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Last Minute Hot Rate® Hotel Deals in Pittsfield

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Choose from 1622 Pittsfield Hotel Deals

Mountain Sports Inn
Mountain Sports Inn
2 out of 5
813 Killington Road, Killington, VT
  • 5 min drive from Killington Resort
The price is $94 per night from May 23 to May 24
$94
per night
May 23 - May 24
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (696 reviews)
"Hotel is in convenient location to Killington peak. Room was clean. Continental breakfast was nice, and the breakfast area was neat. The room I booked was efficiency queen room, it was small and besides the bad there was not even a chair to seat on. Good for one person to crash for one night. Definitely ..."

Reviewed on Apr 22, 2024

Mountain Sports Inn
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
  • 15 min walk from Killington Resort
The price is $122 per night from May 27 to May 28
$122
per night
May 27 - May 28
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the clean rooms in our reviews. ...
7.2/10 Good! (1,001 reviews)
"Good hotel. Rooms and bathrooms do need updating"

Reviewed on May 8, 2024

Killington Mountain Lodge, Tapestry Collection by Hilton
North Star Lodge and Resort
North Star Lodge and Resort
2 out of 5
78 Weathervane Dr, Killington, VT
  • 5 min drive from Killington Resort
The price is $117 per night from May 12 to May 13
$117
per night
May 12 - May 13
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (900 reviews)
"Affordable option"

Reviewed on May 3, 2024

North Star Lodge and Resort
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
  • 28 min drive from Killington Resort
The price is $98 per night from May 27 to May 28
$98
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.4/10 (1,000 reviews)
"We checked in. Staff was friendly. Place was clean. Breakfast options could be added to."

Reviewed on Apr 15, 2024

Days Inn by Wyndham Rutland/Killington Area
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 out of 5
47 Old Mill Rd, Killington, VT
  • 5 min walk from Killington Resort
The price is $129 per night from May 17 to May 18
$129
per night
May 17 - May 18
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (566 reviews)
"The service was amazing."

Reviewed on May 5, 2024

The Mountain Inn at Killington
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
  • 43 min drive from Killington Resort
The price is $289 per night from May 12 to May 13
$289
per night
May 12 - May 13
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Woodstock Town Hall Theatre and ...
9.2/10 Wonderful! (441 reviews)
"All staff were friendly and helpful. The room was spacious and comfortable. We took advantage of the spa on premises, and though everything was pricier than were used to paying, the spa and 3 night stay - very enjoyable."

Reviewed on May 3, 2024

Woodstock Inn & Resort
Comfort Inn Trolley Square
Comfort Inn Trolley Square
2.5 out of 5
19 Allen St, Rutland, VT
  • 27 min drive from Killington Resort
The price is $142 per night from May 14 to May 15
$142
per night
May 14 - May 15
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8/10 Very Good! (1,000 reviews)
"No USB"

Reviewed on Apr 29, 2024

Comfort Inn Trolley Square
Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-Killington
2.5 out of 5
5 Best Western Place, Rutland, VT
  • 22 min drive from Killington Resort
The price is $161 per night from May 23 to May 24
$161
per night
May 23 - May 24
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (997 reviews)
Great stay
"Enjoyed our stay greatly. Freindly staff fair breakfast and loved being set back in woods a bit!"

Reviewed on Apr 23, 2024

Best Western Inn & Suites Rutland-Killington
Hampton Inn Rutland
Hampton Inn Rutland
2.5 out of 5
47 Farrell Rd, Rutland, VT
  • 28 min drive from Killington Resort
The price is $135 per night from Jun 2 to Jun 3
$135
per night
Jun 2 - Jun 3
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (774 reviews)
"The staff is amazing 👏"

Reviewed on Apr 28, 2024

Hampton Inn Rutland
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
  • 45 min drive from Killington Resort
The price is $135 per night from May 27 to May 28
$135
per night
May 27 - May 28
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Billings Park and Trail and Red Wagon Toy ...
8.6/10 Excellent! (544 reviews)
"Outstanding"

Reviewed on May 2, 2024

The Shire Woodstock
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
  • 31 min drive from Killington Resort
The price is $148 per night from May 13 to May 14
$148
per night
May 13 - May 14
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.6/10 Exceptional! (348 reviews)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."

Reviewed on Apr 22, 2024

Sleep Woodstock Motel
Brandon Inn
Brandon Inn
3 out of 5
20 Park Street, Brandon, VT
  • 55 min drive from Killington Resort
The price is $132 per night from May 12 to May 13
$132
per night
May 12 - May 13
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (271 reviews)
"Obviously a very old inn but has a nice feel and engaging employees Will stay again"

Reviewed on May 1, 2024

Brandon 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.

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 Vermont 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 1,622 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 $94. 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 $94.

How many hotels are there in Pittsfield?

With over 1,622 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 $94.

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.