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

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

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, (925 reviews)
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
United States
Ellen
The price is P5,394
P6,025 total
includes taxes & fees
Sep 20 - Sep 21
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, (905 reviews)
"great value"
United States
Horace
The price is P3,896
P4,351 total
includes taxes & fees
Sep 20 - Sep 21
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, (916 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 P4,956
P5,535 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Lenox
A patio area with outdoor furniture, a fire pit, and potted plants.

4. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (119 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is P7,198
P7,897 total
includes taxes & fees
Sep 23 - Sep 24
The Springs Motel
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 P3,864
P4,239 total
includes taxes & fees
Sep 21 - Sep 22
Pleasant Valley Motel West Stockbridge
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.

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (698 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 P4,347
P4,856 total
includes taxes & fees
Sep 24 - Sep 25
Econo Lodge Lee - Great Barrington
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

7. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (445 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 P5,279
P5,896 total
includes taxes & fees
Oct 5 - Oct 6
Sunset Inn

8. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (511 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is P4,234
P4,742 total
includes taxes & fees
Sep 27 - Sep 28
Berkshire Travel Lodge
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, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is P4,705
P5,255 total
includes taxes & fees
Sep 20 - Sep 21
Travelodge by Wyndham Great Barrington Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

10. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (912 reviews)
"very nice and comfortable"
United States
Analisia
The price is P4,827
P5,392 total
includes taxes & fees
Oct 4 - Oct 5
Monument Mountain Motel
A calm lake at dusk with a wooden dock and two chairs facing the water.

11. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (17 reviews)
"excellent lakeside view"
United States
mike
The price is P9,908
P11,067 total
includes taxes & fees
Sep 20 - Sep 21
Berkshire Lake Lodge
A large house with a balcony and a grassy yard.

12. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (612 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is P6,493
P7,252 total
includes taxes & fees
Oct 18 - Oct 19
The Little Lion
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, (949 reviews)
"Loved this place"
United States
Jeremy
The price is P5,533
P6,503 total
includes taxes & fees
Sep 20 - Sep 21
Cozy Corner 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, (345 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is P6,210
P6,937 total
includes taxes & fees
Sep 22 - Sep 23
Williamstown Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

15. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,000 reviews)
"The breakfast was amazing. All the fresh fruit you can imagine."
United States
Bill
The price is P5,304
P5,924 total
includes taxes & fees
Sep 20 - Sep 21
Willows Motel Williamstown
A building with a covered parking area and a grassy front yard.

16. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (943 reviews)
"Great place"
United States
Donna
The price is P6,272
P7,006 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Williamstown
A wooden deck with white railings and hanging flower baskets.

17. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (242 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is P7,016
P7,858 total
includes taxes & fees
Sep 20 - Sep 21
Chatham Travel Lodge
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, (639 reviews)
"Great spot with everything we needed"
United States
Christine
The price is P7,841
P8,759 total
includes taxes & fees
Sep 20 - Sep 21
Maple Terrace Motel
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 P5,583
P6,236 total
includes taxes & fees
Sep 20 - Sep 21
The Villager Motel
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, (54 reviews)
"great place!"
United States
ERIK
The price is P9,324
P10,415 total
includes taxes & fees
Sep 30 - Oct 1
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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Top Pittsfield Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Liked everything! Mostly, the people. The staff was friendly and excited to serve us"
John 1-night trip
Posted 17 hours ago
Berkshires Untold

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
9,803
Accommodation
36 Motels
Lowest Price
P4,239
Highest Price
P11,067

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 71 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: Pontoosuc Lake, Housatonic River, and Onota 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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