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

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Check prices for these dates

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

Our top choices for Pittsfield motels

Desk, iron/ironing board, free WiFi, bed sheets

1. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (927 reviews)
"Very well maintained and clean for an older looking property. I stayed here twice now."
United States
Kristina
The price is NZ$154
includes taxes & fees
21 Oct - 22 Oct
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

2. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (907 reviews)
"great value"
United States
Horace
The price is NZ$121
includes taxes & fees
21 Sept - 22 Sept
FairBridge Inn Express
In-room safe, desk, laptop workspace, iron/ironing board

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 NZ$154
includes taxes & fees
21 Sept - 22 Sept
Howard Johnson by Wyndham Lenox
Courtyard

4. 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 NZ$215
includes taxes & fees
22 Sept - 23 Sept
The Springs Motel
Children’s activities

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 NZ$120
includes taxes & fees
22 Sept - 23 Sept
Pleasant Valley Motel West Stockbridge
Room, 2 Queen Beds, Non Smoking

6. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (914 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is NZ$150
includes taxes & fees
21 Sept - 22 Sept
Monument Mountain Motel
In-room safe, desk, free cots/infant beds, free rollaway beds

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 NZ$146
includes taxes & fees
21 Sept - 22 Sept
Travelodge by Wyndham Great Barrington Berkshires
In-room dining

8. 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 NZ$135
includes taxes & fees
27 Sept - 28 Sept
Econo Lodge Lee - Great Barrington
Outdoor pool

9. 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 NZ$132
includes taxes & fees
27 Sept - 28 Sept
Berkshire Travel Lodge
Seasonal outdoor pool

10. 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 NZ$161
includes taxes & fees
5 Oct - 6 Oct
Sunset Inn
Exterior

11. 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 NZ$202
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
Gazebo

12. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (951 reviews)
"Loved this place"
United States
Jeremy
The price is NZ$181
includes taxes & fees
23 Sept - 24 Sept
Cozy Corner Motel
Mountain view

13. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (944 reviews)
"Great place"
United States
Donna
The price is NZ$195
includes taxes & fees
21 Sept - 22 Sept
Howard Johnson by Wyndham Williamstown
Lake view

14. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (17 reviews)
"excellent lakeside view"
United States
mike
The price is NZ$291
includes taxes & fees
12 Oct - 13 Oct
Berkshire Lake Lodge
Balcony

15. 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 NZ$219
includes taxes & fees
21 Sept - 22 Sept
Chatham Travel Lodge
Property grounds

16. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,002 reviews)
"The breakfast was amazing. All the fresh fruit you can imagine."
United States
Bill
The price is NZ$202
includes taxes & fees
21 Sept - 22 Sept
Willows Motel Williamstown
View from property

17. 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 NZ$198
includes taxes & fees
22 Sept - 23 Sept
Williamstown Motel
Property grounds

18. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (640 reviews)
"Great spot with everything we needed"
United States
Christine
The price is NZ$244
includes taxes & fees
21 Sept - 22 Sept
Maple Terrace Motel
Reception

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 NZ$174
includes taxes & fees
21 Sept - 22 Sept
The Villager Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area

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 NZ$279
includes taxes & fees
20 Oct - 21 Oct
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

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

8/10 Good
"The room was fine"
Renee 1-night trip
Posted 1 hour ago
Hilton Garden Inn Lenox Pittsfield

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
6,602
Accommodation
38 Motels
Lowest Price
NZ$120
Highest Price
NZ$291

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 70 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: 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 Hancock Shaker Village, Colonial Theater 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.