Highest Price
P9,620

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 68 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, 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 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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