Pittsfield Apartments
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Featured Apartments in Pittsfield
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Lee MA
With a stay at this apartment in Lee, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock MA
The price is AU$617 per night from 25 Dec to 26 Dec
AU$617
25 Dec - 26 Dec
includes taxes & fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain ...
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock MA
The price is AU$617 per night from 25 Dec to 26 Dec
AU$617
25 Dec - 26 Dec
includes taxes & fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain ...
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Downtown Gateway to the Berkshires. Walk to Everything.
Lee MA
With a stay at this apartment in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Lee Library.
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton MA
With a stay at this apartment in Dalton, you'll be within a 5-minute drive of Wahconah Falls State Park and Crane Museum of Papermaking.
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Hancock MA
The price is AU$457 per night from 5 Jan to 6 Jan
AU$457
5 Jan - 6 Jan 2026
includes taxes & fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain ...
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock MA
The price is AU$608 per night from 15 Jan to 16 Jan
AU$608
15 Jan - 16 Jan 2026
includes taxes & fees
With a stay at this apartment, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock MA
The price is AU$589 per night from 25 Dec to 26 Dec
AU$589
25 Dec - 26 Dec
includes taxes & fees
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain ...
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock MA
When you stay at this apartment in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain ...
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 Apartments essential information
Accommodation | 108 Apartments |
|---|---|
Lowest Price | AU$127 |
Highest Price | AU$617 |
Popular accommodation | Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone, Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor, Downtown Gateway to the Berkshires. Walk to Everything., Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton, Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4, Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous, WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn, Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn |
Top trending hotels in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is AU$163 per night from 23 Jan to 24 Jan
AU$163
23 Jan - 24 Jan 2026
includes taxes & fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 18 Jan to 19 Jan
AU$198
18 Jan - 19 Jan 2026
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Fully refundable
The price is AU$127 per night from 13 Jan to 14 Jan
AU$127
13 Jan - 14 Jan 2026
includes taxes & fees
Located in Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is a 2-minute drive from Hancock Shaker Village and 5 minutes from Bousquet Ski Area.
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street Pittsfield MA
Fully refundable
The price is AU$190 per night from 4 Jan to 5 Jan
AU$190
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Holiday Inn Express & Suites Pittsfield - Berkshires by IHG in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's ...
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 ways to explore Pittsfield
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