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Hotels in Pittsfield

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Choose from 1230 Pittsfield Hotel Deals

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
The price is $84 per night from Mar 22 to Mar 23
$84
per night
Mar 22 - Mar 23
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (561 reviews)
"Stay was great overall. Room was well appointed and very clean. Especially liked the hotel location as it was walking distance to everything I needed. Only minor complaint is the parking as the attached garage is still under renovation? Would prefer having better access to my car, but the valet was ..."

Reviewed on Feb 13, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 $165 per night from Mar 20 to Mar 21
$165
per night
Mar 20 - Mar 21
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (303 reviews)
"Great stay, no complaints !"

Reviewed on Feb 25, 2024

Berkshire Mountain Lodge
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 $97 per night from Mar 25 to Mar 26
$97
per night
Mar 25 - Mar 26
Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (925 reviews)
Lovely stay
"Bed was a little hard, that's my only complained., breakfast and coffee are the best."

Reviewed on Mar 17, 2024

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 $133 per night from Apr 18 to Apr 19
$133
per night
Apr 18 - Apr 19
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (575 reviews)
"Jae's restaurant is excellent however, they don't really have a proper lounge. Overall, a good hotel experience."

Reviewed on Feb 26, 2024

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 $87 per night from Mar 20 to Mar 21
$87
per night
Mar 20 - Mar 21
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! (654 reviews)
"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 ..."

Reviewed on Mar 4, 2024

Berkshire Inn
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
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! (584 reviews)
"Beautifully appointed rooms with every convenience, friendly staff, great location near Barrington Stage theaters."

Reviewed on Mar 9, 2024

Hotel On North
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 $110 per night from Mar 20 to Mar 21
$110
per night
Mar 20 - Mar 21
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (192 reviews)
A gem!
"This hotel is a treasure. Beautifully decorated, comfortable, quiet and cozy. Great food in the restaursnt!"

Reviewed on Mar 10, 2024

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 $89 per night from Apr 7 to Apr 8
$89
per night
Apr 7 - Apr 8
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 reviews. ...
9/10 Wonderful! (1,001 reviews)
"Safe and clean"

Reviewed on Mar 14, 2024

The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 22 min drive from Bousquet Ski Area
The price is $119 per night from Mar 24 to Mar 25
$119
per night
Mar 24 - Mar 25
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and a full-service spa. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (848 reviews)
"This is a hotel for a particular kind of person who’s looking for a historically immersive experience. The hotel is a rich combination of history, decor, and whimsical eclectic Decour that you would expect to find in a combination Of New England history, and Disney haunted mansion. For us, it was ..."

Reviewed on Mar 12, 2024

The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 24 min drive from Bousquet Ski Area
The price is $119 per night from Mar 20 to Mar 21
$119
per night
Mar 20 - Mar 21
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the clean ...
8.8/10 Excellent! (441 reviews)
"The people were amazing. A great place for family with children. I wish I knew about this place when my kiddos were little. Only comment is that the cafe is terrible. Great people, kind, thoughtful but the food needs improvement."

Reviewed on Mar 10, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 16 min drive from Bousquet Ski Area
The price is $92 per night from Mar 21 to Mar 22
$92
per night
Mar 21 - Mar 22
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"Quaint hotel in a convenient area to shops, restaurants, etc. Have stayed here twice-once in a lakeside room, once on street side. I would highly recommend the lakeside, beautiful view and seemed quieter on that side. A spacious modern breakfast area overlooking the lake was a great way to start ..."

Reviewed on Feb 29, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
  • 48 min drive from Bousquet Ski Area
The price is $159 per night from Mar 20 to Mar 21
$159
per night
Mar 20 - Mar 21
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (890 reviews)
"The staff was so incredibly kind and helpful! Everything was clean and all our needs were met. It was great to be able to walk everywhere. We will be back. We went skiing at Berkshire East, which was about 30 minutes away, I think Jiminy Peak is a little closer."

Reviewed on Mar 7, 2024

Hotel Downstreet
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Pittsfield

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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 1,230 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 $84. 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 up to 60% 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 save up to 60% off 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 $84.

How many hotels are there in Pittsfield?

With over 1,230 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 $84.

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 even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Pittsfield now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Pittsfield right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.