Search
Top Destinations
Best hotels
Best value
When to book
Map

The Berkshires hotels

Search 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.

Latest The Berkshires Hotel Deals

MOST POPULARGreat Barrington
3 stars from $164
4+ stars from $616
Hancock
3+ stars from $227

Best The Berkshires hotels

Most recommended The Berkshires hotels

Show all
The Yankee, Trademark Collection by Wyndham - Lenox - Bedroom
The Yankee, Trademark Collection by Wyndham
8.3 Very Good
$164+
$164+
Parking
Free Wi-Fi
Pool
The Red Lion Inn - Stockbridge - Bedroom
The Red Lion Inn
8.2 Very Good
$442+
$442+
Parking
Free Wi-Fi
Pool
Pet friendly
Holiday Inn Club Vacations Oak n' Spruce Resort - Lee - Bedroom
Holiday Inn Club Vacations Oak n' Spruce Resort - Lee - Bedroom
Holiday Inn Club Vacations Oak n' Spruce Resort
8.5 Very Good
$264+
$264+
Parking
Free Wi-Fi
Pool
Holiday Inn & Suites Pittsfield-Berkshires - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires
7.4 Good
$201+
$201+
Free Wi-Fi
Pool
Spa
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Hampton Inn & Suites Berkshires-Lenox
8.7 Very Good
$265+
$265+
Parking
Free Wi-Fi
Pool
Pet friendly
The Cornell Inn - Lenox - Bedroom
The Cornell Inn - Lenox - Bedroom
The Cornell Inn
9.4 Wonderful
$267+
$267+
Parking
Free Wi-Fi
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires
8.6 Very Good
$315+
$315+
Parking
Free Wi-Fi
Pool
The Constance - Lenox - Building
The Constance - Lenox - Building
The Constance
8.5 Very Good
$345+
$345+
Parking
Free Wi-Fi
Vacation Village in the Berkshires - Hancock - Pool
Vacation Village in the Berkshires - Hancock - Pool
Vacation Village in the Berkshires
8.3 Very Good
$386+
$386+
Free Wi-Fi
Pool
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
6.5 Okay
$149+
$149+
Parking
Free Wi-Fi
Pool
Wagon Wheel Inn - Lenox - Bedroom
Wagon Wheel Inn - Lenox - Bedroom
Wagon Wheel Inn
6.1 Okay
$946+
$946+
Parking
Free Wi-Fi
The Black Swan Lee-Lenox Ascend Hotel Collection - Lee - Bedroom
The Black Swan Lee-Lenox Ascend Hotel Collection - Lee - Bedroom
The Black Swan Lee-Lenox Ascend Hotel Collection
8.4 Very Good
$219+
$219+
Parking
Free Wi-Fi
Pet friendly
Go to map

Search by stars

2+ stars3+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$131 - $182$182 - $231$231 - $282$282 - $331$331+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

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)

$283

Average price (weekend night)

$422
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in The Berkshires

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

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.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.