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4 Star Hotels in The Berkshires

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Featured 4 Star The Berkshires Hotels

The Williams Inn
4 out of 5
  • 26 min drive from Jiminy Peak Mountain Resort
The price is $245 per night from Dec 1 to Dec 2
$245
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
The Williams Inn
Lakehouse Inn
4 out of 5
  • 38 min drive from Jiminy Peak Mountain Resort
The price is $147 per night from Nov 7 to Nov 8
$147
includes taxes & fees
Nov 7 - Nov 8
Stay at this 4-star beach B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Lakehouse Inn
The Central Downtown Inn & Suites
4 out of 5
  • 18 min drive from Jiminy Peak Mountain Resort
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
The Central Downtown Inn & Suites
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33 Main
4 out of 5
  • 33 min drive from Jiminy Peak Mountain Resort
The price is $391 per night from Nov 6 to Nov 7
$391
includes taxes & fees
Nov 6 - Nov 7
Stay at this 4-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Lenox Library are located ...
33 Main
The Old Inn On The Green
4 out of 5
  • 1 hour drive from Jiminy Peak Mountain Resort
The price is $308 per night from Nov 6 to Nov 7
$308
includes taxes & fees
Nov 6 - Nov 7
Stay at this 4-star inn in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library ...
The Old Inn On The Green
Seven Hills Inn
4 out of 5
  • 37 min drive from Jiminy Peak Mountain Resort
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free parking, and a garden. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Seven Hills Inn
Devonfield Inn B&B
4 out of 5
  • 43 min drive from Jiminy Peak Mountain Resort
The price is $289 per night from Nov 14 to Nov 15
$289
includes taxes & fees
Nov 14 - Nov 15
Stay at this 4-star golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Greenock Country Club ...
Devonfield Inn B&B
The Inn at Stockbridge
4 out of 5
  • 43 min drive from Jiminy Peak Mountain Resort
Stay at this 4-star B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and National Shrine of the Divine ...
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 out of 5
  • 46 min drive from Jiminy Peak Mountain Resort
The price is $555 per night from Nov 6 to Nov 7
$555
includes taxes & fees
Nov 6 - Nov 7
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hampton Terrace Inn
4 out of 5
  • 34 min drive from Jiminy Peak Mountain Resort
Stay at this 4-star hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion ...
Hampton Terrace Inn
Garden Gables Inn
4 out of 5
  • 32 min drive from Jiminy Peak Mountain Resort
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
Garden Gables Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4-star hotels in The Berkshires

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in The Berkshires for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.

No fault in our stars

So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in The Berkshires as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.

Stars that shine

You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag The Berkshires 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:

  • Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
  • Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in The Berkshires starting at $147 per night.
  • Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.

Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded The Berkshires 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.