The Berkshires hotels

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Booking Insights
Recommended by KAYAK

Latest The Berkshires Hotel Deals

MOST POPULARLenox
3 stars from C$ 111
4+ stars from C$ 334
Stockbridge
3 stars from C$ 231
4+ stars from C$ 461
Pittsfield
3 stars from C$ 135
4+ stars from C$ 139
North Adams
3+ stars from C$ 159
Great Barrington
3+ stars from C$ 163
Lee
3 stars from C$ 114
4+ stars from C$ 216

Best The Berkshires hotels

The Yankee, Trademark Collection by Wyndham - Lenox - Bedroom
The Yankee, Trademark Collection by Wyndham
Lenox, MA, United States
8.6Very good(1317)
Parking
Free Wi-Fi
Pool
C$ 131+
Check availability
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires
Lenox, MA, United States
8.8Very good(236)
Parking
Free Wi-Fi
Pool
C$ 224+
Check availability
The Cornell Inn, Lenox & The Berkshires - Lenox - Building
The Cornell Inn, Lenox & The Berkshires
Lenox, MA, United States
8.9Very good(695)
Parking
Free Wi-Fi
C$ 245+
Check availability
Holiday Inn Express & Suites Great Barrington - Lenox Area By IHG - Great Barrington - Building
Holiday Inn Express & Suites Great Barrington - Lenox Area By IHG
Great Barrington, MA, United States
8.6Very good(400)
Parking
Free Wi-Fi
Pool
C$ 217+
Check availability
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
Lenox, MA, United States
7.0Good(652)
Parking
Free Wi-Fi
Pool
C$ 118+
Check availability
The Williams Inn - Williamstown - Lobby
The Williams Inn
Williamstown, MA, United States
9.3Wonderful(184)
Parking
Free Wi-Fi
Pet friendly
C$ 310+
Check availability
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Hampton Inn & Suites Berkshires-Lenox
Lenox, MA, United States
8.5Very good(486)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 200+
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(1127)
Parking
Free Wi-Fi
Pet friendly
C$ 159+
Check availability
Berkshires Untold - Lenox - Lounge
Berkshires Untold
Lenox, MA, United States
8.5Very good(313)
Parking
Free Wi-Fi
Pet friendly
C$ 150+
Check availability
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
Pittsfield, MA, United States
8.2Very good(233)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 230+
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(636)
Parking
Free Wi-Fi
Pool
C$ 215+
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
C$ 156+
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 C$ 115, while a 4-star hotel the lowest price was C$ 148. The cheapest room found overall was for C$ 115.

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 C$ 115 per night. For the same dates, 3-star hotel rooms have been found for as low as C$ 115 per night and 4-star hotel rooms from C$ 151 per night.

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How much is a The Berkshires hotel?

Here are our most popular & best value hotels

Good to know

Average price (weeknight)

C$ 269

Average price (weekend night)

C$ 574
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 (59% of total searches to The Berkshires). The next most popular destinations are Stockbridge (18%) and Pittsfield (12%). Searches for hotels in North Adams (12%) 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 C$ 128 (Adams) in the last 3 days. The average price is C$ 452.

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