Title: Winterport Chalets from CA $300 | Expedia.ca [Hotels in Winterport](https://expedia.ca/Winterport-Hotels.d175853.Travel-Guide-Hotels)[Vacation Rentals in Winterport](https://expedia.ca/Winterport-Vacation-Rentals.d175853.Travel-Guide-VacationRentals)[Winterport Car Rentals](https://expedia.ca/Car-Rentals-In-Winterport.d175853.Car-Rental-Guide)[Winterport Vacation Packages](https://expedia.ca/Winterport.d175853.Destination-Travel-Guides) ![Nothing is quite like driving the coast of Maine. Saw the mansion of George H. Bush in Kennibunkport (he also has a mansion in Texas where there is no state tax.](https://images.trvl-media.com/place/175853/509c5196-51c6-43c0-9579-998a7a56c4eb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Linda Kloss # Search Chalets in Winterport from CA $300 - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175853&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=175853&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=175853&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175853&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winterport chalets ![Exterior](https://images.trvl-media.com/lodging/113000000/112310000/112306700/112306693/aa46864e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112310000/112306700/112306693/c50175a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/113000000/112310000/112306700/112306693/573fbaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112310000/112306700/112306693/d24bbc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tall Pines Retreat Escape to our charming chalet tucked away in the forest.. Glenburn 10/10 Exceptional (2) "The stay was great! My boyfriend and i planned an ice fishing trip and this place was perfect! Gorgeous, clean and the property owner was super responsive! We will definitely book there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Briana H. CA $243 CA $300 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Bangor-Hotels-Tall-Pines-RetreatEscape-To-Our-Charming-Chalet-Tucked-Away-In-The-Forest.h112306693.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113250000/113248800/113248800/b722dd3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113248800/113248800/deeb452a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113250000/113248800/113248800/32754bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113250000/113248800/113248800/76dd09ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn Glenburn 8.0/10 Very good (1) "Everything was perfect, If I could recommend one thing it would be free local channels on the tv" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce CA $335 CA $412 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Bangor-Hotels-Charming-2-Bedroom-Chalet-With-Jacuzzi-WiFi-And-AC-In-Glenburn.h113248800.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=2025-12-24&endDate=2025-12-25®ionId=175853&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FWinterport-Chalets.d175853-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinterport-Chalets.d175853-aaChalets.Travel-Guide-Accommodation) ## Top Winterport Hotel Reviews ![Bangor Grande](https://images.trvl-media.com/lodging/1000000/20000/17500/17476/dea5c2c3_y.jpg) ### Bangor Grande 10/10 Excellent "The room was very clean. The restaurant was outstanding. We enjoyed the pool although it could have been a tad warmer. Wonderful stay!" [](https://expedia.ca/Bangor-Hotels-Bangor-Grande.h17476.Hotel-Information) ![Fairfield Inn By Marriott Bangor](https://images.trvl-media.com/lodging/1000000/20000/18200/18131/f7c51da8_y.jpg) ### Fairfield Inn By Marriott Bangor 10/10 Excellent "Nice and clean. Very friendly and helpful staff" [](https://expedia.ca/Bangor-Hotels-Fairfield-Inn-By-Marriott-Bangor.h18131.Hotel-Information) ![Country Inn at The Mall](https://images.trvl-media.com/lodging/3000000/2210000/2206300/2206257/c839a76b_y.jpg) ### Country Inn at The Mall 10/10 Excellent "Amazingly kind, friendly, and helpful staff. Great breakfast. Always quiet and clean. Fresh cookies and coffee and tea options." [](https://expedia.ca/Bangor-Hotels-Country-Inn-At-The-Mall.h2206257.Hotel-Information) ![Hampton Inn Bangor](https://images.trvl-media.com/lodging/6000000/5180000/5171800/5171785/731de5f6_y.jpg) ### Hampton Inn Bangor 10/10 Excellent "Rooms were clean and comfortable. Parking was safe under lights " [](https://expedia.ca/Bangor-Hotels-Hampton-Inn-Bangor.h5171785.Hotel-Information) ![Bangor Aviator Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/30000/25600/25550/69fd4935_y.jpg) ### Bangor Aviator Hotel, BW Premier Collection 10/10 Excellent "Very comfortable beds, clean and convenient for the early flights. " [](https://expedia.ca/Bangor-Hotels-Bangor-Aviator-Hotel.h25550.Hotel-Information) ![Black Bear Inn, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/15800/15765/734ceb6b_y.jpg) ### Black Bear Inn, an Ascend Collection Hotel 10/10 Excellent "Great stay. " [](https://expedia.ca/Bangor-Hotels-Black-Bear-Inn-And-Conference-Center.h15765.Hotel-Information) ![Hollywood Casino Bangor](https://images.trvl-media.com/lodging/1000000/20000/18100/18053/3eb98243_y.jpg) ### Hollywood Casino Bangor 10/10 Excellent "Courteous front desk and bar staff - nice room" [](https://expedia.ca/Bangor-Hotels-Hollywood-Casino-Bangor.h18053.Hotel-Information) ![Comfort Inn Bangor North](https://images.trvl-media.com/lodging/1000000/20000/15200/15163/1c795970_y.jpg) ### Comfort Inn Bangor North 10/10 Excellent "Fantastic stay — the staff were wonderful, the rooms were huge, and parking was a breeze. The hotel is close to plenty of food and shopping options, making everything super convenient. Would definitely stay here again!" [](https://expedia.ca/Bangor-Hotels-Comfort-Inn.h15163.Hotel-Information) ![Hilton Garden Inn Bangor](https://images.trvl-media.com/lodging/3000000/2410000/2406400/2406330/2fcc4e53_y.jpg) ### Hilton Garden Inn Bangor 10/10 Excellent "Spotless room . Staff pleasant " [](https://expedia.ca/Bangor-Hotels-Hilton-Garden-Inn-Bangor.h2406330.Hotel-Information) ## Find out more about Winterport ## Winterport Chalets information | Number of reviews | 2 | | ----------------- | --------- | | Accommodation | 4 Chalets | | Lowest Price | CA $300 | | Highest Price | CA $412 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Dedham ](https://www.expedia.ca/3Star-Dedham-Hotels.s30-0-d95738.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bangor ](https://www.expedia.ca/Bangor-Hotels-Cheap-Hotels.0-0-d6050918-tCheapHotels.Travel-Guide-Filter-Hotels) - [Bangor Hotels ](https://www.expedia.ca/Bangor-Hotels.d6050918.Travel-Guide-Hotels) - [Capsule Hotels in Bar Harbor ](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - [Brewer Hotels ](https://www.expedia.ca/Brewer-Hotels.d7032.Travel-Guide-Hotels) - [Historic Hotels in Bucksport ](https://www.expedia.ca/Bucksport-Hotels-Historic-Hotel.0-0-d6244-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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