Search Boutique Hotels in Pittsfield

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Check availability on Pittsfield Boutique Hotels

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Pittsfield Boutique Hotels

We don't have any properties that match your exact search

Recommended hotels in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Great place to stay "
The price is 2.619.314 ₫
2.925.774 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (797)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is 2.847.080 ₫
3.180.189 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (740)
"Great boutique hotel"
The price is 3.656.800 ₫
4.084.646 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North
Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is 5.459.080 ₫
6.097.792 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (775)
"The motel was nicely done and clean. The beds were comfortable "
The price is 2.611.739 ₫
2.917.343 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Berkshire Inn
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is 5.131.535 ₫
5.731.926 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hilton Garden Inn Lenox Pittsfield
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (288)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."
The price is 3.369.480 ₫
3.763.631 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Central Downtown Inn & Suites
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (728)
"Friendly staff and quick checkin "
The price is 1.857.132 ₫
2.074.450 ₫ total
includes taxes & fees
10 Jul - 11 Jul
FairBridge Inn Express
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.

Frequently asked questions

What's there to see and do in Pittsfield?
The theatres and sporting events are just some of the things to enjoy while you're in the area. Experience the cultural highlights around Pittsfield with a visit to Berkshire Museum, Colonial Theater and Barrington Stage Company. You might also like to explore more of the area and take in additional sights like Bousquet Ski Area, Hancock Shaker Village and Herman Melville's Arrowhead while you're here.
What kind of weather should I plan for when I travel to Pittsfield?
Getting an idea of what to expect from the weather in Pittsfield is important when planning your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's the best way to get to my boutique hotel in Pittsfield?
You have a few options for transportation to and around Pittsfield. The closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the heart of the city, but Hudson, NY (HCC-Columbia County) may also be an option. To explore the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.