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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 POPULARLenox
4+ stars from $349
Lee
3+ stars from $115
Stockbridge
4+ stars from $319

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
Lenox, MA
8.4Very good(1217)
Parking
Free Wi-Fi
Pool
$153+
Check availability
The Red Lion Inn - Stockbridge - Living room
The Red Lion Inn
Stockbridge, MA
8.4Very good(560)
Parking
Free Wi-Fi
Pool
Pet friendly
$295+
Check availability
Holiday Inn Club Vacations Oak n' Spruce Resort - Lee - Bedroom
Holiday Inn Club Vacations Oak n' Spruce Resort
Lee, MA
8.7Very good(509)
Parking
Free Wi-Fi
Pool
$169+
Check availability
Holiday Inn & Suites Pittsfield-Berkshires - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires
Pittsfield, MA
7.6Good(570)
Free Wi-Fi
Pool
Spa
$153+
Check availability
The Lenox Collection - Lenox - Building
The Lenox Collection
Lenox, MA
8.2Very good(340)
Parking
Free Wi-Fi
Pet friendly
$223+
Check availability
The Cornell Inn, Lenox & The Berkshires - Lenox - Bedroom
The Cornell Inn, Lenox & The Berkshires
Lenox, MA
9.5Wonderful(609)
Parking
Free Wi-Fi
$299+
Check availability
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Hampton Inn & Suites Berkshires-Lenox
Lenox, MA
8.8Very good(451)
Parking
Free Wi-Fi
Pool
Pet friendly
$259+
Check availability
Wagon Wheel Inn - Lenox - Bedroom
Wagon Wheel Inn
Lenox, MA
6.3Okay(394)
Parking
Free Wi-Fi
$222+
Check availability
Holiday Inn Express & Suites Great Barrington - Lenox Area - Great Barrington - Building
Holiday Inn Express & Suites Great Barrington - Lenox Area
Great Barrington, MA
8.5Very good(352)
Parking
Free Wi-Fi
Pool
$172+
Check availability
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires
Lenox, MA
8.1Very good(218)
Parking
Free Wi-Fi
Pool
$273+
Check availability
The Porches Inn At Mass Moca - North Adams - Living room
The Porches Inn At Mass Moca
North Adams, MA
8.7Very good(224)
Parking
Free Wi-Fi
Pool
Pet friendly
$292+
Check availability
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
Lenox, MA
6.7Okay(599)
Parking
Free Wi-Fi
Pool
$111+
Check availability
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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 $109, while a 4-star hotel the lowest price was $99. The cheapest room found overall was for $93.

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 $13 per night. For the same dates, 3-star hotel rooms have been found for as low as $99 per night and 4-star hotel rooms from $13 per night.
Find deals

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)

$178

Average price (weekend night)

$268
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 Lenox (54% of total searches to The Berkshires). The next most popular destinations are Pittsfield (18%) and Lee (14%). Searches for hotels in Great Barrington (14%) are also popular.

  • How much is a cheap hotel in The Berkshires?

    KAYAK users have found double rooms in The Berkshires for as cheap as $73 (West Stockbridge) in the last 3 days. The average price is $370.

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

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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