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Last Minute Hot Rate® Hotel Deals in Pittsfield

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Choose from 1246 Pittsfield Hotel Deals

Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
  • 5 min drive from Bousquet Ski Area
The price is $80 per night from May 12 to May 13
$80
per night
May 12 - May 13
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! (656 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
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 $105 per night from May 13 to May 14
$105
per night
May 13 - May 14
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (576 reviews)
Trip to Pittsfirld
"Staff, friendly and accommodating"

Reviewed on May 6, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 $105 per night from May 12 to May 13
$105
per night
May 12 - May 13
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (938 reviews)
"Staff was wonderful. Hotel is very clean. Beds are very comfortable.The free breakfast includes plenty of choices. Coffee, tea and hot chocolate is available all day in the lobby-such a nice touch!"

Reviewed on May 4, 2024

Best Western Plus Berkshire Hills Inn & Suites
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 May 11 to May 12
$165
per night
May 11 - May 12
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! (310 reviews)
"A good stay. Clean and quite. Nice pool and fun for the Kidspiration"

Reviewed on May 5, 2024

Berkshire Mountain Lodge
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 $159 per night from May 11 to May 12
$159
per night
May 11 - May 12
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (579 reviews)
"Very good"

Reviewed on Apr 26, 2024

Hilton Garden Inn Lenox Pittsfield
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 $139 per night from May 14 to May 15
$139
per night
May 14 - May 15
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (877 reviews)
Last second excursion
"We made a last second trip to the Berkshires & stayed at the Red Lion Inn. It was relaxing especially sitting on the front porch rockers watching the Main St. activity. We were upgraded to a spacious room with king-size bed and enjoyed the historic charm of the building. Would stay again."

Reviewed on May 8, 2024

The Red Lion Inn
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 May 12 to May 13
$110
per night
May 12 - May 13
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! (233 reviews)
"It’s the perfect place to go for a weekend or weeklong stay and be as isolated as social as you want. The towns nearby are fantastic. Will definitely be back a lot"

Reviewed on May 1, 2024

Life House Berkshires
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 $98 per night from May 13 to May 14
$98
per night
May 13 - May 14
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
8.8/10 Excellent! (1,001 reviews)
Wonderful service and location
"Even though it’s an older hotel I would definitely stay here again because of the service and location. Well appointed rooms and nice small lake area and common areas. The staff were so helpful and friendly- even found us a great place to walk!"

Reviewed on May 8, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
  • 19 min drive from Bousquet Ski Area
The price is $98 per night from May 12 to May 13
$98
per night
May 12 - May 13
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8/10 Very Good! (887 reviews)
"Ok for the money."

Reviewed on May 6, 2024

Quality Inn
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 $93 per night from May 20 to May 21
$93
per night
May 20 - May 21
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)
"Friendly place, better than expected breakfast"

Reviewed on May 3, 2024

The Yankee, Trademark Collection by Wyndham
The Lenox Collection
The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 10 min drive from Bousquet Ski Area
The price is $81 per night from May 12 to May 13
$81
per night
May 12 - May 13
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (138 reviews)
Great place, wonderful location, gracious hosts
"safe, clean, perfect location. Communicative hosts who ensured that someone would be on location when I arrived late. Continental breakfast was extensive and healthy. Will definitely be visiting again."

Reviewed on May 8, 2024

The Lenox Collection
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 $139 per night from May 12 to May 13
$139
per night
May 12 - May 13
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! (461 reviews)
"The room was spacious- 2 bedrooms, large living room, full kitchen, terrace, TV's in every room. It was spotless when we arrived. The stay was exceptional."

Reviewed on Apr 26, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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 1,246 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 $80. 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 $80.

How many hotels are there in Pittsfield?

With over 1,246 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 $80.

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.