The Berkshires hotels

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

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Latest The Berkshires Hotel Deals

MOST POPULARPittsfield
3 stars from $150
4+ stars from $194
Lee
3 stars from $138
4+ stars from $287
Great Barrington
3+ stars from $177
Salisbury
4+ stars from $488
Lenox
3 stars from $129
4+ stars from $389

Best The Berkshires hotels

These are the best prices for 28-29 Apr.
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By IHG - Pittsfield - Pool
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By IHG
Pittsfield, MA, United States
9.3Wonderful(29)
Parking
Free Wi-Fi
Pool
$229+
Check availability
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
Pittsfield, MA, United States
8.2Very Good(234)
Parking
Free Wi-Fi
Pool
Pet friendly
$289+
Check availability
Holiday Inn Club Vacations Oak N Spruce Resort Berkshires By IHG - Lee - Bedroom
Holiday Inn Club Vacations Oak N Spruce Resort Berkshires By IHG
Lee, MA, United States
8.9Very Good(667)
Parking
Free Wi-Fi
Pool
$262+
Check availability
The Black Swan Lee - Lenox, an Ascend Collection Hotel - Lee - Bedroom
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee, MA, United States
8.7Very Good(1147)
Parking
Free Wi-Fi
Pet friendly
$192+
Check availability
Lakehouse Inn - Lee - Living room
Lakehouse Inn
Lee, MA, United States
9.4Wonderful(158)
Parking
Free Wi-Fi
$365+
Check availability
Holiday Inn & Suites Pittsfield-Berkshires By IHG - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires By IHG
Pittsfield, MA, United States
7.5Good(621)
Free Wi-Fi
Pool
Spa
$226+
Check availability
Berkshire Mountain Lodge - Pittsfield - Patio
Berkshire Mountain Lodge
Pittsfield, MA, United States
8.5Very Good(765)
Lodge
Parking
Free Wi-Fi
Pool
$232+
Check availability
The Central Downtown Inn Suites - Pittsfield - Balcony
The Central Downtown Inn Suites
Pittsfield, MA, United States
7.7Good(141)
Parking
Free Wi-Fi
Pet friendly
$215+
Check availability
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield - Bedroom
Best Western Plus Berkshire Hills Inn & Suites
Pittsfield, MA, United States
7.8Good(557)
Parking
Free Wi-Fi
Pet friendly
$204+
Check availability
Lenox Gem with AC! - Lee - Living room
Lenox Gem with AC!
Lee, MA, United States
9.8Wonderful(38)
House
Free Wi-Fi
$953+
Check availability
Hotel on North - Pittsfield - Lounge
Hotel on North
Pittsfield, MA, United States
9.2Wonderful(340)
Parking
Free Wi-Fi
Pet friendly
$321+
Check availability
Berkshire Inn - Pittsfield - Bedroom
Berkshire Inn
Pittsfield, MA, United States
7.3Good(674)
Parking
Free Wi-Fi
Pool
$161+
Check availability
Booking Insights

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 $146, while a 4-star hotel the lowest price was $184. The cheapest room found overall was for $184.

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 $216 per night. For the same dates, 3-star hotel rooms have been found for as low as $163 per night and 4-star hotel rooms from $216 per night.

Find deals

How much is a The Berkshires hotel?

Here are our most popular & best value hotels

Good to know

Average price (weeknight)

$314

Average price (weekend night)

$750
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 (50% of total searches to The Berkshires). The next most popular destination is Lee (50%).

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