Compare Cheap Hotels in Pittsfield

Name: Vacation Village in the Berkshires
Price range: $195

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Cheap Pittsfield Hotels

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

One West Street, Pittsfield, MA

$101

includes taxes & fees

$90 per night

Nov 30 - Dec 1

Free Cancellation

0.07 mi from city center

A stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel places you in the heart of Pittsfield, within a 5-minute walk of Berkshire Museum and Colonial Theater.

Pool

Pet friendly

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

$338

includes taxes & fees

$305 per night

Dec 21 - Dec 22

Free Cancellation

2.54 mi from city center

When you stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 5-minute drive of Guido's Marketplace and Bousquet Ski Area.

Pool

Hot Tub

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield, MA

$101

includes taxes & fees

$90 per night

Dec 1 - Dec 2

Free Cancellation

Reserve now, pay when you stay

3.11 mi from city center

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.

Breakfast included

Pet friendly

Berkshire Inn

150 W Housatonic St, Pittsfield, MA

$87

includes taxes & fees

$77 per night

Nov 26 - Nov 27

Free Cancellation

Reserve now, pay when you stay

0.55 mi from city center

A stay at Berkshire Inn places you in the heart of Pittsfield, within a 15-minute walk of Colonial Theater and Berkshire Museum.

Pool

Parking included

Hotel On North

297 North Street, Pittsfield, MA

$162

includes taxes & fees

$145 per night

Nov 25 - Nov 26

Free Cancellation

Reserve now, pay when you stay

0.29 mi from city center

With a stay at Hotel On North in Pittsfield, you'll be a 2-minute walk from Barrington Stage Company and 7 minutes by foot from Berkshire Museum.

Pet friendly

Parking included

Hilton Garden Inn Lenox Pittsfield

1032 South Street, Pittsfield, MA

$152

includes taxes & fees

$136 per night

Dec 22 - Dec 23

Free Cancellation

Reserve now, pay when you stay

2.84 mi from city center

With a stay at Hilton Garden Inn Lenox Pittsfield in Pittsfield, you'll be steps from Guido's Marketplace and a 3-minute drive from Bousquet Ski Area.

Pool

Pet friendly

Hotel Downstreet

40 Main St, North Adams, MA

$144

includes taxes & fees

$129 per night

Nov 25 - Nov 26

Free Cancellation

Reserve now, pay when you stay

18.74 mi from city center

A stay at Hotel Downstreet places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot from Massachusetts Museum of Contemporary Art.

Pool

Hot Tub

Life House Berkshires

194 Pittsfield Rd, Lenox, MA

$134

includes taxes & fees

$120 per night

Nov 24 - Nov 25

Free Cancellation

Reserve now, pay when you stay

4.41 mi from city center

Located in Lenox, Life House Berkshires is within a 15-minute walk of Kennedy Park and Pleasant Valley Wilderness Sanctuary.

Pet friendly

Parking included

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

$104

includes taxes & fees

$94 per night

Dec 1 - Dec 2

Free Cancellation

Reserve now, pay when you stay

3.19 mi from city center

Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company.

Pool

Hot Tub

The Red Lion Inn

30 Main Street, Stockbridge, MA

$185

includes taxes & fees

$165 per night

Dec 12 - Dec 13

Free Cancellation

Reserve now, pay when you stay

11.85 mi from city center

When you a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 5-minute walk of Housatonic River and Mission House.

Pool

Spa

The Black Swan Lee - Lenox, Ascend Hotel Collection

435 Laurel St, Lee, MA

$106

includes taxes & fees

$95 per night

Dec 5 - Dec 6

Free Cancellation

Reserve now, pay when you stay

8.77 mi from city center

When you stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 5-minute drive of Berkshire Mountain Country Store and Animagic Museum of Animation.

Breakfast included

Pet friendly

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

$195

includes taxes & fees

$178 per night

Dec 17 - Dec 18

Free Cancellation

Reserve now, pay when you stay

8.26 mi from city center

With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.

Pool

Kitchen

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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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Pittsfield hotels essential information

Accommodation	1,245 hotels
Lowest Price	$87
Highest Price	$338
Popular hotels	Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Berkshire Mountain Lodge, Best Western Plus Berkshire Hills Inn & Suites, Berkshire Inn, Hotel On North, Hilton Garden Inn Lenox Pittsfield, Hotel Downstreet, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Vacation Village in the Berkshires