Title: Monterey Chalets from CA $105 | Expedia.ca [Hotels in Monterey](https://expedia.ca/Monterey-Hotels.d6005411.Travel-Guide-Hotels)[Vacation Rentals in Monterey](https://expedia.ca/Monterey-Vacation-Rentals.d6005411.Travel-Guide-VacationRentals)[Flights to Monterey](https://expedia.ca/Cheap-Flights-To-Monterey.d6005411.Travel-Guide-Flights)[Monterey Car Rentals](https://expedia.ca/Car-Rentals-In-Monterey.d6005411.Car-Rental-Guide)[Monterey Vacation Packages](https://expedia.ca/Monterey.d6005411.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/22f0d8d06f6715facde45a0954dce3ab.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Elizabeth Massa Peroulakis # Search Chalets in Monterey from CA $105 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6005411&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6005411&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6005411&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6005411&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Monterey Chalets We don't have any properties that match your exact search [See all properties in Monterey](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=6005411&adults=2) ## Recommended hotels in Monterey ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/4306362a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/beaa7d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/4d496801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/bf0ac5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Travel Lodge Austerlitz 5.4/10 (448) "The motel seems to be managed and cleaned by the owners. Not the ritz, but clean and a bargain compared with other lodging in the area. The owner was very responsive. " CA $94 CA $105 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/b28516d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9c157bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/fd1046f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locust Tree Bed and Breakfast LLC East Canaan 9.0/10 Wonderful (406) "Peaceful area and great staff; Thank you for the service and experience " CA $146 CA $168 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/aee2041b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/9b4c64ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold Lenox 9.0/10 Wonderful (749) "Easy parking, great community spaces, beautiful decor! " CA $122 CA $136 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/4fd790fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel Lee 9.0/10 Wonderful (1006) "Great Indian restaurant in the hotel!" CA $148 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/52bc8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/e7ac793d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/6349c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/d4318cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn Norfolk 9.4/10 Exceptional (142) "Loved everything especially Lucas and Joe💟☮️" CA $229 CA $264 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel Great Barrington 9.0/10 Wonderful (763) "Excellent value. Owners are attentive. Rooms are clean and comfortable. " [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/05418243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/b5e2455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/9aabb83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee 8.4/10 Very good (1005) "Staff was very helpful - easy location - clean rooms!" CA $129 CA $144 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/c0933de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/5fd0e723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Lenox Berkshires Lenox 9.2/10 Wonderful (5) "New hotel very nice" CA $188 CA $210 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/18ef112b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington 8.4/10 Very good (1005) "Nice and clean would stay again." CA $117 CA $131 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/f450d89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/670699cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/b51475ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/74865ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge Pittsfield 9.0/10 Wonderful (684) "Great stay, perfect " CA $107 CA $151 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Interior Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/88509527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites Pittsfield 8.8/10 Excellent (322) "Nice place " CA $138 CA $154 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/c5a54031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7f86e411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Great Barrington Berkshires Great Barrington 7.4/10 Good (550) "Excellent location, friendly service, clean, comfortable room." CA $105 CA $117 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/9e766351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North Pittsfield 9.6/10 Exceptional (777) "Great property! Very large clean room in a unique hotel! " CA $174 CA $195 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/w4000h2033x0y0-e62570a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/ccde32c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/36a39838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lenox Berkshires Lenox 9.2/10 Wonderful (576) "The front desk, food service, and housekeeping staff were all very friendly. The room was immaculate as well. " CA $177 CA $198 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/e55e7242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/ceca8706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/3e2c75da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Berkshires-Lenox Lenox 9.2/10 Wonderful (1000) "Very clean, nice amenities , great location!!" CA $177 CA $198 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Lenox Lenox 7.6/10 Good (805) "Great place to stay for overnight stays. Breakfast was appreciated." CA $110 CA $123 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/6b95ddf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (893) "Excellent customer service and great rooms" CA $144 CA $161 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a02c1cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed | Living area](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/d32c867e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a5a66acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cornell Inn, Lenox & The Berkshires Lenox 9.0/10 Wonderful (1005) "Very friendly staff. " CA $178 CA $254 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/e1d09008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/26677985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/1fb406bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/062df4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Becket Motel Becket 6.6/10 (58) "Comfortable stay " CA $126 CA $188 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Becket-Hotels-Becket-Motel.h27064222.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/8666c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/eac89037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites Pittsfield 8.6/10 Excellent (1004) "Great property would certainly stay again." CA $142 CA $158 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.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=2025-10-23&endDate=2025-10-24®ionId=6005411&adults=2&lodging=CHALET&sort=RECOMMENDED&openPlayBack=true) ![](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%2FMonterey-Chalets.d6005411-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMonterey-Chalets.d6005411-aaChalets.Travel-Guide-Accommodation) ## Top Monterey Hotel Reviews ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Easy parking, great community spaces, beautiful decor! " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Great lodge with 1 bedroom suites and fully stocked kitchens " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)" [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "This is a fun family resort... a great vacation place .. in a great location.. something for everyone. Perfect family reunion place.. All Ages happy.. " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "The property is very nice and the staff was extremely friendly and helpful." [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Great location, very clean!" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Brand new property with friendly and helpful people." [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Room was clean & comfortable. Thank you! Parking was kind of far." [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Lovely historic hotel that we enjoyed but also knew going in not to expect modern…yes the floors creak and doors and windows dont fit snuggly. We loved it for all those reasns! Staff is wonderful! Enjoy the front porch while you are there!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ## Find out more about Monterey ## Monterey Chalets information | Number of reviews | 12,746 | | --- | --- | | Accommodation | 3 Chalets | | Lowest Price | CA $105 | | Highest Price | CA $264 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Otis](https://www.expedia.ca/3Star-Otis-Hotels.s30-0-d6005412.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Berkshires](https://www.expedia.ca/3Star-The-Berkshires-Hotels.s30-0-d6047665.Travel-Guide-Filter-Hotels) - [5 Star Hotels in The Berkshires](https://www.expedia.ca/5Star-The-Berkshires-Hotels.s50-0-d6047665.Travel-Guide-Filter-Hotels) - [Farmstay in Mill River](https://www.expedia.ca/Mill-River-Agritourism.d3000748895-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Mill River](https://www.expedia.ca/Mill-River-Apart-Hotels.d3000748895-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Mill River](https://www.expedia.ca/Mill-River-Cabins.d3000748895-aaCabins.Travel-Guide-Accommodation) - [Chalets in Mill River](https://www.expedia.ca/Mill-River-Chalets.d3000748895-aaChalets.Travel-Guide-Accommodation) - [Cottages in Mill River](https://www.expedia.ca/Mill-River-Cottages.d3000748895-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Mill River](https://www.expedia.ca/Mill-River-Guest-Houses.d3000748895-aaGuestHouses.Travel-Guide-Accommodation) - [Mill River Hotels](https://www.expedia.ca/Mill-River-Hotels.d3000748895.Travel-Guide-Hotels) - [Inns in Mill River](https://www.expedia.ca/Mill-River-Inns.d3000748895-aaInns.Travel-Guide-Accommodation) - [Motels in Mill River](https://www.expedia.ca/Mill-River-Motels.d3000748895-aaMotels.Travel-Guide-Accommodation) - [Resorts in Mill River](https://www.expedia.ca/Mill-River-Resort-Hotels.d3000748895-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Mill River](https://www.expedia.ca/Mill-River-Townhomes.d3000748895-aaTownhomes.Travel-Guide-Accommodation) - [B&B in New Marlborough](https://www.expedia.ca/New-Marlborough-Bed-And-Breakfast.d137834-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in New Marlborough](https://www.expedia.ca/New-Marlborough-Guest-Houses.d137834-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in New Marlborough](https://www.expedia.ca/New-Marlborough-Hotels-Boutique-Hotel.0-0-d137834-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New Marlborough](https://www.expedia.ca/New-Marlborough-Hotels-Luxury-Hotel.0-0-d137834-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [New Marlborough Hotels](https://www.expedia.ca/New-Marlborough-Hotels.d137834.Travel-Guide-Hotels) - [Resorts in New Marlborough](https://www.expedia.ca/New-Marlborough-Resort-Hotels.d137834-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in New Marlborough](https://www.expedia.ca/New-Marlborough-Townhomes.d137834-aaTownhomes.Travel-Guide-Accommodation) - [Cheap Hotels in Otis](https://www.expedia.ca/Otis-Hotels-Cheap-Hotels.0-0-d6005412-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Otis](https://www.expedia.ca/Otis-Hotels-Luxury-Hotel.0-0-d6005412-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Otis Hotels](https://www.expedia.ca/Otis-Hotels.d6005412.Travel-Guide-Hotels) - [Hotels near Otis Ridge](https://www.expedia.ca/Otis-Ridge-Hotels.0-l553248621532666596-0.Travel-Guide-Filter-Hotels) - [Sandisfield Hotels](https://www.expedia.ca/Sandisfield-Hotels.d6005416.Travel-Guide-Hotels) - [Hotels near Ski Butternut](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Southfield](https://www.expedia.ca/Southfield-Hotels-Luxury-Hotel.0-0-d6339785-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Southfield Hotels](https://www.expedia.ca/Southfield-Hotels.d6339785.Travel-Guide-Hotels) - [Farmstay in The Berkshires](https://www.expedia.ca/The-Berkshires-Agritourism.d6047665-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in The Berkshires](https://www.expedia.ca/The-Berkshires-Apartments.d6047665-aaApartments.Travel-Guide-Accommodation) - [B&B in The Berkshires](https://www.expedia.ca/The-Berkshires-Bed-And-Breakfast.d6047665-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in The Berkshires](https://www.expedia.ca/The-Berkshires-Cabins.d6047665-aaCabins.Travel-Guide-Accommodation) - [Castles in The Berkshires](https://www.expedia.ca/The-Berkshires-Castles.d6047665-aaCastles.Travel-Guide-Accommodation) - [Chalets in The Berkshires](https://www.expedia.ca/The-Berkshires-Chalets.d6047665-aaChalets.Travel-Guide-Accommodation) - [Condo Resorts in The Berkshires](https://www.expedia.ca/The-Berkshires-Condominium-Resort.d6047665-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in The Berkshires](https://www.expedia.ca/The-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation) - [Cottages in The Berkshires](https://www.expedia.ca/The-Berkshires-Cottages.d6047665-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in The Berkshires](https://www.expedia.ca/The-Berkshires-Guest-Houses.d6047665-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Adults-Only-Resorts.0-0-d6047665-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Beach-Hotel.0-0-d6047665-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Boutique-Hotel.0-0-d6047665-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Cheap-Hotels.0-0-d6047665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Couples-Resorts-Hotels.0-0-d6047665-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Family-Hotel.0-0-d6047665-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Golf-Hotel.0-0-d6047665-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hilton-Hotels.0-0-d6047665--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Historic-Hotel.0-0-d6047665-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotel-With-Pool.0-0-d6047665-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-A-Lazy-River.0-0-d6047665-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Childcare.0-0-d6047665-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Free-Breakfast.0-0-d6047665-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Hot-Tubs.0-0-d6047665-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Indoor-Pool.0-0-d6047665-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Kitchenettes.0-0-d6047665-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Smoking-Rooms.0-0-d6047665-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lake Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Lake-Hotels.0-0-d6047665-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Luxury-Hotel.0-0-d6047665-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Mountain-Hotels.0-0-d6047665-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Oceanfront-Hotels.0-0-d6047665-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Pet-Friendly-Hotel.0-0-d6047665-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Relais & Chateaux Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Relais-Chateaux.0-0-d6047665--bRelaisChateaux.Travel-Guide-Filter-Hotels) - [Romantic Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Romantic-Hotel.0-0-d6047665-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Ski-Hotel.0-0-d6047665-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Spa-Hotel.0-0-d6047665-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Waterpark-Hotels.0-0-d6047665-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Wedding-Hotels.0-0-d6047665-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Winery-Hotel.0-0-d6047665-tWineryHotel.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Wyndham-Hotels.0-0-d6047665--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [The Berkshires Hotels](https://www.expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels) - [Inns in The Berkshires](https://www.expedia.ca/The-Berkshires-Inns.d6047665-aaInns.Travel-Guide-Accommodation) - [Lodges in The Berkshires](https://www.expedia.ca/The-Berkshires-Lodges.d6047665-aaLodges.Travel-Guide-Accommodation) - [Motels in The Berkshires](https://www.expedia.ca/The-Berkshires-Motels.d6047665-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in The Berkshires](https://www.expedia.ca/The-Berkshires-Private-Vacation-Homes.d6047665-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in The Berkshires](https://www.expedia.ca/The-Berkshires-RV-Parks.d6047665-aaRVParks.Travel-Guide-Accommodation) - [Resorts in The Berkshires](https://www.expedia.ca/The-Berkshires-Resort-Hotels.d6047665-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Tyringham Cobble](https://www.expedia.ca/Tyringham-Cobble-Hotels.0-l553248621532665261-0.Travel-Guide-Filter-Hotels) - [Tyringham Hotels](https://www.expedia.ca/Tyringham-Hotels.d183347.Travel-Guide-Hotels) - [Flights to The Berkshires](https://www.expedia.ca/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights) - [Flights from Kitchener to The Berkshires](https://www.expedia.ca/lp/flights/10579/6047665/kitchener-to-the-berkshires) - [Flights from Boston to The Berkshires](https://www.expedia.ca/lp/flights/178239/6047665/boston-to-the-berkshires) - [Flights from New York to The Berkshires](https://www.expedia.ca/lp/flights/178293/6047665/new-york-to-the-berkshires) - [Flights from Ottawa to The Berkshires](https://www.expedia.ca/lp/flights/178296/6047665/ottawa-to-the-berkshires) - [Flights from Toronto to The Berkshires](https://www.expedia.ca/lp/flights/178314/6047665/toronto-to-the-berkshires) - [Flights from Otis](https://www.expedia.ca/lp/flights/6005412/flights-from-otis) - [Flights from Huntsville to The Berkshires](https://www.expedia.ca/lp/flights/602985/6047665/huntsville-to-the-berkshires) - [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [Otis Vacations](https://www.expedia.ca/Otis.d6005412.Destination-Travel-Guides) - [The Berkshires Vacations](https://www.expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides) - [Visit The Berkshires](https://www.expedia.ca/The-Berkshires.dx6047665) - [Avis Rental Cars in The Berkshires](https://www.expedia.ca/Avis-Car-Rentals-In-The-Berkshires.d6047665-c41.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in The Berkshires](https://www.expedia.ca/Budget-Car-Rentals-In-The-Berkshires.d6047665-c39.Car-Rental-Guide-Suppliers) - [Car rentals near The Berkshires](https://www.expedia.ca/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide) - [Drive on Holidays Rental Cars in The Berkshires](https://www.expedia.ca/Drive-On-Holidays-Car-Rentals-In-The-Berkshires.d6047665-c1050.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in New Marlborough](https://www.expedia.ca/Enterprise-Car-Rentals-In-New-Marlborough.d137834-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in The Berkshires](https://www.expedia.ca/Hertz-Car-Rentals-In-The-Berkshires.d6047665-c40.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in The Berkshires](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-The-Berkshires.d6047665-c42.Car-Rental-Guide-Suppliers) - [Nextcar Rental Cars in The Berkshires](https://www.expedia.ca/Nextcar-Car-Rentals-In-The-Berkshires.d6047665-c1061.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in The Berkshires](https://www.expedia.ca/Pickup-Car-Rentals-In-The-Berkshires.d6047665-tPickup.Car-Rental-Guide-Class) - [The Berkshires Vacation Rentals](https://www.expedia.ca/The-Berkshires-Vacation-Rentals.d6047665.Travel-Guide-VacationRentals) - [Book Chalets in Monterey on Expedia.com](https://www.expedia.com/Monterey-Chalets.d6005411-aaChalets.Travel-Guide-Accommodation)