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Featured Motels in Pittsfield and around

Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (591)
"Great stay for one night. "
The price is €69
includes taxes & fees
16 May - 17 May
Monument Mountain Motel
Exterior
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (594)
"No frills motel. Clean and convenient. The breakfast was a light continental."
The price is €71
includes taxes & fees
15 May - 16 May
The Villager Motel
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (455)
"Manager was friendly and patient late at night. "
The price is €71
includes taxes & fees
16 May - 17 May
Travelodge by Wyndham Great Barrington Berkshires
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Exterior
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (609)
"Convenient "
The price is €82
includes taxes & fees
15 May - 16 May
Howard Johnson by Wyndham Lenox
Exterior
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (790)
"Breakfast was full of organic fruit options, muffins, bagels, oatmeal, yogurt coffee and tea. I’m sure I missed a few items. It was a good spread with healthy options. Staff was very friendly and accommodating. Great for a quick stop over along the Mohawk trail "
The price is €78
includes taxes & fees
28 May - 29 May
Willows Motel Williamstown
Garden view
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (902)
" Great stay for the price "
The price is €71
includes taxes & fees
19 May - 20 May
Pleasant Valley Motel West Stockbridge
Standard Room, 1 King Bed
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (502)
"The woman at check-in was kind. We had a lovely view. Place was in a great location with a comfortable bed."
The price is €65
includes taxes & fees
19 May - 20 May
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (659)
"This location is so convenient to the Berkshire Museum and downtown Pittsfield! There are plenty of great restaurants a short distance away. The price is right and we used the savings to eat at local spots for breakfast, too. They have done some nice updates, so it doesn't feel like the motels that I went to when I was a kid with my parents. "
The price is €83
includes taxes & fees
19 May - 20 May
Berkshire Inn
Interior
Cozy Corner Motel
2.0 star property
9.0 out of 10, Wonderful, (679)
"The only place we stay when we come to town! The owner could not be any nicer. The rooms are great, the area quiet, and the breakfast, delicious. "
The price is €80
includes taxes & fees
19 May - 20 May
Cozy Corner Motel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (384)
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"
The price is €114
includes taxes & fees
16 May - 17 May
The Briarcliff Motel
Property grounds
Wagon Wheel Inn
2.0 star property
7.2 out of 10, Good, (546)
"Deff stay again if in the area "
The price is €71
includes taxes & fees
19 May - 20 May
Wagon Wheel Inn
Reception
Williamstown Motel
2.0 star property
8.6 out of 10, Excellent, (547)
"Perfectly fine motel. "
The price is €73
includes taxes & fees
27 May - 28 May
Williamstown Motel
Outdoor pool
Berkshire Travel Lodge
2.5 star property
5.4 out of 10, (322)
"Each room section on the first floor had an outdoor deck looking out to the open sky, and an area to bring your grill to barbecue cook outdoors... The motel is located up a hill not too far from two truck stops—one that has a Dunkin Donuts—with easy access to Interstate 90-West and 90-East. West Stockbridge, MA is a short drive away—crossing the New York State border into Massachusetts on Routes 41 and 102... Before you cross over into Massachusetts there is a local winery and tasting room. West...
The price is €63
includes taxes & fees
28 May - 29 May
Berkshire Travel Lodge
Exterior detail
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (506)
"Arrived late after office closed. Easy arrangements for check in made with no issues. Light in room was on to welcome me. Room was very clean with nice appointments of water, coffee, tea, chocolates. "
The price is €109
includes taxes & fees
15 May - 16 May
Maple Terrace Motel
Outdoor spa tub
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (112)
"The views of the mountains and valleys and skies were fantastic. The staff were awesome. I would definitely stay there again."
The price is €154
includes taxes & fees
19 May - 20 May
Blue Vista Motor Lodge
Exterior
Chatham Travel Lodge
2.5 star property
7.2 out of 10, Good, (125)
"Nice room and friendly staff."
The price is €90
includes taxes & fees
15 May - 16 May
Chatham Travel Lodge
Pool
Howard Johnson by Wyndham Williamstown
2.0 star property
6.4 out of 10, (775)
"Stay was good, nice staff, nice beds..negative..dis not provide "free breakfast" as advertised..so no food. None at all"
The price is €104
includes taxes & fees
15 May - 16 May
Howard Johnson by Wyndham Williamstown
Seasonal outdoor pool
Sunset Inn
2.0 star property
7.6 out of 10, Good, (351)
"Hotel Manager at front desk was lovely! Very professional, ready! He was Kind, welcoming and respectful ! A teal pleasure to interact with him!"
The price is €72
includes taxes & fees
22 May - 23 May
Sunset Inn
Premium bedding, pillow-top beds, individually decorated
Four Season Motel
2.5 star property
5.6 out of 10, (155)
"Was a good room with a very comfortable bed at a very affordable price."
The price is €72
includes taxes & fees
15 May - 16 May
Four Season Motel
Double Room
The Brooks Motel
2.0 star property
8.4 out of 10, Very good, (18)
"Super cute, very clean, amazingly comfy bed! My only complaint is that we didn't stay long enough."
The price is €96
includes taxes & fees
20 May - 21 May
The Brooks Motel
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See all available properties in Pittsfield
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.

Other property types in Pittsfield

Property grounds
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is €151
includes taxes & fees
15 May - 16 May
Jiminy Peak Mountain Resort
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (183)
"We loved our two night stay in the forest :) The house was super clean, well appointed, quiet and relaxing. We didn't have great weather so didn't get to take advantage of the perfect spot on the lake or any of the kayaks or boats, but the location was a great jumping off point for visiting the various Berkshires towns."
Peace and quiet on the lake
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.

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 64 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?
Here are some of our customers’ top motels to book in the larger area. Berkshire Inn: If driving, you’ll be within 14 minutes of Tanglewood Music Center. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and self-parking. Monument Mountain Motel: Free WiFi, free parking and a picnic area are available during your stay. Central Pittsfield is 17.3 mi (27.9 km) away. Howard Johnson by Wyndham Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and self-parking. Located 3.2 mi (5.2 km) from the heart of Pittsfield. Travelodge by Wyndham Great Barrington Berkshires: Central Pittsfield is 15.7 mi (25.3 km) away. Free WiFi, free parking and laundry facilities are available during your stay. The Villager Motel: 20.1 mi (32.4 km) from the heart of Pittsfield. Enjoy the in-room free WiFi, and freebies including breakfast and self-parking.
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: Pittsfield State Forest, Housatonic River and Canoe Meadows Wildlife Sanctuary. 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.