Find Hotels with Free Parking in Pittsfield, MA from $85
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Our top choices for Pittsfield hotels with parking
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
Jesse
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
$98 nightly
The price is $109
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (68)
"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"
Jeanne
$113 nightly
The price is $126
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
Christine
$128 nightly
The price is $143
Jan 2 - Jan 3, 2026
Total with taxes and fees
9.0 out of 10, Wonderful, (795)
"Spacious room and loved pool and hot tub!"
Deanna
$108 nightly
The price is $120
Jan 22 - Jan 23, 2026
Total with taxes and fees
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
$94 nightly
The price is $105
Dec 25 - Dec 26
Total with taxes and fees
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
MARIA J
$79 nightly
The price is $89
Dec 25 - Dec 26
Total with taxes and fees
9.6 out of 10, Exceptional, (808)
"Clean room and staff was super friendly"
Yuen
$149 nightly
The price is $166
Dec 30 - Dec 31
Total with taxes and fees
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.
Top Pittsfield Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
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