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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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 NZ$165
includes taxes & fees
28 Nov - 29 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, (934 reviews)
"Friendly staff"
United States
William
The price is NZ$141
includes taxes & fees
5 Nov - 6 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, (934 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is NZ$157
includes taxes & fees
17 Nov - 18 Nov
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, (713 reviews)
"It was super clean and safe"
United States
Fernando
The price is NZ$112
includes taxes & fees
24 Nov - 25 Nov
Econo Lodge Lee - Great Barrington
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, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is NZ$177
includes taxes & fees
17 Nov - 18 Nov
The Springs Motel
A hotel room with a bed, two chairs, a small table, and a lamp.

6. 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 NZ$137
includes taxes & fees
9 Nov - 10 Nov
Pleasant Valley Motel West Stockbridge
Outdoor pool

7. 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 NZ$136
includes taxes & fees
5 Nov - 6 Nov
Berkshire Travel Lodge
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, (939 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is NZ$119
includes taxes & fees
5 Nov - 6 Nov
Monument Mountain Motel
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

9. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is NZ$218
includes taxes & fees
5 Nov - 6 Nov
Berkshire Lake Lodge
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 NZ$165
includes taxes & fees
12 Nov - 13 Nov
The Little Lion
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

11. 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 NZ$161
includes taxes & fees
8 Nov - 9 Nov
Sunset Inn
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 NZ$157
includes taxes & fees
5 Nov - 6 Nov
Travelodge by Wyndham Great Barrington Berkshires
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, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is NZ$157
includes taxes & fees
15 Nov - 16 Nov
Cozy Corner Motel
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, (837 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
The price is NZ$137
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

15. 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 NZ$165
includes taxes & fees
19 Nov - 20 Nov
Williamstown 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, (1,000 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 NZ$168
includes taxes & fees
8 Nov - 9 Nov
Willows Motel Williamstown
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

17. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (958 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 NZ$180
includes taxes & fees
5 Nov - 6 Nov
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, (647 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is NZ$197
includes taxes & fees
5 Nov - 6 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, (255 reviews)
"Great clean, economical place to stay."
United States
Patrick
The price is NZ$223
includes taxes & fees
9 Nov - 10 Nov
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, (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 NZ$257
includes taxes & fees
5 Dec - 6 Dec
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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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

See all hotels in Pittsfield
A historic building with a clock, a flag, and a street lamp.

Top reviews in Pittsfield

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

Berkshire Inn

Berkshire Inn
Pittsfield

10/10 Excellent

Large clean room, comfortable bed, we didn't find it too noisy even though we faced the highway, easy parking for our car. Good sized fridge/freezer and microwave. Easy check-in/out.
Australia
Yoon
Reviewed September 17, 2022
Berkshire Inn

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.