A historic building with classical architecture, a traffic light, and a yellow taxi.

Pittsfield Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.

1. 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, (1,012 reviews)
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
United States
Myrna
$119 nightly
The price is $133
Sep 17 - Sep 18
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,077 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
$125 nightly
The price is $139
Aug 31 - Sep 1
Total with taxes and fees
Berkshire Mountain Lodge
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

3. 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, (1,006 reviews)
"Quite comfortable Beds"
United States
Jermaine
$114 nightly
The price is $127
Sep 1 - Sep 2
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A building entrance with a large planter with purple flowers and a small tree.

4. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (893 reviews)
"Very nice and reasonably priced hotel for the region."
United States
Drew
$174 nightly
The price is $195
Sep 7 - Sep 8
Total with taxes and fees
Hotel On North
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

5. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very Good, (395 reviews)
"Large, clean, comfortable suite."
United States
Rena
$91 nightly
The price is $102
Sep 3 - Sep 4
Total with taxes and fees
The Central Downtown Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (908 reviews)
"This is a clean, functional hotel. There are no frills, but it suits for a night or so. I wouldn’t recommend it for longer stays."
United States
Danielle
$90 nightly
The price is $101
Aug 20 - Aug 21
Total with taxes and fees
Berkshire Inn
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

7. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (702 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
$147 nightly
The price is $165
Sep 13 - Sep 14
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with clear water, tiled floors, and a blue wall.

8. 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, (169 reviews)
"A clean pleasant place to stay"
United States
Ken
$127 nightly
The price is $142
Sep 14 - Sep 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (879 reviews)
"Well supplied in basics. Comfortable a/c. Downsides: having to call for service at the front door as no one is waiting at the desk, TV & or TV remote control didn’t work. Property needs renovating."
United States
Becky
$61 nightly
The price is $68
Aug 20 - Aug 21
Total with taxes and fees
FairBridge Inn Express
A wooden deck with a table and chairs, surrounded by a white railing.

10. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.4 out of 10, Very Good, (10 reviews)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
$496 nightly
The price is $554
Aug 24 - Aug 25
Total with taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

11. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
$1,047 nightly
The price is $1,134
Sep 9 - Sep 10
Total with taxes and fees
Hancock Village Inn Near Jiminy Peak
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

12. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,009 reviews)
"Very nice and convenient hotel."
United States
Karen
$158 nightly
The price is $176
Sep 14 - Sep 15
Total with taxes and fees
The Yankee Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.

13. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
$128 nightly
The price is $143
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (895 reviews)
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
United States
Sheila
$79 nightly
The price is $88
Aug 31 - Sep 1
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

15. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,010 reviews)
"Nice Bar and cozy lobby. Enjoyed my stay."
United States
Pamela
$142 nightly
The price is $158
Sep 7 - Sep 8
Total with taxes and fees
Berkshires Untold
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,007 reviews)
"enjoyable stay"
United States
James
$128 nightly
The price is $142
Sep 14 - Sep 15
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

17. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,549 reviews)
"Place was clean and well equipped, pool and amenities were great too !"
United States
Nyra
$128 nightly
The price is $143
Aug 31 - Sep 1
Total with taxes and fees
Vacation Village in the Berkshires
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (650 reviews)
"Helpful staff, clean room and great facilities."
United Kingdom
Laura
$195 nightly
The price is $217
Aug 31 - Sep 1
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

19. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
"Very nice stay"
United States
Christine
$99 nightly
The price is $110
Sep 15 - Sep 16
Total with taxes and fees
Quality Inn Lee - Lenox South
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

20. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (32 reviews)
"Great staff very friendly rooms very clezn"
United States
Lawrence
$203 nightly
The price is $227
Sep 7 - Sep 8
Total with taxes and fees
Element by Marriott Lenox Berkshires
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

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"The motel is in a great location. You could walk to everything. The room was clean and comfortable although the air conditioning in the room didn't work very well. The fan ran but it didn't cool the room."
Jen 1-night trip
Posted less than an hour ago
Howard Johnson by Wyndham Lenox

Find out more about Pittsfield

Pittsfield Condo Resorts information

Number of reviews
10,851
Accommodation
0 Condo Resorts
Lowest Price
$68
Highest Price
$1,134

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