Search Resort Hotels in Pittsfield from CA $96

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Recommended hotels in Pittsfield

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, (1,001 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is CA $139
CA $155 total
includes taxes & fees
Apr 26 - Apr 27
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (911 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is CA $112
CA $156 total
includes taxes & fees
Apr 26 - Apr 27
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (90 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is CA $161
CA $180 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (674 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is CA $183
CA $205 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (360 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is CA $132
CA $148 total
includes taxes & fees
Apr 22 - Apr 23
The Central Downtown Inn & Suites

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is CA $106
CA $118 total
includes taxes & fees
May 3 - May 4
Berkshire Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (844 reviews)
"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "
United States
Alessandra
The price is CA $217
CA $242 total
includes taxes & fees
Apr 26 - Apr 27
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,002 reviews)
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
United States
D
The price is CA $170
CA $190 total
includes taxes & fees
Apr 28 - Apr 29
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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
7.8 out of 10, Good, (7 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 CA $367
CA $671 total
includes taxes & fees
Apr 23 - Apr 24
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is CA $89
CA $100 total
includes taxes & fees
Apr 28 - Apr 29
FairBridge Inn Express

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (19 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is CA $858
CA $1,567 total
includes taxes & fees
Apr 28 - Apr 29
Hancock Village Inn Near Jiminy Peak

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (908 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is CA $123
CA $137 total
includes taxes & fees
May 5 - May 6
Berkshires Untold

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is CA $205
CA $229 total
includes taxes & fees
Apr 26 - Apr 27
The Revival House

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is CA $102
CA $114 total
includes taxes & fees
Apr 23 - Apr 24
Travelodge by Wyndham Great Barrington Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is CA $145
CA $159 total
includes taxes & fees
May 5 - May 6
Shaker Mill Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is CA $138
CA $154 total
includes taxes & fees
May 5 - May 6
Quality Inn Lee - Lenox South

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is CA $221
CA $574 total
includes taxes & fees
Apr 22 - Apr 23
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is CA $206
CA $230 total
includes taxes & fees
Apr 29 - Apr 30
Element Lenox Berkshires

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (844 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is CA $86
CA $96 total
includes taxes & fees
Apr 28 - Apr 29
Monument Mountain Motel

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (277 reviews)
"Property was great- clean, well equipped and a perfect spot for us to spend the night and a quick visit in the Berkshires!! "
United States
christine b.
The price is CA $184
CA $285 total
includes taxes & fees
Apr 22 - Apr 23
Berkshire Village Carriage House - Super Private!!
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

Find out more about Pittsfield

Pittsfield Resorts information

Number of reviews
10,231
Accommodation
30 Resorts
Lowest Price
CA $96
Highest Price
CA $1,567

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?
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! - Features a fitness center, an indoor pool, and an outdoor pool. Mountain Lodge Apt! - Has a fitness center.
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 Housatonic River.
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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