Pittsfield hotels

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Best Pittsfield hotels

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Most recommended Pittsfield hotels

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Hotel on North - Pittsfield - Lounge
Hotel on North
Pittsfield, MA
9.1Wonderful(308)
Parking
Free Wi-Fi
Pet friendly
$141+
Check availability
The Central Downtown Inn Suites - Pittsfield - Bedroom
The Central Downtown Inn Suites
Pittsfield, MA
8.9Very good(108)
Parking
Free Wi-Fi
Pet friendly
$123+
Check availability
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
Pittsfield, MA
8.0Very good(222)
Parking
Free Wi-Fi
Pool
Pet friendly
$203+
Check availability
Holiday Inn & Suites Pittsfield-Berkshires - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires
Pittsfield, MA
7.6Good(575)
Free Wi-Fi
Pool
Spa
$121+
Check availability
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield - Bedroom
Best Western Plus Berkshire Hills Inn & Suites
Pittsfield, MA
7.9Good(484)
Free Wi-Fi
$111+
Check availability
Fairbridge Inn Express Pittsfield - Pittsfield - Bedroom
Fairbridge Inn Express Pittsfield
Pittsfield, MA
3.9Poor(351)
Parking
Free Wi-Fi
Pet friendly
$88+
Check availability
The Dewey - Lenox - Dining room
The Dewey
Lenox, MA
8.6Very good(156)
Parking
Free Wi-Fi
$135+
Check availability
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires
Lenox, MA
8.2Very good(218)
Parking
Free Wi-Fi
Pool
$189+
Check availability
Life House, Berkshires - Lenox - Lounge
Life House, Berkshires
Lenox, MA
8.4Very good(221)
Parking
Free Wi-Fi
Pet friendly
$133+
Check availability
The Yankee, Trademark Collection by Wyndham - Lenox - Bedroom
The Yankee, Trademark Collection by Wyndham
Lenox, MA
8.4Very good(1223)
Parking
Free Wi-Fi
Pool
$103+
Check availability
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
Lenox, MA
6.6Okay(603)
Parking
Free Wi-Fi
Pool
$77+
Check availability
Loge Lenox - Lenox - Lounge
Loge Lenox
Lenox, MA
7.5Good(386)
Free Wi-Fi
Pool
Pet friendly
$166+
Check availability
Eastover Estate & Retreat - Lenox - Living room
Eastover Estate & Retreat
Lenox, MA
6.7Okay(76)
Free Wi-Fi
$1,005+
Check availability
Gateways Inn & Restaurant - Lenox - Bedroom
Gateways Inn & Restaurant
Lenox, MA
8.7Very good(74)
Free Wi-Fi
$212+
Check availability
Knights Inn Lenox - Lenox
Knights Inn Lenox
Lenox, MA
6.5Okay(147)
Free Wi-Fi
Pet friendly
$166+
Check availability
Blantyre - Lenox
Blantyre
Lenox, MA
Pet friendly
$54+
Check availability

Popular filters in Pittsfield hotels

Hotels with parking
Hotel on North, The Central Downtown Inn Suites and others
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$45 - $285$285 - $525$525 - $765$765 - $1,005$1,005+ per night

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Useful Info

KAYAK’s insights for hotels in Pittsfield

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Pittsfield with confidence.

Which month has the cheapest hotel rates in Pittsfield?

Hotels are cheapest in Pittsfield in March, with average rates of $121. In comparison, July is the most expensive month, with prices at $407.

What is the cheapest day of the week to book a hotel in Pittsfield?

Sunday offers the lowest rates in Pittsfield, with an average nightly price of $132. The highest prices are found on Friday, with average rates at $305.

How much is a hotel in Pittsfield for tonight?

The best deal for a 3-star hotel room in Pittsfield found by KAYAK users in the last 3 days was $102, while a 4-star hotel the lowest price was $122. The cheapest room found overall was for $108.

How much is a hotel in Pittsfield for this weekend?

The cheapest hotel room in Pittsfield for the upcoming weekend found on KAYAK in the last 3 days was for $121 per night. For the same dates, 3-star hotel rooms have been found for as low as $121 per night and 4-star hotel rooms from $133 per night.

How early should you book a hotel in Pittsfield?

Book at least 14 days before your stay begins to get the best price for your Pittsfield hotel.
Find deals

How much is a Pittsfield hotel?

Here are our most popular & best value hotels

Good to know

Low season

March

High season

July

Average price (weeknight)

$135

Average price (weekend night)

$154
Cheapest month to stay with an average 32% drop in price.
Most expensive month to stay with an average 116% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Pittsfield hotel deals

  • The cheapest 3-star hotel room in Albany found on KAYAK in the last 2 weeks was $107, while the most expensive was $217.
  • How long should you stay? KAYAK users usually book their hotel in Albany for 3 days.
  • Avid historians who want to delve into the area’s heritage will be pleased to hear about staying at a hotel near Cheshire Road called Econo Lodge, only an 8-minute drive away from Berkshire Museum. This property has a business center, free high-speed Internet access, and an exercise room.
  • Theater enthusiasts who want to entertain themselves to a concert should plan and lodge at a hotel near South Street in Pittsfield. The thoughtfully designed Hotel On North is less than a 3-minute drive away from The Colonial Theater and has its own art gallery for guests to enjoy.
  • Want to hit the outdoors and do some skiing? Booking a room around Dan Fox Drive will provide easy access to skiing facilities, water slides, and snow sport equipment rentals. The Hilton Garden Inn Lenox Pittsfield is only a minute drive away and has well-equipped amenities, including an indoor heated pool and hot tub.
  • Fishing buffs who want to hit the lake and try their luck at catching a Largemouth Bass will be glad to hear about several hotels near Lake Onota, such as the Berkshire Inn. The hotel is about a 7-minute drive away and has spacious rooms with free Wi-Fi, and treats its guests to complimentary continental breakfast.
  • Those who want to enjoy a tennis tournament and having a good time should consider securing a room near Dan Fox Dr, like the Berkshire West Athletic Club that lies along the same route. Howard Johnson by Wyndham Lenox is a hotel that sits about a 4-minute drive away, and its outdoor pool, sauna, and mountain views make it unbeatable.

FAQs when booking a hotel in Pittsfield

  • Are there any hotels in a scenic part of the Pittsfield area?

    Some spots in Pittsfield provide views ideal for photography, particularly areas near Mount Greylock State Reservation. Vacation Village in the Berkshires is located a 20-minute drive away and commands a stunning view of the Jiminy Peak ski area from the well-furnished patios and balconies. We recommend booking in advance to secure a good rate.

  • Which hotels are within walking distance of dining options?

    Downtown Pittsfield is known for its diverse dining spots, offering both locally-inspired dishes and international flavors. If you wish to be only a few steps away from a selection of delicacies, consider booking a room along North St. The upscale Holiday Inn & Suites Pittsfield-Berkshires sits in the heart of this area.

  • Where is lodging near convenient public transport?

    If you want easy access to public transport during your stay in Pittsfield, consider staying along Columbus Ave, as this is where many of the local buses have their departure and arrival terminals, such as Greyhound. Best Western PLUS Berkshire Hills Inn & Suites also sits conveniently on this route.

  • Which are the best places to stay in Pittsfield with the kids?

    Those visiting Pittsfield with family may want to book their rooms near Pittsfield State Forest, as it has an extensive trail for outdoor activities such as biking, hiking, and horse riding. The family-friendly Lanesboro Country Inn is an 11-minute drive away.

  • What are the best hotels near Canoe Meadows Wildlife Sanctuary?

    Travelers who like staying near Canoe Meadows Wildlife Sanctuary recommend Hotel on North, Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires.

  • Which amenities do KAYAK users look for when booking a hotel in Pittsfield?

    The most sought-after amenities KAYAK users looked for in their hotel in Pittsfield are: pet friendly and pool.

  • How do I find a hotel in central Pittsfield?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Pittsfield districts. You can also do a search using the city map to choose a specific location, like Pittsfield city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Pittsfield hotels with free parking?

    There are many hotels in Pittsfield that offer both parking and free parking. Popular choices among KAYAK users include Hotel on North, The Central Downtown Inn Suites and Hilton Garden Inn Lenox Pittsfield.

Where to stay in Pittsfield?

Our map will help you find the perfect place to stay in Pittsfield by showing you the exact location of each hotel.

Everything you need to know for your stay in Pittsfield

Pittsfield Hotel Deals. Search and compare hotels in Pittsfield. Find cheap hotel rooms in Pittsfield. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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