Explore 6 Luxury Hotels in Pittsfield

Name: Holiday Inn & Suites Pittsfield-Berkshires by IHG
Price range: $142 total
Rating: 8

Best Luxury Hotels in Pittsfield

Hotel On North

297 North Street Pittsfield MA

Fully refundableReserve now, pay when you stay

$149 nightly

$166 total

Mar 11 - Mar 12

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...

9.6/10 Exceptional! (830 reviews)

Great one night experience, hotel was quiet and clean. Room was cozy and comfortable as well. Rate was very reasonable to make for a affordable ski trip

Reviewed on Mar 8, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$99 nightly

$111 total

Mar 11 - Mar 12

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...

8.6/10 Excellent! (358 reviews)

Did not send check-in info via text, when I called they said they sent but never and resent, then gave me the wrong room. I booked double bed but got 1 king bed said double bed booking is not guaranteed and the rooms are sold out. However the worse part is the room is full of smoke smell so badly ...

Reviewed on Feb 21, 2026

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

Fully refundableReserve now, pay when you stay

$112 nightly

$125 total

Mar 11 - Mar 12

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the ...

8.6/10 Excellent! (1,001 reviews)

My room smelt like mold. The hotel was very clean staff were very nice. The beds were not comfortable .

Reviewed on Mar 5, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Fully refundable

$127 nightly

$142 total

Mar 31 - Apr 1

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...

8/10 Very Good! (1,006 reviews)

Hotel is going through a renovation which makes the place a little rougher than it’s used to be. No parking or limited parking at entrance of hotel. Valet parking personnel were parking cars on entrance round entrance and in the mourning, they were towing those cars from the property. Not a good ...

Reviewed on Mar 8, 2026

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

Fully refundableReserve now, pay when you stay

$79 nightly

$88 total

Apr 1 - Apr 2

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front ...

5.4/10 (811 reviews)

I cant check in ,no one is here to check me in,how do i go about getting a refund? I had to book another hotel because no one was there for me to check in

Reviewed on Dec 20, 2025

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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.

More 4 star hotels in Pittsfield

Family-friendly Hancock Home: Walk to Slopes!

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Pittsfield Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Pittsfield luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Pittsfield to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Pittsfield will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Pittsfield, and plan your next opulent escape.

Pittsfield hotels essential information

Accommodation	1,344 hotels
Lowest Price	$88
Highest Price	$166
Popular hotels	Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Central Downtown Inn & Suites, Best Western Plus Berkshire Hills Inn & Suites, FairBridge Inn Express

Popular Luxury Stays in Pittsfield

Recent Pittsfield Hotel Reviews By Fellow Wanderers

Vacation Village in the Berkshires

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Great place in Williamstown. Near ski resort."

A verified traveler stayed at Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5

Posted 2 days ago

Travelocity Verified Review

"Hotel is going through a renovation which makes the place a little rougher than it’s used to be. No parking or limited parking at entrance of hotel. Valet parking personnel were parking cars on entrance round entrance and in the mourning, they were towing those cars from the property. Not a good look or feel for those staying there. Maybe in six months or a year down the line, hotel will come back to its glory. Today still needs lots of work. "

A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

4 out of 5

Posted 5 days ago

Travelocity Verified Review

"For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options."

A verified traveler stayed at Hotel Downstreet, an Ascend Collection Hotel

The Central Downtown Inn & Suites

1 out of 5

Posted 2 weeks ago

Travelocity Verified Review

"Did not send check-in info via text, when I called they said they sent but never and resent, then gave me the wrong room. I booked double bed but got 1 king bed said double bed booking is not guaranteed and the rooms are sold out. However the worse part is the room is full of smoke smell so badly that seems to be a long term smoking room. We had to buy candles and fragrance spray from CVS but still don't help much. "

A verified traveler stayed at The Central Downtown Inn & Suites