Explore 6 Luxury Hotels in Pittsfield

Name: Holiday Inn & Suites Pittsfield-Berkshires by IHG
Price range: $128 total
Rating: 8

Best Luxury Hotels in Pittsfield

Hotel On North

297 North Street Pittsfield MA

Fully refundableReserve now, pay when you stay

$179 nightly

$200 total

Jun 14 - Jun 15

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! (864 reviews)

"Hotels Amazing stay here"

Reviewed on May 29, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$114 nightly

$127 total

Jun 14 - Jun 15

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! (370 reviews)

"We arrived at 10 pm and the room had a broken AC and no sheets for pullout. The temperature was 95 degrees and the windows were left open suggesting that this was not a new problem. I had to contact the front desk (offsite) to request assistance. No one showed up after waiting for 45 minutes. We ..."

Reviewed on Jun 10, 2026

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

Fully refundableReserve now, pay when you stay

$115 nightly

$129 total

Jun 16 - Jun 17

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)

"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"

Reviewed on May 30, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Fully refundable

$115 nightly

$128 total

Jun 16 - Jun 17

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, free WiFi in public ...

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

"From my check-in, throughout my stay and my check-out, everything was great! The staff were helpful and friendly. It was nice to have hot water for my showers. The breakfast was fantastic! Dinner was excellent. I look forward to my visit next week."

Reviewed on Jun 12, 2026

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

Fully refundableReserve now, pay when you stay

$73 nightly

$81 total

Jul 1 - Jul 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 (827 reviews)

"Friendly staff"

Reviewed on Jun 12, 2026

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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

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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	1,329 hotels
Lowest Price	$81
Highest Price	$200
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

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5

Posted 5 hours ago

Travelocity Verified Review

"Piscina buens"

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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

5 out of 5

Posted 17 hours ago

Travelocity Verified Review

"From my check-in, throughout my stay and my check-out, everything was great! The staff were helpful and friendly. It was nice to have hot water for my showers. The breakfast was fantastic! Dinner was excellent. I look forward to my visit next week."

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

The Central Downtown Inn & Suites

1 out of 5

Posted 3 days ago

Travelocity Verified Review

"We arrived at 10 pm and the room had a broken AC and no sheets for pullout. The temperature was 95 degrees and the windows were left open suggesting that this was not a new problem. I had to contact the front desk (offsite) to request assistance. No one showed up after waiting for 45 minutes. We had to leave and rebook elsewhere. I requested a refund for our our stay due to the extenuating unresolvable circumstances and the fact that the room was uninhabitable. I have not heard back from the management and had to post a request to cancel through Expedia and my credit card company. In addition, the place was run down and dirty and not all like the room depicted in the pictures online. Even in working condition, the room would have been a ripoff at the $250 per night they were charging. Stay away! There are plenty of other options close by."

A verified traveler stayed at The Central Downtown Inn & Suites