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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Pittsfield Apartments

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Smart TV

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 £154
includes taxes & fees
23 Aug - 24 Aug
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Park Street Penthouse Apartment
Games room

Park Street Penthouse Apartment

9.4 out of 10, Exceptional, (9)
"We stayed in this beautiful penthouse for an overnight get away- we both walked in and were just in love. The high ceilings and tons of windows made it so open feeling. Stunning place!"
The price is £202
includes taxes & fees
17 Aug - 18 Aug
Park Street Penthouse Apartment
Bright Boho Apt in 18th c Berkshire Farmhouse
Property grounds

Bright Boho Apt in 18th c Berkshire Farmhouse

9.0 out of 10, Wonderful, (22)
"Really enjoyed our stay"
The price is £166
includes taxes & fees
17 Aug - 18 Aug
Bright Boho Apt in 18th c Berkshire Farmhouse
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Fridge, microwave, oven, stovetop

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (62)
"Great value, so much better than all the touristy motels in the area!"
The price is £157
includes taxes & fees
17 Aug - 18 Aug
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Charming Apt in 18th c Berkshire Farmhouse
1 bedroom, WiFi, bed sheets

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (34)
"The property was perfect for us !! Lots of room and the beds are very comfortable. "
The price is £157
includes taxes & fees
17 Aug - 18 Aug
Charming Apt in 18th c Berkshire Farmhouse
New Studio In Town, By the Water
Fridge, microwave, oven, stovetop

New Studio In Town, By the Water

10.0 out of 10, Exceptional, (7)
"Great location, we really enjoyed our stay! "
The price is £192
includes taxes & fees
8 Sept - 9 Sept
New Studio In Town, By the Water
2-Bdr Apt In Town, By the Water
Outdoor dining

2-Bdr Apt In Town, By the Water

9.8 out of 10, Exceptional, (6)
"The apartment was clean, bright and quiet. Comfortable beds, and well equipped kitchen. About 3 minute walk to shops on spring street and a nice spot out back by the Green river. Perfect spot for a visit to Williamstown! "
The price is £216
includes taxes & fees
8 Sept - 9 Sept
2-Bdr Apt In Town, By the Water
Downtown | Waterfront | Walk to Shops
Outdoor dining

Downtown | Waterfront | Walk to Shops

10.0 out of 10, Exceptional, (5)
"Beautiful property and wonderful hosts. Terrific location."
The price is £223
includes taxes & fees
27 Aug - 28 Aug
Downtown | Waterfront | Walk to Shops
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Exterior

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.6 out of 10, Exceptional, (29)
"We really enjoyed our stay it was a very nice place for a family."
The price is £246
includes taxes & fees
19 Aug - 20 Aug
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Pool

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

10.0 out of 10, Exceptional, (2)
"The Game Night Theme Room was booked as a surprise for my 7 year old. Upon seeing the on theme welcome mat and decals on the door he was so excited. Thoughtful touches like the Minecraft Pig made this a camp visiting day weekend that he will never forget. Jiminy Peak is a great spot and we love the walkable restaurant Bluebird Cafe for dinner and the Country Store for a quick breakfast grab. Howie was communicative and described everything perfectly."
The price is £176
includes taxes & fees
18 Aug - 19 Aug
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Exterior

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

10.0 out of 10, Exceptional, (1)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
The price is £176
includes taxes & fees
18 Aug - 19 Aug
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
The price is £176
includes taxes & fees
18 Aug - 19 Aug
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is £210
includes taxes & fees
21 Aug - 22 Aug
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Exterior

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

9.6 out of 10, Exceptional, (30)
"Perfect 1 bedroom, ski in ski off , updated unit with great amenities! Owner super responsive and accommodating. Will definitely be back "
The price is £176
includes taxes & fees
18 Aug - 19 Aug
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Exterior

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

The price is £201
includes taxes & fees
18 Aug - 19 Aug
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
TV, DVD player, books

Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain

10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
The price is £176
includes taxes & fees
18 Aug - 19 Aug
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Indoor pool

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

9.8 out of 10, Exceptional, (18)
"We had a great time with our 2 kids during our stay at the Disney Magic Suite. The kids loved all of the Disney decor and surprise touches (and their stuffed animals thank you!). Location was amazing, walk to the lifts, and the ski school was one of the best we've been to. Thanks for a great stay, we'll be back!"
The price is £176
includes taxes & fees
18 Aug - 19 Aug
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Exterior

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

9.4 out of 10, Exceptional, (16)
"We absolutely enjoyed this pleasant apartment. Its within the walking distance from the ski lifts which was perfect for all of us including 5 year old kid. "
The price is £176
includes taxes & fees
17 Aug - 18 Aug
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop

Berkshires Apartment at the Stephentown Hotel

10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
Berkshires Apartment at the Stephentown Hotel
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is £151
includes taxes & fees
19 Aug - 20 Aug
The Brooks Motel: Exceptional Suite
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

Holiday Inn Express & Suites Pittsfield - Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires

10/10 Excellent
"Cleanest place ever."
Sandra 1-night trip
Posted 20 hours ago
Holiday Inn Express & Suites Pittsfield - Berkshires