The Berkshires hotels

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Booking Insights
Recommended by KAYAK

Latest The Berkshires Hotel Deals

MOST POPULARPittsfield
3 stars from 85 €
4+ stars from 110 €
Stockbridge
3+ stars from 146 €
Lenox
3 stars from 86 €
4+ stars from 227 €
Great Barrington
3+ stars from 85 €
Salisbury
4+ stars from 283 €

Best The Berkshires hotels

These are the best prices for 16-17 Jun.
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Hampton Inn & Suites Berkshires-Lenox
Lenox, MA, United States
8.6Very Good(489)
Parking
Free Wi-Fi
Pool
Pet-friendly
194 €+
Check availability
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
Lenox, MA, United States
6.9Okay(667)
Parking
Pool
Air Conditioning
130 €+
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
9.3Wonderful(29)
Parking
Free Wi-Fi
Pool
Air Conditioning
181 €+
Check availability
The Cornell Inn, Lenox & The Berkshires - Lenox - Bedroom
The Cornell Inn, Lenox & The Berkshires
Lenox, MA, United States
8.8Very Good(712)
Parking
Free Wi-Fi
Air Conditioning
302 €+
Check availability
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Hilton Garden Inn Lenox Pittsfield
Pittsfield, MA, United States
8.5Very Good(234)
Parking
Free Wi-Fi
Pool
Pet-friendly
219 €+
Check availability
Berkshires Untold - Lenox - Building
Berkshires Untold
Lenox, MA, United States
8.4Very Good(331)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
172 €+
Check availability
Holiday Inn & Suites Pittsfield-Berkshires By IHG - Pittsfield - Pool
Holiday Inn & Suites Pittsfield-Berkshires By IHG
Pittsfield, MA, United States
7.5Good(622)
Free Wi-Fi
Pool
Air Conditioning
139 €+
Check availability
Whistler's Inn Bed & Breakfast - Lenox - Living room
Whistler's Inn Bed & Breakfast
Lenox, MA, United States
8.2Very Good(203)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
262 €+
Check availability
Courtyard by Marriott Lenox Berkshires - Lenox - Lounge
Courtyard by Marriott Lenox Berkshires
Lenox, MA, United States
8.9Very Good(240)
Parking
Free Wi-Fi
Pool
Air Conditioning
250 €+
Check availability
The Yankee Inn - Lenox
The Yankee Inn
Lenox, MA, United States
8.7Very Good(1336)
Parking
Free Wi-Fi
Pool
Air Conditioning
139 €+
Check availability
The Central Downtown Inn Suites - Pittsfield - Balcony
The Central Downtown Inn Suites
Pittsfield, MA, United States
7.6Good(141)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
147 €+
Check availability
Hotel on North - Pittsfield
Hotel on North
Pittsfield, MA, United States
9.2Wonderful(340)
Parking
Free Wi-Fi
Pet-friendly
Air Conditioning
199 €+
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 97 €, while a 4-star hotel the lowest price was 117 €. The cheapest room found overall was for 71 €.

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 80 € per night. For the same dates, 3-star hotel rooms have been found for as low as 150 € per night and 4-star hotel rooms from 152 € 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)

173 €

Average price (weekend night)

264 €
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 69 € (Pittsfield) in the last 3 days. The average price is 235 €.

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