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4 Star Hotels in Pittsfield

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Featured 4 Star Pittsfield Hotels

Woodstock Inn & Resort
4.5 out of 5
  • 53 min drive from Roger Clark Memorial Central Library
The price is $373 per night from Apr 6 to Apr 7
$373
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Woodstock Inn & Resort
The Jackson
4 out of 5
  • 50 min drive from Roger Clark Memorial Central Library
The price is $218 per night from Apr 12 to Apr 13
$218
includes taxes & fees
Apr 12 - Apr 13
Stay at this 4-star B&B in Woodstock. Enjoy free WiFi, free parking, and a garden. Our guests praise the breakfast in our reviews. Popular attractions Union ...
The Jackson
506 On the River Inn
4 out of 5
  • 50 min drive from Roger Clark Memorial Central Library
The price is $234 per night from Mar 30 to Mar 31
$234
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
506 On the River Inn
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The Village Inn of Woodstock
4 out of 5
  • 54 min drive from Roger Clark Memorial Central Library
Stay at this 4-star inn in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Red Wagon Toy Company ...
The Village Inn of Woodstock
The Woodstocker B&B
4 out of 5
  • 52 min drive from Roger Clark Memorial Central Library
Stay at this 4-star B&B in Woodstock. Enjoy free breakfast, free parking, and a sauna. Popular attractions Woodstock Town Hall Theatre and VINS Nature Center ...
The Woodstocker B&B
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
4 out of 5
  • 22 min drive from Roger Clark Memorial Central Library
The price is $1,794 per night from Mar 30 to Mar 31
$1,794
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star lodge in Killington. Enjoy free WiFi, free parking, and a pool table. Popular attractions Killington Resort and Black Dog Sports are located ...
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Eagle Ridge Treehouse
4 out of 5
  • 8 min drive from Roger Clark Memorial Central Library
Enjoy free WiFi, free parking, and concierge services. Popular attractions White River Golf Club and Les Newell Wildlife Management Area are located nearby.
Eagle Ridge Treehouse
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
4 out of 5
  • 22 min drive from Roger Clark Memorial Central Library
The price is $1,436 per night from Mar 30 to Mar 31
$1,436
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star lodge in Killington. Enjoy free WiFi, free parking, and a pool table. Popular attractions Killington Resort and Black Dog Sports are located ...
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
4 out of 5
  • 22 min drive from Roger Clark Memorial Central Library
The price is $1,502 per night from Mar 30 to Mar 31
$1,502
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star lodge in Killington. Enjoy free WiFi, free parking, and a pool table. Popular attractions Killington Resort and Black Dog Sports are located ...
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
The price is $3,315 per night from Mar 30 to Mar 31
$3,315
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star golf lodge in Killington. Enjoy free WiFi, free parking, and a garden. Popular attractions Killington Resort and Pico Mountain at Killington ...
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
4 out of 5
  • 22 min drive from Roger Clark Memorial Central Library
The price is $1,502 per night from Mar 30 to Mar 31
$1,502
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star lodge in Killington. Enjoy free WiFi, free parking, and a pool table. Popular attractions Killington Resort and Pico Mountain at Killington ...
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
The price is $1,409 per night from Mar 30 to Mar 31
$1,409
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star lodge in Killington. Enjoy free WiFi, free parking, and a pool table. Popular attractions Killington Resort and Black Dog Sports are located ...
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
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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 $218 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.