Title: Top Pittsfield Cabin Rentals | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d9478.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d9478.Destination-Travel-Guides) ![Pittsfield showing a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield cabin rentals ![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/30153bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/02d3bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2650ddba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2c4a26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Sand Lake [](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information) 10/10 Exceptional (14 reviews) "Loved this cabin! The communal building is very clean & bathrooms are spotless. There is a farm stand near the entrance where you can buy firewood and fresh eggs. Trails are literally connected to the property for easy nature walks. We plan on coming back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby L. CA $170 CA $249 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h599x0y41-cd278b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h490x0y96-4fcb5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h497x0y96-d3ec142e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w508h683x258y0-18d1cb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Charlemont [](https://www.expedia.ca/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information) 10/10 Exceptional (46 reviews) "We enjoyed our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hillary S. CA $407 CA $647 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/1faa3753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/669a10ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/w4000h2662x0y5-f1ed56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Hinsdale [](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) 9.8/10 Exceptional (36 reviews) "Amazing, peaceful, immaculately clean property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cec C. CA $368 CA $759 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/3d396b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/e67896be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/3f3d1749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/26d4c402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Stephentown [](https://www.expedia.ca/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.Hotel-Information) 6.8/10 (3 reviews) "It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill B. CA $179 CA $399 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93401600/93401545/4f89940e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93410000/93401600/93401545/1f5dd267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93410000/93401600/93401545/f2260ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93410000/93401600/93401545/9d2dc846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in West Sand Lake [](https://www.expedia.ca/Luxury.h93401545.Hotel-Information) 9.8/10 Exceptional (7 reviews) "We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) StephenS CA $337 CA $674 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Luxury.h93401545.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/244ca298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/d7345ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/9fc1ab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/2c6abeb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Sand Lake [](https://www.expedia.ca/Sand-Lake-Hotels-Taborton-Harvest-Timber-TrailsUnique-Cabin-Experience.h102613211.Hotel-Information) 10/10 Exceptional (1 review) "The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgia M. CA $170 CA $249 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Sand-Lake-Hotels-Taborton-Harvest-Timber-TrailsUnique-Cabin-Experience.h102613211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/8e6e5cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/0c31a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/d9ba6eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/fe02096d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in West Sand Lake [](https://www.expedia.ca/West-Sand-Lake-Hotels-A-Stunning.h38105057.Hotel-Information) 10/10 Exceptional (4 reviews) "2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LisaL CA $564 CA $1,025 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/West-Sand-Lake-Hotels-A-Stunning.h38105057.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/e6030a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/0467e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/c7323063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/4fa6909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Averill Park [](https://www.expedia.ca/Averill-Park-Hotels-A-Spectacularly-Charming-LAKE-HOUSE-On-Gorgeous-Burden-Lake.h93401870.Hotel-Information) 10/10 Exceptional (4 reviews) "We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KenD CA $706 CA $1,368 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Averill-Park-Hotels-A-Spectacularly-Charming-LAKE-HOUSE-On-Gorgeous-Burden-Lake.h93401870.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22®ionId=9478&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_9478) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Cabins.d9478-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Cabins.d9478-aaCabins.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "Stayed for a long weekend in the grand villa. The room was spacious and clean. Even though it was winter there were still tons of activities in the resort. The jacuzzi was nice after a day of skiing and the balcony had a nice view. The staff was very friendly and helpful." [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Clean, comfortable, nice pool and hot tub, friendly staff. Would go back" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375_y.jpg) ### Vacation Village in the Berkshires 6/10 Okay "Looks way better in person than the pictures. Still old and dated but not as spooky as the pictures seem. They don't tell you this at all, just expect you to read a packet - there is no housekeeping, no nothing. You are supposed to take your own trash out. They also do not really clean the room beforehand because there was trash leftover from the previous person. It's basically a rental home. Maybe I missed a description but do not expect this to be your standard hotel type setting. Also, request a second floor room. We had someone above us who sounded like they were wearing their ski boots, thumping around the entire room non stop, through midnight and then restarted again at 6am. The hotel did not do any thing. We got zero sleep our last night and this entire experience has left a sour taste in my mouth. Outside of the convenience of the location, there is zero reason to really want to come back... you can't beat the price but don't expect anything but the basics. " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5_y.jpg) ### Hotel On North 10/10 Excellent "Great friendly and helpful staff. The building is fantastic and the rooms have a very cool vibe and are very clean! " [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Hilton Garden Inn Lenox Pittsfield](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/27ba18f0_y.jpg) ### Hilton Garden Inn Lenox Pittsfield 10/10 Excellent "Just the shower wasn’t working properly I" [](https://expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 6/10 Okay "The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after our reservation. We had purchased cancellation insurance. When we arrived a day late I asked the front desk about a refund. They told me to call Expedia, which I did. Expedia tried to reach the hotel and was unable to do so. They referred me back to the the manager. It is now a week later and after several calls to the hotel, the manager never returned my call. I find this unacceptable." [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 6/10 Okay "My room smelt like mold. The hotel was very clean staff were very nice. The beds were not comfortable . " [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/9903b094_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 8/10 Good "For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Lovely boutique hotel next to Williams. Just a light continental breakfast during the winter but there are other spots to find a hearty breakfast in town." [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Cabin Rentals information | Number of reviews | 79 | | ----------------- | ---------------- | | Accommodation | 35 Cabin Rentals | | Lowest Price | CA $249 | | Highest Price | CA $1,368 | ## Frequently asked questions ### What are the best cabins near Pittsfield? ### Are there cheap cabins in Pittsfield? ### What are the best mountain cabins near Pittsfield? ### What are the best river cabins near Pittsfield? ### What are the best cabins with pools near Pittsfield? ### Can I find beach cabins near Pittsfield? ### What are the best weekend cabin rentals in Pittsfield? ### What are the best cabin prices in Pittsfield? ### Can I find log cabins in Pittsfield? ### What are the highest-rated cabins in Pittsfield? ### What are the top things to see and do in Pittsfield? ### Why should I book a cabin in Pittsfield? ### What are the top nature cabins in Pittsfield? ### What are some of the best cabins near Tanglewood Music Centre in Pittsfield? ## Explore a world of travel with Expedia - 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