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4 Star Hotels in Pittsfield

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Featured 4 Star Pittsfield Hotels

The Williams Inn
4 out of 5
Fully refundableReserve now, pay when you stay
  • 49 min drive from Bousquet Ski Area
The price is $299 per night from Apr 28 to Apr 29
$299
per night
Apr 28 - Apr 29
Stay at this 4-star hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular attractions ...
The Williams Inn
Lakehouse Inn
4 out of 5
  • 15 min drive from Bousquet Ski Area
The price is $135 per night from May 9 to May 10
$135
per night
May 9 - May 10
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
  • 5 min drive from Bousquet Ski Area
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and a terrace. Our guests praise the clean rooms in our reviews. Popular attractions ...
The Central Downtown Inn & Suites
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33 Main
4 out of 5
  • 10 min drive from Bousquet Ski Area
The price is $387 per night from May 1 to May 2
$387
per night
May 1 - May 2
Stay at this 4-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and National Shrine of the Divine ...
33 Main
Granville House
4 out of 5
Fully refundableReserve now, pay when you stay
  • 31 min drive from Bousquet Ski Area
The price is $200 per night from Apr 29 to Apr 30
$200
per night
Apr 29 - Apr 30
Stay at this 4-star business-friendly B&B in Housatonic. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine ...
Granville House
The Barrington
4 out of 5
  • 37 min drive from Bousquet Ski Area
The price is $325 per night from Apr 27 to Apr 28
$325
per night
Apr 27 - Apr 28
Stay at this 4-star business-friendly B&B in Great Barrington. Enjoy free WiFi, free parking, and breakfast. Popular attractions Mahaiwe Performing Arts Center ...
The Barrington
The Inn at Stockbridge
4 out of 5
  • 19 min drive from Bousquet Ski Area
Stay at this 4-star B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The price is $401 per night from Apr 29 to Apr 30
$401
per night
Apr 29 - Apr 30
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Devonfield Inn B&B
4 out of 5
  • 19 min drive from Bousquet Ski Area
The price is $279 per night from Apr 28 to Apr 29
$279
per night
Apr 28 - Apr 29
Stay at this 4-star golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...
Devonfield Inn B&B
Seven Hills Inn
4 out of 5
  • 13 min drive from Bousquet Ski Area
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free parking, and a terrace. Our guests praise the breakfast and the helpful staff in our reviews. ...
Seven Hills Inn
Garden Gables Inn
4 out of 5
  • 9 min drive from Bousquet Ski Area
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and National Shrine of the ...
Garden Gables Inn
Hampton Terrace Inn
4 out of 5
  • 10 min drive from Bousquet Ski Area
Stay at this 4-star hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and National Shrine of the ...
Hampton Terrace 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 Pittsfield

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Pittsfield 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 Pittsfield 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 Pittsfield 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 Pittsfield starting at $135 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 Pittsfield 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.