The Berkshires hotels

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Booking Insights
Recommended by KAYAK

Latest The Berkshires Hotel Deals

MOST POPULARPittsfield
3 stars from 82 €
4+ stars from 102 €
Stockbridge
3+ stars from 184 €
Lenox
3 stars from 117 €
4+ stars from 268 €

Best The Berkshires hotels

These are the best prices for 31. Jul - 1. Aug.
The Yankee Inn - Lenox - Outdoor view
The Yankee Inn
Lenox, MA, United States
8.6Very Good(1354)
Parking
Free Wi-Fi
Pool
Air Conditioning
192 €+
Check availability
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
Lenox, MA, United States
6.6Okay(682)
Parking
Pool
Air Conditioning
132 €+
Check availability
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Hampton Inn & Suites Berkshires-Lenox
Lenox, MA, United States
8.5Very Good(495)
Parking
Free Wi-Fi
Pool
Pet-friendly
259 €+
Check availability
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
Pittsfield, MA, United States
8.4Very Good(242)
Parking
Free Wi-Fi
Pool
Pet-friendly
270 €+
Check availability
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires
Lenox, MA, United States
9.0Wonderful(241)
Parking
Free Wi-Fi
Pool
Air Conditioning
277 €+
Check availability
Berkshires Untold - Lenox - Building
Berkshires Untold
Lenox, MA, United States
8.4Very Good(340)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
187 €+
Check availability
The Cornell Inn, Lenox & The Berkshires - Lenox - Bedroom
The Cornell Inn, Lenox & The Berkshires
Lenox, MA, United States
8.6Very Good(723)
Parking
Free Wi-Fi
Air Conditioning
280 €+
Check availability
Hideaway Inn Lenox - Lenox - Lounge
Hideaway Inn Lenox
Lenox, MA, United States
8.1Very Good(420)
Parking
Free Wi-Fi
Air Conditioning
153 €+
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(35)
Parking
Free Wi-Fi
Pool
Pet-friendly
230 €+
Check availability
The Central Downtown Inn Suites - Pittsfield - Balcony
The Central Downtown Inn Suites
Pittsfield, MA, United States
7.7Good(144)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
133 €+
Check availability
Whistler's Inn Bed & Breakfast - Lenox - Living room
Whistler's Inn Bed & Breakfast
Lenox, MA, United States
8.0Very Good(208)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
195 €+
Check availability
Element Lenox Berkshires - Lenox - Bedroom
Element Lenox Berkshires
Lenox, MA, United States
8.3Very Good(11)
Parking
Free Wi-Fi
Pool
Pet-friendly
302 €+
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 211 €, while a 4-star hotel the lowest price was 146 €. The cheapest room found overall was for 79 €.

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 75 € 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 166 € 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)

199 €

Average price (weekend night)

324 €
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 (25% of total searches to The Berkshires). The next most popular destinations are Drury (25%) and Stockbridge (25%). Searches for hotels in Lenox (25%) 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 59 € (Pittsfield) in the last 3 days. The average price is 328 €.

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