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4 Star Hotels in Chatham

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Featured 4 Star Chatham Hotels

The Wick, Hudson, A Tribute Portfolio Hotel
4 out of 5
Fully refundableReserve now, pay when you stay
  • 18 min drive from The Mac-Haydn Theatre
The price is $218 per night from Jan 5 to Jan 6
$218
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 4-star boutique hotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
The Wick, Hudson, A Tribute Portfolio Hotel
Lakehouse Inn
4 out of 5
  • 7 min drive from The Mac-Haydn Theatre
The price is $148 per night from Dec 29 to Dec 30
$148
includes taxes & fees
Dec 29 - Dec 30
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
Devonfield Inn B&B
4 out of 5
  • 11 min drive from The Mac-Haydn Theatre
The price is $300 per night from Jan 8 to Jan 9
$300
includes taxes & fees
Jan 8 - Jan 9, 2025
Stay at this 4-star golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Greenock Country Club and Berkshire Mountain Country ...
Devonfield Inn B&B
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33 Main
4 out of 5
  • 24 min walk from The Mac-Haydn Theatre
The price is $407 per night from Jan 20 to Jan 21
$407
includes taxes & fees
Jan 20 - Jan 21, 2025
Stay at this 4-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lenox Library and The Bookstore are located nearby.
33 Main
The Central Downtown Inn & Suites
4 out of 5
  • 14 min drive from The Mac-Haydn Theatre
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
Seven Hills Inn
4 out of 5
  • 5 min drive from The Mac-Haydn Theatre
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
The Old Inn On The Green
4 out of 5
  • 40 min drive from The Mac-Haydn Theatre
The price is $308 per night from Dec 24 to Dec 25
$308
includes taxes & fees
Dec 24 - Dec 25
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
The Inn at Stockbridge
4 out of 5
  • 11 min drive from The Mac-Haydn Theatre
Stay at this 4-star B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Berkshire Theatre ...
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The price is $513 per night from Jan 1 to Jan 2
$513
includes taxes & fees
Jan 1 - Jan 2, 2025
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1735 Stone Farmhouse
4.5 out of 5
  • 33 min drive from The Mac-Haydn Theatre
Stay at this 4.5-star luxury B&B in Selkirk. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Deer Mountain Nature Preserve and ...
1735 Stone Farmhouse
Hampton Terrace Inn
4 out of 5
  • 25 min walk from The Mac-Haydn Theatre
Stay at this 4-star hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ventfort Hall Mansion and Gilded Age Museum and The ...
Hampton Terrace Inn
Modern Lakehouse Retreat by CozySuites
4 out of 5
  • 40 min drive from The Mac-Haydn Theatre
Stay at this 4-star vacation home in Copake. Enjoy free WiFi, free parking, and a garden. Popular attractions Copake Town Park and Copake Lake are located ...
Modern Lakehouse Retreat by CozySuites
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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 Chatham

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Chatham 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 Chatham 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 Chatham 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 Chatham starting at $148 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 Chatham 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.