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 $125
4+ stars from $164
Lee
3 stars from $137
4+ stars from $268
Great Barrington
3+ stars from $206
Salisbury
4+ stars from $469
Lenox
3 stars from $140
4+ stars from $424

Best The Berkshires hotels

Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
Pittsfield, MA, United States
8.2Very Good(230)
Parking
Free Wi-Fi
Pool
Pet friendly
$285+
Check availability
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By IHG - Pittsfield - Pool
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By IHG
Pittsfield, MA, United States
9.2Wonderful(25)
Parking
Free Wi-Fi
Pool
$268+
Check availability
Lakehouse Inn - Lee - Living room
Lakehouse Inn
Lee, MA, United States
9.3Wonderful(156)
Parking
Free Wi-Fi
$292+
Check availability
The Gatehouse On Golden Hill - Lee - Living room
The Gatehouse On Golden Hill
Lee, MA, United States
9.8Wonderful(29)
House
Free Wi-Fi
$1,430+
Check availability
Holiday Inn & Suites Pittsfield-Berkshires By IHG - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires By IHG
Pittsfield, MA, United States
7.6Good(613)
Free Wi-Fi
Pool
Spa
$188+
Check availability
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield - Bedroom
Best Western Plus Berkshire Hills Inn & Suites
Pittsfield, MA, United States
8.1Very Good(548)
Parking
Free Wi-Fi
$150+
Check availability
Berkshire Mountain Lodge - Pittsfield - Building
Berkshire Mountain Lodge
Pittsfield, MA, United States
8.5Very Good(755)
Lodge
Parking
Free Wi-Fi
Pool
$240+
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(1126)
Parking
Free Wi-Fi
Pet friendly
$201+
Check availability
Hotel on North - Pittsfield - Lounge
Hotel on North
Pittsfield, MA, United States
9.1Wonderful(329)
Parking
Free Wi-Fi
Pet friendly
$271+
Check availability
Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee. - Lee - Living room
Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee.
Lee, MA, United States
10Wonderful(24)
House
Free Wi-Fi
$1,423+
Check availability
Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires! - Lee - Bedroom
Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!
Lee, MA, United States
10Wonderful(2)
Condo
$674+
Check availability
The Central Downtown Inn Suites - Pittsfield - Bedroom
The Central Downtown Inn Suites
Pittsfield, MA, United States
7.6Good(139)
Parking
Free Wi-Fi
Pet friendly
$177+
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 $137, while a 4-star hotel the lowest price was $177. The cheapest room found overall was for $137.

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 $139 per night. For the same dates, 3-star hotel rooms have been found for as low as $139 per night and 4-star hotel rooms from $181 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)

$329

Average price (weekend night)

$459
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