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
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Pittsfield motels

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

1. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (944 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is S$119
includes taxes & fees
14 Dec - 15 Dec
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, (936 reviews)
"Friendly staff"
United States
William
The price is S$102
includes taxes & fees
25 Nov - 26 Nov
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, (937 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is S$113
includes taxes & fees
20 Nov - 21 Nov
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, (1,000 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 S$88
includes taxes & fees
16 Nov - 17 Nov
Pleasant Valley Motel West Stockbridge
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

5. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (714 reviews)
"It was super clean and safe"
United States
Fernando
The price is S$80
includes taxes & fees
14 Dec - 15 Dec
Econo Lodge Lee - Great Barrington
Lobby sitting area

6. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (527 reviews)
"The room was clean and the staff friendly."
United States
Istvan
The price is S$98
includes taxes & fees
15 Nov - 16 Nov
Berkshire Travel Lodge
A swimming pool with a fenced area, lounge chairs, and a warning sign.

7. 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 S$110
includes taxes & fees
20 Nov - 21 Nov
Sunset Inn
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

8. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is S$86
includes taxes & fees
14 Dec - 15 Dec
Monument Mountain Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

9. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (627 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 S$108
includes taxes & fees
18 Nov - 19 Nov
Travelodge by Wyndham Great Barrington Berkshires
A patio area with outdoor furniture, a fire pit, and potted plants.

10. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.0 out of 10, Wonderful, (124 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is S$149
includes taxes & fees
10 Dec - 11 Dec
The Springs 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.

11. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (369 reviews)
"Yes no frills but good for an economic stay. Great coffee at The Coffee Shop Williamstown nearby"
United States
Grantley
The price is S$124
includes taxes & fees
29 Nov - 30 Nov
Williamstown Motel
A kitchen with a countertop, a refrigerator, and a window.

12. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Friendly staff, quiet location set back from the road, this is our go-to place in Williamstown."
United States
Miguel
The price is S$99
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
An outdoor seating area with Adirondack chairs and potted plants.

13. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (969 reviews)
"Very friendly and helpful"
United States
Adrienne
The price is S$113
includes taxes & fees
22 Nov - 23 Nov
Cozy Corner Motel
A calm lake at dusk with a wooden dock and two chairs facing the water.

14. Berkshire Lake Lodge

Berkshire Lake Lodge
3.0 star property
Lee
9.8 out of 10, Exceptional, (28 reviews)
"excellent lakeside view"
United States
mike
The price is S$163
includes taxes & fees
20 Nov - 21 Nov
Berkshire Lake Lodge
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, (964 reviews)
"Needed a home away from home when a renovation turned into a nightmare. The family who runs this place are lovely and kind, the hotel is clean if a bit older. Solid choice in the area. Will let friends and family know if they are coming, simple clean hotel."
United States
Kate
The price is S$143
includes taxes & fees
26 Nov - 27 Nov
Howard Johnson by Wyndham Williamstown
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, (1,000 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 S$121
includes taxes & fees
14 Dec - 15 Dec
Willows Motel Williamstown
A garden with a swing set, a blue chair, and a flower bed.

17. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is S$142
includes taxes & fees
24 Nov - 25 Nov
Maple Terrace Motel
A large house with a balcony and a grassy yard.

18. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is S$136
includes taxes & fees
13 Dec - 14 Dec
The Little Lion
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 S$182
includes taxes & fees
14 Dec - 15 Dec
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, (258 reviews)
"Great clean, economical place to stay."
United States
Patrick
The price is S$161
includes taxes & fees
14 Nov - 15 Nov
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.
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Nice"
Noah 2-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
2,443
Accommodation
38 Motels
Lowest Price
S$80
Highest Price
S$182

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.

Explore a world of travel with Expedia