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9 Oct - 10 Oct
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10 Oct - 11 Oct
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10 Oct - 12 Oct
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17 Oct - 19 Oct

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Top 10 Pittsfield hotels and places to stay

Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (686)
"Great stay, perfect "
The price is 2.023.415 ₫
2.849.081 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
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, (894)
"Excellent customer service and great rooms"
The price is 2.715.286 ₫
3.032.976 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (52)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is 3.142.350 ₫
3.509.836 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (778)
"Great property! Very large clean room in a unique hotel! "
The price is 3.268.888 ₫
3.651.348 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Hotel On North
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (790)
"Good service and people"
The price is 2.111.596 ₫
2.358.653 ₫ total
includes taxes & fees
23 Oct - 24 Oct
FairBridge Inn Express
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, (1004)
"Great property would certainly stay again."
The price is 2.680.488 ₫
2.994.105 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (322)
"Nice place "
The price is 2.604.566 ₫
2.909.311 ₫ total
includes taxes & fees
31 Oct - 1 Nov
The Central Downtown Inn & Suites
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (648)
"Nice quiet hotel, easy in and out, friendly staff"
The price is 3.491.120 ₫
3.899.731 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (826)
"Nicely remodeled "
The price is 2.108.696 ₫
2.355.444 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Inn
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (751)
"Easy parking, great community spaces, beautiful decor! "
The price is 2.306.648 ₫
2.576.526 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Comfort Inn & Suites East Greenbush - Albany
Lobby

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very good, (1003)
"Clean room and great staff"
The price is 2.890.593 ₫
3.208.557 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Comfort Inn & Suites East Greenbush - Albany
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great Indian restaurant in the hotel!"
The price is 2.800.963 ₫
3.128.676 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2045)
"Easy check in and out, clean room. "
The price is 2.418.137 ₫
2.990.250 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Great location, very clean!"
The price is 3.535.144 ₫
3.948.764 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1005)
"Very friendly staff. "
The price is 3.365.900 ₫
4.790.332 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1003)
"Decent value. On site restaurant is only open on weekends. "
The price is 3.766.866 ₫
4.207.590 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (750)
"The lodging was convenient to all the area attractions."
The price is 3.060.628 ₫
3.786.735 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1007)
"great place have stayed several times, and hope to return."
The price is 3.927.938 ₫
5.565.282 ₫ total
includes taxes & fees
6 Nov - 7 Nov
The Red Lion Inn
The Brooks Motel
Double Room | Egyptian cotton sheets, premium bedding, memory-foam beds, desk

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (104)
"The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time."
The Brooks Motel
The Williams Inn
Front of property – evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (519)
"Nice place to stay for a wedding "
The price is 5.579.517 ₫
6.232.321 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Williams Inn
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.
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Stay near popular Pittsfield attractions

Hardly anyone here! Great way to spend a week day, skiing and tubing!
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Bousquet Ski Area

4.0/5 (23 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
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Hancock Shaker Village, Hancock Massachusetts beautiful place; description Shakers, all supported themselves by the proceeds of their farmland. The Hancock Shakers were primarily dairy farmers. The raising and sale of garden seeds was perhaps the most lucrative of their early businesses.Land acquisition and conversion continued for decades, with the area peaking at 3,000 acres (12 km2) and the population rising to over 300.After reaching peak membership in the 1840s, the Shaker movement gradually dwindled, partially due to the urban migration that accompanied the Industrial Revolution, and by the westward migration of New England's youth. By the early twentieth century, the population of the village had fallen to around 50, most of whom were children. The remaining Shakers sold off their excess land, and many buildings were destroyed.The decision was eventually made in 1960 to close the village and sell the property and buildings. Non-Shakers were impressed by the Hancock Shaker property—scrupulously clean, neat, and well-tended—and their innovations in farming, such as the round barn that attracted much attention Visitors also praised Hancock Shakers' products, including boxes "of beautiful workmanship" and garden seeds. Before 1820, the village was prosperous and the Shakers were respected as good neighbors.
Photo by Ed Gaffny
Open Photo by Ed Gaffny

Hancock Shaker Village

4.5/5 (73 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area.
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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

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Pittsfield which includes a city

Top Pittsfield Hotel Reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
" staff was friendly and helpful. Room was great. I would recommend this hotel"
Donna 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

More cheap stays in Pittsfield

More cheap stays in Pittsfield

Quality Inn

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is 2.218.362 ₫ per night from 2 Nov to 3 Nov
2.218.362 ₫
2.477.910 ₫ total
2 Nov - 3 Nov
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)

Hotels in Pittsfield with star rating

Hotels in Pittsfield with star rating

Frequently asked questions

What's the seasonal weather like in Pittsfield?
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.

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