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

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Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

Property entrance

1. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (886 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is AED 731
AED 816 total
includes taxes & fees
31 Aug - 1 Sep
Hotel On North
Restaurant

2. 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, (1,010 reviews)
"Lots of construction going on, but the staff was great. They valet-parked my car and had it waiting for me in the morning. The room was clean and comfortable."
United States
David
The price is AED 437
AED 488 total
includes taxes & fees
2 Sep - 3 Sep
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

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, (1,002 reviews)
"Quite comfortable Beds"
United States
Jermaine
The price is AED 419
AED 468 total
includes taxes & fees
1 Sep - 2 Sep
Best Western Plus Berkshire Hills Inn & Suites
Breakfast, lunch and dinner served

4. 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 AED 706
AED 789 total
includes taxes & fees
23 Aug - 24 Aug
Hilton Garden Inn Lenox Pittsfield
Desk, iron/ironing board, WiFi (free), bed sheets

5. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (902 reviews)
"Very clean and updated simple motel."
United States
christopher
The price is AED 331
AED 369 total
includes taxes & fees
6 Aug - 7 Aug
Berkshire Inn
Lobby

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,043 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is AED 393
AED 521 total
includes taxes & fees
30 Aug - 31 Aug
Berkshire Mountain Lodge
Indoor pool

7. 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, (151 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is AED 529
AED 591 total
includes taxes & fees
31 Aug - 1 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Exterior

8. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (385 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is AED 400
AED 447 total
includes taxes & fees
10 Aug - 11 Aug
The Central Downtown Inn & Suites
Desk, iron/ironing board, WiFi (free), bed sheets

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (864 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 AED 228
AED 255 total
includes taxes & fees
10 Aug - 11 Aug
FairBridge Inn Express
Outdoor dining

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, (9 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is AED 1,154
AED 2,019 total
includes taxes & fees
8 Aug - 9 Aug
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Outdoor dining

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.
The price is AED 2,696
AED 4,713 total
includes taxes & fees
10 Aug - 11 Aug
Hancock Village Inn Near Jiminy Peak
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

12. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is AED 643
AED 718 total
includes taxes & fees
10 Aug - 11 Aug
The Yankee Inn
Property amenity

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (644 reviews)
"Helpful staff, clean room and great facilities."
United Kingdom
Laura
The price is AED 777
AED 868 total
includes taxes & fees
19 Aug - 20 Aug
Courtyard by Marriott Lenox Berkshires
Free daily buffet breakfast

14. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
The price is AED 539
AED 602 total
includes taxes & fees
31 Aug - 1 Sep
Hampton Inn & Suites Berkshires-Lenox
Garden

15. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 803
AED 880 total
includes taxes & fees
10 Aug - 11 Aug
Shaker Mill Inn
Lobby lounge

16. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,014 reviews)
"Clean and modern hotel close to the center part of Lenox."
United States
Ivana
The price is AED 539
AED 602 total
includes taxes & fees
1 Sep - 2 Sep
Berkshires Untold
Lobby

17. 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
The price is AED 808
AED 903 total
includes taxes & fees
19 Aug - 20 Aug
Element by Marriott Lenox Berkshires
In-room safe, desk, laptop workspace, iron/ironing board

18. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (892 reviews)
"Great place"
United States
Luciane
The price is AED 290
AED 324 total
includes taxes & fees
30 Aug - 31 Aug
Howard Johnson by Wyndham Lenox
Exterior

19. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is AED 634
AED 729 total
includes taxes & fees
31 Aug - 1 Sep
The Cornell Inn, Lenox & The Berkshires
Lake

20. 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, (1,003 reviews)
"enjoyable stay"
United States
James
The price is AED 750
AED 838 total
includes taxes & fees
9 Aug - 10 Aug
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"
judy 1-night trip
Posted 10 hours ago
The Red Lion Inn

Frequently asked questions

What can I expect from a resort vacation in Pittsfield?
You deserve a getaway, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing time in Pittsfield. One of the comfortable resort hotels in the surrounding area could be just what you're looking for, whether you're hoping for an amazing pool, a state-of-the-art fitness center, or fun activities to try.
What's the best resort for my stay in Pittsfield?
Our highest-rated resorts near Pittsfield: COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 7.7 mi (12.4 km) from Pittsfield. Amenities include ski-in/ski-out access, a fitness center, and beach sun loungers. In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort steps from Jiminy Peak Mountain Resort. 7.6 mi (12.3 km) from Pittsfield. Access to ski-in/ski-out access, a fitness center, and a garden.
What can I do in Pittsfield?
Travelers enjoy the cultural offerings in Pittsfield, and have good things to say about its entertainment choices and theaters. Check out the interesting exhibits at Berkshire Museum and Hancock Shaker Village, or catch the latest production at Colonial Theater or Barrington Stage Company. A few other attractions you may want to see are Bousquet Ski Area and Pontoosuc Lake.
What's the seasonal weather like in Pittsfield?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Pittsfield?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the city center. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To explore the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.

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