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Compare 36 Motels in Pittsfield with updated reviews, rates, and availability.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (720)
"spacious room. "
The price is AED 253
AED 283 total
includes taxes & fees
2 May - 3 May
Howard Johnson by Wyndham Lenox

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (483)
"A cozy little inn! I recommend it! "
The price is AED 281
AED 314 total
includes taxes & fees
20 May - 21 May
The Little Lion

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (841)
"Such nice people who run it. Nothing fancy but the people who work there are so friendly and accommodating "
The price is AED 367
AED 410 total
includes taxes & fees
2 May - 3 May
Howard Johnson by Wyndham Williamstown

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (710)
"Nice place and surrounding area "
The price is AED 279
AED 312 total
includes taxes & fees
13 May - 14 May
Monument Mountain Motel

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (700)
"Good customer service"
The price is AED 290
AED 324 total
includes taxes & fees
4 May - 5 May
The Villager Motel

FairBridge Inn Express

2.5 star property
5.4 out of 10, (714)
"Friendly staff and quick checkin "
The price is AED 261
AED 292 total
includes taxes & fees
14 May - 15 May
FairBridge Inn Express

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (765)
"Was a amazing trip good service "
The price is AED 313
AED 349 total
includes taxes & fees
4 May - 5 May
Berkshire Inn

Cozy Corner Motel

2.0 star property
9.0 out of 10, Wonderful, (809)
"I’ve stayed here many times and highly recommend it."
The price is AED 283
AED 333 total
includes taxes & fees
18 May - 19 May
Cozy Corner Motel

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (554)
"A great place to stay in Williamstown. Beautiful garden, friendly staff, very comfortable."
The price is AED 400
AED 447 total
includes taxes & fees
5 May - 6 May
Maple Terrace Motel

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (965)
"Easy access to the Massachusetts Turnpike and less than 10 miles away from the tourist options I selected."
The price is AED 239
AED 262 total
includes taxes & fees
6 May - 7 May
Pleasant Valley Motel West Stockbridge

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (590)
"It’s everything you would expect a cheap hotel room to be, check-in was easy and it was suitable for a nights stay. Bedding was clean linens were clean. Couldn’t really ask for much more for the price."
The price is AED 228
AED 255 total
includes taxes & fees
7 May - 8 May
Econo Lodge Lee - Great Barrington

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (909)
"Great value - pleasant hosts. "
The price is AED 278
AED 310 total
includes taxes & fees
15 May - 16 May
Willows Motel Williamstown

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (169)
"Lovely stay!"
The price is AED 590
AED 624 total
includes taxes & fees
6 May - 7 May
Blue Vista Motor Lodge

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (405)
" Very clean bathroom & room"
The price is AED 264
AED 286 total
includes taxes & fees
1 Jun - 2 Jun
Berkshire Travel Lodge

Sunset Inn

2.0 star property
7.6 out of 10, Good, (381)
"We had a quick overnight in the area & this motel was a good value. Close to the highway & walking distance to restaurants, coffee & town. Check in was easy, staff is very kind & friendly. Our room was very basic but spacious & clean. We slept well. We would definitely stay here again. "
The price is AED 298
AED 332 total
includes taxes & fees
17 May - 18 May
Sunset Inn

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (601)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
2 May - 3 May
Wagon Wheel Inn

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (523)
"The staff was very friendly and the room was clean. "
The price is AED 275
AED 308 total
includes taxes & fees
4 May - 5 May
Travelodge by Wyndham Great Barrington Berkshires

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (257)
"Staff was very friendly and helpful. Rooms are small but very clean and cozy and have everything you need. "
The price is AED 327
AED 365 total
includes taxes & fees
8 May - 9 May
Williamstown Motel

Chatham Travel Lodge

2.5 star property
7.6 out of 10, Good, (161)
"This was my first time staying here. It’s a throwback to the 60’s/70’s when my family would go on vacation. They’ve done a good job in upgrading the bathroom, TV & WiFi and installed a manufactured wood floor getting rid of the who know’s what you find in much more expensive motels. This isn’t 5-star Hilton, but you get a that throw-back/cozy feeling of years past. Pricing is commensurate with what you get. Will definitely cone back when in the area!"
The price is AED 404
AED 436 total
includes taxes & fees
27 May - 28 May
Chatham Travel Lodge

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (70)
"Nice motel, very clean, comfortable beds, i enjoyed my stay "
The price is AED 536
AED 578 total
includes taxes & fees
9 May - 10 May
The Brooks 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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Other property types in Pittsfield

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Very kinda hosts, and wonderful house."
The price is AED 2,017
AED 3,810 total
includes taxes & fees
5 May - 6 May
Hancock Village Inn at Jiminy Peak

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (140)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Dancing Horse Lodge

9.6 out of 10, Exceptional, (41)
"We had a great stay with our family. Clean and close to where my daughter lives."
Dancing Horse Lodge
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’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 69 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?
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 parking. FairBridge Inn Express: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. You’ll be located within 20 minutes of Tanglewood Music Center by car. Heart of the Berkshires: Enjoy access to the free WiFi and laundry facilities, as well as room amenities like a private yard. If driving, you’ll be within 18 minutes of Tanglewood Music Center.
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: Housatonic River, Canoe Meadows Wildlife Sanctuary, and Hollow FIelds Reserve. 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.