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
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

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, (929 reviews)
"Very well maintained and clean for an older looking property. I stayed here twice now."
United States
Kristina
The price is HK$674
HK$753 total
includes taxes & fees
27 Sept - 28 Sept
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, (910 reviews)
"great value"
United States
Horace
The price is HK$487
HK$544 total
includes taxes & fees
27 Sept - 28 Sept
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, (917 reviews)
"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"
United States
COLLEEN
The price is HK$620
HK$692 total
includes taxes & fees
27 Sept - 28 Sept
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 HK$483
HK$530 total
includes taxes & fees
27 Sept - 28 Sept
Pleasant Valley Motel West Stockbridge
A patio area with outdoor furniture, a fire pit, and potted plants.

5. 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 HK$873
HK$958 total
includes taxes & fees
28 Sept - 29 Sept
The Springs Motel
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

6. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (915 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is HK$536
HK$599 total
includes taxes & fees
25 Oct - 26 Oct
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.

7. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is HK$588
HK$657 total
includes taxes & fees
27 Sept - 28 Sept
Travelodge by Wyndham Great Barrington Berkshires
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (699 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 HK$547
HK$611 total
includes taxes & fees
27 Oct - 28 Oct
Econo Lodge Lee - Great Barrington
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

9. 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 HK$660
HK$737 total
includes taxes & fees
5 Oct - 6 Oct
Sunset Inn

10. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (512 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is HK$529
HK$593 total
includes taxes & fees
27 Sept - 28 Sept
Berkshire Travel Lodge
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, (614 reviews)
"This little gem was clean and very conveniently located between Great Barrington and Stockbridge. Ample parking right in front of the room. Did not meet any staff nor use any amenities ( none at hotel but apparently able to use amenities at the Red Lion). Clearly an older property but clean and comfortable"
United States
Mary
The price is HK$812
HK$907 total
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
A calm lake at dusk with a wooden dock and two chairs facing the water.

12. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (19 reviews)
"excellent lakeside view"
United States
mike
The price is HK$1,115
HK$1,245 total
includes taxes & fees
27 Sept - 28 Sept
Berkshire Lake Lodge
A building with a covered parking area and a grassy front yard.

13. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (947 reviews)
"Great place"
United States
Donna
The price is HK$784
HK$876 total
includes taxes & fees
27 Sept - 28 Sept
Howard Johnson by Wyndham Williamstown
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, (347 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is HK$863
HK$964 total
includes taxes & fees
27 Sept - 28 Sept
Williamstown Motel
A garden with a swing set, a blue chair, and a flower bed.

15. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (641 reviews)
"Very helpful and friendly staff."
United States
Deborah
The price is HK$1,012
HK$1,130 total
includes taxes & fees
28 Sept - 29 Sept
Maple Terrace Motel
A wooden deck with white railings and hanging flower baskets.

16. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (244 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is HK$877
HK$982 total
includes taxes & fees
29 Sept - 30 Sept
Chatham Travel Lodge
An outdoor seating area with Adirondack chairs and potted plants.

17. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (954 reviews)
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
United States
Jonathan
The price is HK$692
HK$813 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Corner Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

18. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"The staff are what truly makes this property special. They are so nice and accomodating."
United States
Linda
The price is HK$812
HK$907 total
includes taxes & fees
27 Sept - 28 Sept
Willows Motel Williamstown
A kitchen with a countertop, a refrigerator, and a window.

19. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (825 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is HK$698
HK$780 total
includes taxes & fees
27 Sept - 28 Sept
The Villager Motel
A building with a flat roof, multiple windows, and a satellite dish.

20. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (63 reviews)
"Comfortable stay "
United States
Paul
The price is HK$823
HK$1,183 total
includes taxes & fees
30 Sept - 1 Oct
Becket 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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Love the property, room seemed a little tired since I was there last, about 3 years ago. Wish we could stay just one night instead of minimum two, as we often come just for a Tanglewood concert and stay only one night in town."
Sue 2-night trip
Posted 1 hour ago
Berkshires Untold

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
10,230
Accommodation
38 Motels
Lowest Price
HK$530
Highest Price
HK$1,245

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