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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Pittsfield vacation homes

Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
"Staff was fabulous and extremely helpful and friendly. Valey parking was terrific!!! and FREE Great to have since we had to park at the bank next to the hotel while there was construction in front of the building. Rooms were tidy and very clean Breakfast was excellent with a large variety of offerings"
United States
Margaret
The price is ￥18,184
￥20,311 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,010 reviews)
"Quite comfortable Beds"
United States
Jermaine
The price is ￥18,004
￥20,110 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Plus Berkshire Hills Inn & Suites
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (881 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is ￥32,254
￥36,028 total
includes taxes & fees
Aug 6 - Aug 7
Hotel On North
Desk, iron/ironing board, WiFi (free), bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (900 reviews)
"Very clean and updated simple motel."
United States
christopher
The price is ￥14,734
￥16,458 total
includes taxes & fees
Aug 4 - Aug 5
Berkshire Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,031 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is ￥21,630
￥27,821 total
includes taxes & fees
Aug 10 - Aug 11
Berkshire Mountain Lodge
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (145 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is ￥25,538
￥28,525 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (381 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is ￥17,860
￥19,949 total
includes taxes & fees
Jul 30 - Jul 31
The Central Downtown Inn & Suites
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (698 reviews)
"Five Star stay!"
United States
Adeline
The price is ￥31,505
￥35,190 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Garden Inn Lenox Pittsfield
Desk, iron/ironing board, WiFi (free), bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (861 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is ￥10,073
￥11,253 total
includes taxes & fees
Aug 12 - Aug 13
FairBridge Inn Express
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is ￥18,273
￥25,898 total
includes taxes & fees
Aug 3 - Aug 4
Becket Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (222 reviews)
"Great facilities, fantastic views and neighborhood. Everything is so neat and clean. Live it and will come back."
United States
Meng
The price is ￥38,919
￥41,137 total
includes taxes & fees
Aug 17 - Aug 18
Blue Vista Motor Lodge
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (8 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is ￥26,936
￥30,087 total
includes taxes & fees
Aug 19 - Aug 20
Berkshire Lake Lodge
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, WiFi (free), bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (263 reviews)
"Liked that fact that they let your bring your pet."
United States
Andrew
The price is ￥11,829
￥13,213 total
includes taxes & fees
Aug 27 - Aug 28
Rodeway Inn
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (152 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is ￥33,999
￥37,977 total
includes taxes & fees
Jul 30 - Jul 31
The Trail in Adams - Berkshires’ Art Hotel
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (36 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is ￥27,114
￥30,287 total
includes taxes & fees
Aug 12 - Aug 13
The Revival House
Reception

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is ￥28,181
￥31,478 total
includes taxes & fees
Aug 16 - Aug 17
Hotel Downstreet, an Ascend Collection Hotel
Outdoor pool

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (487 reviews)
"Very beautiful hotel! The room was very clean."
United States
Daniel
The price is ￥38,165
￥46,289 total
includes taxes & fees
Aug 19 - Aug 20
The Porches Inn at Mass MoCA
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (55 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is ￥39,669
￥41,931 total
includes taxes & fees
Aug 5 - Aug 6
Harbour House Inn
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,010 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is ￥21,987
￥24,559 total
includes taxes & fees
Aug 26 - Aug 27
Quality Inn Lee - Lenox South
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (428 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is ￥16,607
￥18,550 total
includes taxes & fees
Aug 10 - Aug 11
Sunset 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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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The resort is great, this was my second time staying here one time in winter and one time in the summer. The mountain view is wonderful and the surrounding towns are beautiful. Plenty to do and shopping centers are close by. Recommend 100%"
Elba Mireya 3-night trip
Posted 13 hours ago
Vacation Village in the Berkshires

Find out more about Pittsfield

Pittsfield Vacation Homes information

Number of reviews
5,401
Accommodation
435 Vacation Homes
Lowest Price
￥11,253
Highest Price
￥46,289