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Featured Resort in Pittsfield

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Recommended hotels in Pittsfield

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is NZ$287
includes taxes & fees
1 Sept - 2 Sept
Element Lenox Berkshires

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is NZ$185
includes taxes & fees
1 Sept - 2 Sept
Huttopia Berkshires

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1007)
"Nice motel in the city center "
The price is NZ$175
includes taxes & fees
1 Sept - 2 Sept
Quality Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (17)
"Really enjoyed my stay here, definitely need a car to get around"
The price is NZ$255
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (571)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very clean rooms and excellent staff."
The price is NZ$224
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (860)
"Consistently a clean room with welcoming staff."
The price is NZ$217
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (639)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is NZ$285
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
Hotel On North

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (795)
"good location....easy access to highlight destinations and downtown"
The price is NZ$187
includes taxes & fees
19 Aug - 20 Aug
Berkshire Inn

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (303)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is NZ$217
includes taxes & fees
1 Sept - 2 Sept
The Central Downtown Inn & Suites

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

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is NZ$892
includes taxes & fees
11 Sept - 12 Sept
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3-bedroom house in beautiful Berkshires, close to amenities!

The price is NZ$542
includes taxes & fees
26 Aug - 27 Aug
3-bedroom house in beautiful Berkshires, close to amenities!

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is NZ$1,767
includes taxes & fees
20 Aug - 21 Aug
Hancock Village Inn at Jiminy Peak

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is NZ$134
includes taxes & fees
31 Aug - 1 Sept
FairBridge Inn Express

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
2.0 out of 10, (1)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
The price is NZ$345
includes taxes & fees
23 Aug - 24 Aug
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great location!"
The price is NZ$271
includes taxes & fees
15 Sept - 16 Sept
Hotel Downstreet, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Lovely setting on the lake."
The price is NZ$239
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Revival House

3.0 star property
9.4 out of 10, Exceptional, (10)
"Self check in was easy. Rooms were spacious and clean. Great place."
The price is NZ$340
includes taxes & fees
18 Aug - 19 Aug
The Revival House

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (693)
"Pleasant stay"
The price is NZ$196
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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

Frequently asked questions

What can I expect from a resort holiday in Pittsfield?
You deserve some time off, 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 want an amazing pool, shopping possibilities or nightly entertainment options.
What's the best resort for my stay in Pittsfield?
Our top-rated resort near Pittsfield: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 12 mi (19.4 km) from Pittsfield. Access to a sauna, a fitness centre and a terrace.
What can I do in Pittsfield?
Travellers enjoy the cultural offerings in Pittsfield, and have good things to say about its entertainment choices and theatres. Explore 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 Housatonic River.
What's the weather like in Pittsfield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm 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) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To venture out into the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.