Title: Book the Best Chittenden Hotels with FREE PARKING in 2026 | Expedia.ca [Hotels in Chittenden](https://expedia.ca/Chittenden-Hotels.d184042.Travel-Guide-Hotels)[Vacation Rentals in Chittenden](https://expedia.ca/Chittenden-Vacation-Rentals.d184042.Travel-Guide-VacationRentals)[Chittenden Car Rentals](https://expedia.ca/Car-Rentals-In-Chittenden.d184042.Car-Rental-Guide)[Chittenden Vacation Packages](https://expedia.ca/Chittenden.d184042.Destination-Travel-Guides) ![Lefferts Pond near Killington Vermont in Autumn](https://images.trvl-media.com/place/184042/4fc97b31-1161-44ac-8d9f-56d8b5ca88e9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/184042/4fc97b31-1161-44ac-8d9f-56d8b5ca88e9.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 availability on Chittenden Hotels with Free Parking Tonight [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2026-01-23&endDate=2026-01-24&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2026-01-24&endDate=2026-01-25&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chittenden hotels with parking ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/a61b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/1368534b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/0467bcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/8897de97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) Rutland 9.0/10 Wonderful (989 reviews) "Room was very clean. Staff was very kind, professional. Will most likely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $214 CA $236 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/9d3fcb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/3536a275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Electric vehicle charging station](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/083f3b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) Woodstock 9.6/10 Exceptional (556 reviews) "So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JILL CA $100 CA $197 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/194828e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/731876c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/f267bc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/292b0d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brandon Inn [](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) Brandon 8.8/10 Excellent (578 reviews) "Clean room and staff was wonderful upon check in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlyn CA $161 CA $178 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/430b34b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/206085ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/82cb2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel-Randolph VT [](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) Randolph Center 9.4/10 Exceptional (371 reviews) "Friendly staff, clean, very comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $138 CA $150 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/b2987a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/34df3491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/6cdf9844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/783b40bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Rutland - Killington [](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) Rutland 8.0/10 Very good (1,011 reviews) "Rooms were clean and comfortable.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nimisha CA $194 CA $214 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/8c210e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/98d3a06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room with View](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/dc02869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/b90ec0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Valley Retreat [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) Killington 9.6/10 Exceptional (195 reviews) "Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $152 CA $171 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/9eea4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cafde7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/f34b38d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) West Woodstock 9.4/10 Exceptional (1,000 reviews) "Brilliant stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrico CA $217 CA $290 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/77a00712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/5141544d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/5a6235bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Middlebury Inn [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) Middlebury 9.0/10 Wonderful (1,001 reviews) "The room was clean and the customer service was top notch. Love the joining restaurant and pub. It's a historical hotel that has been well preserved. Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $176 CA $194 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/c3cb22fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shire Woodstock [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) Woodstock 8.8/10 Excellent (909 reviews) "Wonderful place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin CA $223 CA $265 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Room, Lake View (Lodge)](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/e1cbb293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | In-room dining](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/c9a09730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/1eb3d565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/0d102104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Bomoseen Lodge [](https://www.expedia.ca/Bomoseen-Hotels-Lake-Bomoseen-Lodge.h21223495.Hotel-Information) Bomoseen 9.4/10 Exceptional (878 reviews) "We had a lovely stay. Super clean, new, and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cecilia CA $180 CA $206 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Bomoseen-Hotels-Lake-Bomoseen-Lodge.h21223495.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=2026-02-06&endDate=2026-02-07®ionId=184042&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Chittenden Hotel Reviews ![Middlebury Inn](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a_y.jpg) ### Middlebury Inn 10/10 Excellent "Check-in experience: welcoming and easy. Suite: spacious and well stocked kitchenette " [](https://expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) ![Best Western Inn & Suites Rutland-Killington](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616_y.jpg) ### Best Western Inn & Suites Rutland-Killington 10/10 Excellent "Clean room" [](https://expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "Everything great" [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Greenbrier Inn](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/e5569f51_y.jpg) ### Greenbrier Inn 10/10 Excellent "Very cozy hotel. Our family loves staying here. The owner is very friendly, accommodating and welcoming. " [](https://expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Awesome customer service- great room" [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Summit Lodge](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/5da3617c_y.jpg) ### Summit Lodge 10/10 Excellent "Clean room, good, free breakfast, and cute social areas." [](https://expedia.ca/Killington-Hotels-Summit-Lodge.h1102506.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Cozy comfortable room for a fair price. Easy check-in and check-out." [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Turn of River Lodge](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/e79916d3_y.jpg) ### Turn of River Lodge 10/10 Excellent "Room was great" [](https://expedia.ca/Killington-Hotels-Turn-Of-River-Lodge.h18540657.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Everyone was friendly, courteous, and helpful. Room was very clean. Restaurant and bar had live music. Overall place was A+" [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Boutique Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Boutique-Hotel.0-0-d82420-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Cheap-Hotels.0-0-d82420-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Brandon ](https://www.expedia.ca/Brandon-Hotels-Couples-Resorts-Hotels.0-0-d82420-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Family-Hotel.0-0-d82420-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Historic-Hotel.0-0-d82420-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Brandon ](https://www.expedia.ca/Brandon-Hotels-Hotels-With-Bar.0-0-d82420-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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