Hotels with Restaurants in Pittsfield from $89
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Top Pittsfield Hotels with Restaurants
Hotel On North
297 North Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $166 total per night
$166 total
Dec 11 - Dec 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 ...
Hilton Garden Inn Lenox Pittsfield
1032 South Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $115 total per night
$115 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, ...
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$85 nightly
The price is $95 total per night
$95 total
Dec 11 - Dec 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 ...
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $105 total per night
$105 total
Jan 4 - Jan 5, 2026
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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
$88 nightly
The price is $99 total per night
$99 total
Dec 12 - Dec 13
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 ...
Berkshire Inn
150 W Housatonic St Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $89 total per night
$89 total
Dec 14 - Dec 15
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is provided and the front desk is ...
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $99 total per night
$99 total
Dec 11 - Dec 12
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 ...
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.
Pittsfield hotels essential information
Accommodation | 1,337 hotels |
|---|---|
Lowest Price | $89 |
Highest Price | $166 |
Popular hotels | Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Best Western Plus Berkshire Hills Inn & Suites, Hilton Garden Inn Lenox Pittsfield, FairBridge Inn Express, Berkshire Inn, The Central Downtown Inn & Suites |
Recent Pittsfield hotel reviews by fellow wanderers
Vacation Village in the Berkshires
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Clean spacious toom"
A verified traveler stayed at Vacation Village in the Berkshires
