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The Berkshires hotels

KAYAK searches hundreds of travel sites at once for hotels in The Berkshires

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Latest The Berkshires Hotel Deals

MOST POPULARPittsfield
3 stars from $196
4+ stars from $213
Great Barrington
3+ stars from $150
Hancock
3+ stars from $158

Best The Berkshires hotels

Most recommended The Berkshires hotels

Show all
Holiday Inn & Suites Pittsfield-Berkshires - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires
7.6 Good
$240+
$240+
Free Wi-Fi
Pool
Spa
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
8.1 Very Good
$390+
$390+
Parking
Free Wi-Fi
Pool
Pet friendly
Hotel on North - Pittsfield - Lounge
Hotel on North - Pittsfield - Lounge
Hotel on North
9 Wonderful
$331+
$331+
Parking
Free Wi-Fi
Pet friendly
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield - Bedroom
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield - Bedroom
Best Western Plus Berkshire Hills Inn & Suites
8.3 Very Good
$238+
$238+
Parking
Free Wi-Fi
Fairbridge Inn Express Pittsfield - Pittsfield - Bedroom
Fairbridge Inn Express Pittsfield - Pittsfield - Bedroom
Fairbridge Inn Express Pittsfield
3.9 Poor
$134+
$134+
Parking
Free Wi-Fi
Pet friendly
Berkshire Mountain Lodge - Pittsfield - Restaurant
Berkshire Mountain Lodge - Pittsfield - Restaurant
Berkshire Mountain Lodge
8.4 Very Good
$251+
$251+
Parking
Free Wi-Fi
Pool
Berkshire Inn - Pittsfield - Pool
Berkshire Inn - Pittsfield - Pool
Berkshire Inn
7.2 Good
$176+
$176+
Parking
Free Wi-Fi
Pool
Heart OF The Berkshires Motel - Pittsfield - Bedroom
Heart OF The Berkshires Motel - Pittsfield - Bedroom
Heart OF The Berkshires Motel
7.6 Good
$190+
$190+
Parking
Free Wi-Fi
Pet friendly
The Central Downtown Inn Suites - Pittsfield - Bedroom
The Central Downtown Inn Suites - Pittsfield - Bedroom
The Central Downtown Inn Suites
9.1 Wonderful
$251+
$251+
Parking
Free Wi-Fi
Pet friendly
Pittsfield Home with Deck - 12 Mi to Jiminy Peak! - Pittsfield - Dining room
Pittsfield Home with Deck - 12 Mi to Jiminy Peak! - Pittsfield - Dining room
Pittsfield Home with Deck - 12 Mi to Jiminy Peak!
9 Wonderful
$529+
$529+
Free Wi-Fi
Holiday Inn Express & Suites Pittsfield - Berkshires - Pittsfield - Lounge
Holiday Inn Express & Suites Pittsfield - Berkshires - Pittsfield - Lounge
Holiday Inn Express & Suites Pittsfield - Berkshires
$447+
$447+
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KAYAK’s insights for hotels in The Berkshires

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

How much is a hotel in The Berkshires for tonight?

The best deal for a 3-star hotel room in The Berkshires found by KAYAK users in the last 3 days was $186, while a 4-star hotel the lowest price was $212. The cheapest room found overall was for $186.

How much is a hotel in The Berkshires for this weekend?

The cheapest hotel room in The Berkshires for the upcoming weekend found on KAYAK in the last 3 days was for $180 per night. For the same dates, 3-star hotel rooms have been found for as low as $180 per night and 4-star hotel rooms from $232 per night.
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How much is a The Berkshires hotel?

Here are our most popular & best value hotels

2 stars and below

3 stars

4 stars and above

Good to know

Average price (weeknight)

$297

Average price (weekend night)

$381
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a hotel in The Berkshires

  • What is the most popular destination in The Berkshires?

    Based on KAYAK hotel searches, the most popular destination is Pittsfield (100% of total searches to The Berkshires).

Where to stay in The Berkshires?

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

Everything you need to know for your stay in The Berkshires

Hotels in The Berkshires

Hotels in Lenox

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

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