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

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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 Rp1.532.170
Rp1.711.434 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, (909 reviews)
"great value"
United States
Horace
The price is Rp1.106.498
Rp1.235.959 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 Rp1.407.622
Rp1.572.314 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 Rp1.097.589
Rp1.203.962 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 Rp2.052.189
Rp2.251.251 total
includes taxes & fees
30 Sept - 1 Oct
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 Rp1.218.751
Rp1.361.295 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 Rp1.336.350
Rp1.492.703 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 Rp1.239.361
Rp1.384.367 total
includes taxes & fees
30 Sept - 1 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 Rp1.499.385
Rp1.674.813 total
includes taxes & fees
7 Oct - 8 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 Rp1.202.537
Rp1.346.863 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, (613 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is Rp1.844.163
Rp2.059.930 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 Rp2.532.918
Rp2.829.271 total
includes taxes & fees
28 Sept - 29 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, (945 reviews)
"Great place"
United States
Donna
The price is Rp1.781.622
Rp1.990.092 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, (346 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is Rp2.120.342
Rp2.368.423 total
includes taxes & fees
5 Oct - 6 Oct
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 Rp2.476.702
Rp2.766.423 total
includes taxes & fees
27 Sept - 28 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, (243 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is Rp1.992.943
Rp2.231.883 total
includes taxes & fees
30 Sept - 1 Oct
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, (953 reviews)
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
United States
Jonathan
The price is Rp1.571.548
Rp1.847.192 total
includes taxes & fees
27 Sept - 28 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 Rp1.845.054
Rp2.060.830 total
includes taxes & fees
4 Oct - 5 Oct
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 Rp1.585.802
Rp1.771.287 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 Rp1.870.890
Rp2.686.865 total
includes taxes & fees
7 Oct - 8 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.
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Top Pittsfield Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything, delicious free breakfast, hot showers, plenty of room, outdoor patio w Adirondack chairs, pleasant staff, very clean place. Fabulous price! I would not hesitate to return to this place."
Joyce 2-night trip
Posted 15 hours ago
The Yankee Inn

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
10,558
Accommodation
36 Motels
Lowest Price
Rp1.203.962
Highest Price
Rp2.829.271

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.