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Check prices for these dates

Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

Hypo-allergenic bedding available, desk, laptop workspace

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, (1,002 reviews)
"Look good for being under constructikn"
United States
Debra
The price is AED 400
AED 447 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,148 reviews)
"Clean & comfortable stay"
United States
Robert
The price is AED 292
AED 409 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
Property entrance

3. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (918 reviews)
"Very nice and reasonably priced hotel for the region."
United States
Drew
The price is AED 518
AED 578 total
includes taxes & fees
18 Oct - 19 Oct
Hotel On North
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,000 reviews)
"Friendly staff. Good location."
United States
Joe
The price is AED 389
AED 434 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Berkshire Hills Inn & Suites
Breakfast, lunch and dinner served

5. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (707 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is AED 511
AED 570 total
includes taxes & fees
20 Sep - 21 Sep
Hilton Garden Inn Lenox Pittsfield
Exterior

6. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (411 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is AED 360
AED 402 total
includes taxes & fees
8 Oct - 9 Oct
The Central Downtown Inn & Suites
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
9.2 out of 10, Wonderful, (211 reviews)
"Enjoyed the jacuzzi, the comfortable, spacious room, and staff was awesome!"
United States
Susan
The price is AED 419
AED 468 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Desk, iron/ironing board, WiFi (free), bed sheets

8. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (927 reviews)
"Very well maintained and clean for an older looking property. I stayed here twice now."
United States
Kristina
The price is AED 294
AED 328 total
includes taxes & fees
20 Oct - 21 Oct
Berkshire Inn
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, (907 reviews)
"great value"
United States
Horace
The price is AED 228
AED 255 total
includes taxes & fees
20 Sep - 21 Sep
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, (10 reviews)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is AED 1,098
AED 1,949 total
includes taxes & fees
13 Oct - 14 Oct
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 2,272
AED 4,165 total
includes taxes & fees
21 Sep - 22 Sep
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, (1,000 reviews)
"Was very recently renovated and done quite well."
United States
Robert
The price is AED 426
AED 476 total
includes taxes & fees
22 Sep - 23 Sep
The Yankee Inn
Free daily buffet breakfast

13. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
The price is AED 472
AED 527 total
includes taxes & fees
29 Sep - 30 Sep
Hampton Inn & Suites Berkshires-Lenox
In-room safe, desk, laptop workspace, iron/ironing board

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (916 reviews)
"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"
United States
COLLEEN
The price is AED 290
AED 324 total
includes taxes & fees
20 Sep - 21 Sep
Howard Johnson by Wyndham Lenox
Property amenity

15. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (657 reviews)
"Nice hotel."
United States
Tracy
The price is AED 731
AED 816 total
includes taxes & fees
20 Sep - 21 Sep
Courtyard by Marriott Lenox Berkshires
Lobby lounge

16. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,017 reviews)
"It"s a very nice small Hotel- nicely appointed"
United States
Drue
The price is AED 514
AED 574 total
includes taxes & fees
28 Sep - 29 Sep
Berkshires Untold
Lake

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,004 reviews)
"A very clean and lovely property!"
United States
Ann M
The price is AED 469
AED 524 total
includes taxes & fees
27 Sep - 28 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby

18. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (38 reviews)
"Stay was nice"
United States
Kirsty
The price is AED 621
AED 693 total
includes taxes & fees
18 Oct - 19 Oct
Element by Marriott Lenox Berkshires
Lobby

19. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,658 reviews)
"Great all around stay and lots for the kids to do"
United States
Sarah
The price is AED 349
AED 431 total
includes taxes & fees
21 Sep - 22 Sep
Vacation Village in the Berkshires
Lobby

20. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,003 reviews)
"Great location for a trip to Tanglewood! Clean room, decent bedding, free breakfast, workout room, close to good restaurants. Would stay again"
United States
Wendy
The price is AED 403
AED 450 total
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Lee - Lenox South
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"What a gem!! Beautiful patio and lobby. Rooms were so well appointed and staff was very helpful. Great spot if you’re attending an event at Tanglewood."
Sheree 1-night trip
Posted 1 hour ago
Berkshires Untold

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: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 7.6 mi (12.3 km) from Pittsfield. Has ski-in/ski-out access, a fitness center, and a garden. COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 7.7 mi (12.4 km) from Pittsfield. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers.
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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