Title: Book the Best Hotels with POOL in Chittenden in 2025 | 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) # Find Hotels with a Pool in Chittenden, VT from CA $181 - ![](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 a Pool Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2025-11-22&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chittenden Hotels with a Pool ![Greystone | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/3e79a523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain Aire Lodge | Private kitchen](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/15f330b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/80a87dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Foley Farmhouse | Living area](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/281effc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Top Inn & Resort Chittenden 9.0/10 Wonderful (95) "Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $416 CA $453 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/374f8e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/72849c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (948) "Excellent hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristan CA $189 CA $218 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/1368534b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/075005f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/d77eacdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland Rutland 9.0/10 Wonderful (963) "Very clean, good location, and super helpful staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheryl CA $183 CA $201 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Outdoor pool, a heated pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/d370137f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/f6266999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Star Lodge and Resort Killington 8.6/10 Excellent (1000) "Was perfect for our one night stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian [](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/85e210e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/125b9e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cd26b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1006) "This place was charming!! Enjoyed everything about it and so much to do right there in the inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ross CA $334 CA $419 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/19a403aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/59937009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/29256341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/f680b779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenbrier Inn Killington 9.4/10 Exceptional (640) "It was a very quaint inn in a gorgeous location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELIZABETH [](https://www.expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/875b80ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/260012f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/c5ad1ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/c9692d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woods by Killington Vacation Rentals - 2 Bedrooms The Woods 10/10 Exceptional (2) "The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $276 CA $889 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Killington-Hotels-The-Woods-By-Killington-Vacation-Rentals-2-Bedrooms.h90019372.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/5b9c435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/325364db.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Rutland - Killington Rutland 8.0/10 Very good (1008) "Clean, great steak house by the hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caridad CA $164 CA $181 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/0d2fff39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/44212923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/ffa20544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/d058a909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington Killington 9.6/10 Exceptional (4) "The place was clean and easy to get to. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah Z. CA $107 CA $343 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Killington-Hotels-Tranquil-Peaks-Studio-At-Killington-Center-Perfect-For-A-Getaway-In-The-Heart-Of-Killington.h110285457.Hotel-Information) ![TV, DVD player, books](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/0431a8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/6b3e0077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/72975903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/8663ca25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5th-floor mountain-view condo, easy access to the slopes free shuttle or walk Killington 9.4/10 Exceptional (9) "Great property, as advertised." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris A. CA $118 CA $380 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Killington-Hotels-5th-Floor-Mountain-View-Condo.h90149596.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=2025-12-06&endDate=2025-12-07®ionId=184042&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_184042) ## Top Chittenden Hotel Reviews ![The Mountain Top Inn & Resort](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4_y.jpg) ### The Mountain Top Inn & Resort 10/10 Excellent "Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. " [](https://expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.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 "Nice place to stay. And they give you a cookie when you check in which was appreciated. " [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.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 "We stay here all the time and have no reason to choose anywhere else! Great prices, clean rooms and nice staff. On top of that, the distillery on site makes it so you don't have to leave your hotel at night and drive! Would recommend to anyone who is taking a trip to Killington!" [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Great staff and a beautiful place to stay " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Clean room, Awesome staff and always a good vibe. " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "Newly renovated; clean and yet pet friendly. Waffles and hard boiled eggs for breakfast." [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg) ### Hampton Inn Rutland 10/10 Excellent "Room was very clean and beds comfortable. " [](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.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 "Room was very clean and in good condition. No maintenance issues. Staff very accommodating. Hot breakfast offered a wider variety then other chain hotels we have stayed." [](https://expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Chittenden? > [The Mountain Top Inn & Resort](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information): Features a private beach, a seasonal outdoor pool, and a sauna. [Killington Mountain Lodge, Tapestry Collection by Hilton](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information): Provides continental, an indoor pool, and free self parking. [Comfort Inn Rutland - Killington](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information): Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. [Woodstock Inn & Resort](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information): Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool, and free self parking. [The Shire Woodstock](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information): Provides a sauna, an indoor pool, and daily. ### What is there to see and do in Chittenden? > Spend some time experiencing the great outdoors at Green Mountain National Forest and Lefferts Pond. During your stay, check out sights such as New England Maple Museum, Pico Mountain at Killington Ski Resort, and Gifford Woods State Park. ### When is the best time to book a hotel with a pool in Chittenden? > Taking into account the local weather in Chittenden can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Chittenden are January, March, November, and December, with each month seeing an average of 13 inches of snowfall. ## 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) - [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 a Pool in Brandon](https://www.expedia.ca/Brandon-Hotels-Hotel-With-Pool.0-0-d82420-tHotelwithPool.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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