Search for Cheap Deals on
Hotels in Pittsfield

Check Last Minute Pittsfield Hotel Deals

Tonight Mar 15 - Mar 16Next weekend Mar 21 - Mar 23

Choose from 1304 Pittsfield Hotel Deals

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
The price is $116 per night from Mar 21 to Mar 22
$116
includes taxes & fees
Mar 21 - Mar 22
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (750 reviews)
Very good experience
"Arrived late and restaurant staff were very helpful preparing me a late night take out meal. Breakfast very good. Allowed me to check out late as I was waiting for a ride."

Reviewed on Mar 12, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 4 min walk from Bousquet Ski Area
The price is $133 per night from Mar 23 to Mar 24
$133
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (441 reviews)
Second stay
"Great place, super friendly staff, pool is nice n big and warm- not an overly chlorine smell too lol - price is good especially for a kitchen/living room set up and a bedroom. Second time staying - we will be back 😀"

Reviewed on Mar 10, 2025

Berkshire Mountain Lodge
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
The price is $122 per night from Mar 16 to Mar 17
$122
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (692 reviews)
Great but noisey on Saturday nights
"This is my second time staying and I love the attention to detail. However I happened to be there on a Saturday in room 202 and I could hear the dj music in my room till 1 am. This seems like it will be a regular Saturday night thing in the dining room. I would inquire about the quietness of your ..."

Reviewed on Mar 12, 2025

Hotel On North
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
  • 26 min walk from Bousquet Ski Area
The price is $112 per night from Mar 16 to Mar 17
$112
includes taxes & fees
Mar 16 - Mar 17
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"The cleanliness around the public areas"

Reviewed on Mar 6, 2025

Best Western Plus Berkshire Hills Inn & Suites
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
  • 10 min walk from Bousquet Ski Area
The price is $146 per night from Mar 23 to Mar 24
$146
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (628 reviews)
"Very clean and comfortable with great restaurant and bar downstairs"

Reviewed on Jan 29, 2025

Hilton Garden Inn Lenox Pittsfield
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
  • 5 min drive from Bousquet Ski Area
The price is $96 per night from Mar 16 to Mar 17
$96
includes taxes & fees
Mar 16 - Mar 17
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (762 reviews)
"The room was very clean"

Reviewed on Feb 8, 2025

Berkshire Inn
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
  • 9 min drive from Bousquet Ski Area
The price is $77 per night from Mar 16 to Mar 17
$77
includes taxes & fees
Mar 16 - Mar 17
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.4/10 (707 reviews)
"Friendly staff and quick checkin"

Reviewed on Mar 8, 2025

FairBridge Inn Express
Heart of the Berkshires
Heart of the Berkshires
970 W Housatonic St, Pittsfield, MA
  • 4 min drive from Bousquet Ski Area
The price is $97 per night from Mar 16 to Mar 17
$97
includes taxes & fees
Mar 16 - Mar 17
Stay at this motel in Pittsfield. Enjoy free WiFi, laundry facilities, and mountain biking on site. Popular attractions Tanglewood Music Center and Tracy Brook ...
9.4/10 Exceptional! (3 reviews)
Comfy stay
"Was great comfy quiet"

Reviewed on Jan 27, 2025

Heart of the Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 25 min drive from Bousquet Ski Area
The price is $146 per night from Mar 30 to Mar 31
$146
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,784 reviews)
"It was very nice. Had a kitchen and 2 tvs!"

Reviewed on Mar 7, 2025

Vacation Village in the Berkshires
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 5 min drive from Bousquet Ski Area
The price is $108 per night from Mar 30 to Mar 31
$108
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (524 reviews)
"For a small motel, it is very nice, I thought I was just paying for a cheap motel and got a quaint stay with a great mattress"

Reviewed on Mar 12, 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 16 min walk from Bousquet Ski Area
The price is $94 per night from Mar 23 to Mar 24
$94
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"Excellent price point. Clean spacious room."

Reviewed on Mar 10, 2025

The Yankee, Trademark Collection by Wyndham
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
  • 49 min drive from Bousquet Ski Area
The price is $205 per night from Mar 16 to Mar 17
$205
includes taxes & fees
Mar 16 - Mar 17
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (419 reviews)
Cozy New England Inn
"This was my first stay at the Williams Inn and I found it the coziest hotel I've stayed at! The furnishings are lovely and the lobby area very inviting (especially in the winter when the fire is always going). There's also - unfortunately, I didn't discover this until the end of my stay - a little ..."

Reviewed on Feb 25, 2025

The Williams 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.

Find cheap hotels in Pittsfield

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Pittsfield hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Pittsfield.

Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Pittsfield’s 1,304 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $77. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Pittsfield hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Pittsfield. No matter your reason for visiting Pittsfield, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Pittsfield hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Pittsfield for as low as $77.

How many hotels are there in Pittsfield?

With over 1,304 hotels in Pittsfield, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $77.

How to find cheap car rentals in Pittsfield?

Finding a cheap car rental deal in Pittsfield is as easy as scoring cheap hotels in Pittsfield. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.