Title: Book the Best Hotels with POOL in Middlebury in 2026 | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d8852.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d8852.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d8852.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d8852.Destination-Travel-Guides) ![Riverfront walk with views of Middelbury Falls](https://images.trvl-media.com/place/8852/2867e1dd-f148-47aa-bf00-bdf3fe337574.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by David Alpert # Find Hotels with a Pool in Middlebury, VT from CA $271 - ![](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 Middlebury Hotels with a Pool Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-12-09&endDate=2025-12-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlebury 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) ![The Jewel | Living area](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4.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 $449 CA $489 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209733/160bdd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209733/695b69f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209733/4754fc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209733/bf60516d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful brand new cabin one minute from Sugarbush Resort Warren 10/10 Exceptional (15) "We had a great time - pool and hot tub were a blast for the kids! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila Dillon W. [](https://www.expedia.ca/Warren-Hotels-Beautiful-Brand-New-Cabin-One-Minute-From-Sugarbush-Resort.h68209733.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/10774404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/7b82dcc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/3aca521c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/0a4d76ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing Warren 8.8/10 Excellent (15) "We travel to the area every year for the VT Gran Fondo and love staying at bridges. The amenities are wonderful for families." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LILIA R. CA $89 CA $462 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Warren-Hotels-Mountain-View-Condo-With-Fireplace.h90304524.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/bae737cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/06efc5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/738c3ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/f805d829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with mountain view, seasonal pool Warren 8.4/10 Very good (28) "Clean and confortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) debra CA $107 CA $395 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Warren-Hotels-Ski-Inski-Out-Condo-With-Mountain-View.h75739191.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/251f89f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/3a453f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/24bc404b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/cdea8f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort Moretown 10/10 Exceptional (15) "Very nice property with lots of amenities, convenient location, and excellent communication with host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CAROLYN M. [](https://www.expedia.ca/Moretown-Hotels-Beautiful-Home-With-Views-And-A-Hot-Tub-10-Minutes-From-Sugarbush-Resort.h68209737.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209756/9b664367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209756/661b8352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209756/5c06e339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209756/09ca3937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely cabin nestled in the woods one minute from Sugarbush Resort Warren 9.8/10 Exceptional (21) "Great dog freindly cabin. Love the hot tub! Just as good as the first time," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack G. [](https://www.expedia.ca/Warren-Hotels-Lovely-Cabin-Nestled-In-The-Woods-One-Minute-From-Sugarbush-Resort.h68209756.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/ea50e2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/120e6988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/dee4e538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/e1c10dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony Warren 8.4/10 Very good (74) "Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine P. CA $73 CA $271 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Warren-Hotels-Lovely-Condo-Near-Skiing-With-3-Pools.h21692999.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/ee5bc73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/87c0d71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/a70fab3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/305ac0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush East Warren 9.8/10 Exceptional (14) "We had a wonderful time and the place was great. We found everything we needed easily and loved the charm of the place. Perfect spot for a ski vacation just a few min from sugarbush and mad river." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John B. [](https://www.expedia.ca/Warren-Hotels-Hand-Crafted-Post-And-Beam-Home-With-Mountain-Views-Minutes-From-Sugarbush.h72597453.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209739/6b38a59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209739/0b400b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209739/bb60b7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209739/52f115b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cabin located one minute from the base of Sugarbush Resort Warren 9.2/10 Wonderful (26) "Great little cabin perfect for everything I needed. definitely will stay again.. very peaceful, great place unwind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael R. [](https://www.expedia.ca/Warren-Hotels-Charming-Cabin-Located-One-Minute-From-The-Base-Of-Sugarbush-Resort.h68209739.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/7fd070d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/52bdf20f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/82369e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/fbb93ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridges Resort Warren 8.2/10 Very good (16) "Great condo and excellent proximity to sugarbush. 10/10 would rent again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse CA $212 CA $282 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Warren-Hotels-Bridges-Resort.h100902878.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=2025-12-23&endDate=2025-12-24®ionId=8852&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Courtyard Middlebury](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg) ### Courtyard Middlebury 10/10 Excellent "Very comfortable bed. Clean room" [](https://expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information) ![Best Western Plus Ticonderoga Inn & Suites](https://images.trvl-media.com/lodging/3000000/2080000/2078400/2078398/564a6dd2_y.jpg) ### Best Western Plus Ticonderoga Inn & Suites 10/10 Excellent "Very nice. Everything was excellent." [](https://expedia.ca/Lake-George-Hotels-Best-Western-Plus-Ticonderoga-Inn-Suites.h2078398.Hotel-Information) ![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) ## Frequently asked questions ### What are some accommodations with pools in Middlebury? ### What is there to see and do in Middlebury? ### When is the best time to book a hotel with a pool in Middlebury? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Middlebury - Warren ](https://www.expedia.ca/5Star-Middlebury-Warren-Hotels.s50-0-d6057392.Travel-Guide-Filter-Hotels) - [B&B in Addison ](https://www.expedia.ca/Addison-Bed-And-Breakfast.d3000422555-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Addison ](https://www.expedia.ca/Addison-Chalets.d3000422555-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Addison ](https://www.expedia.ca/Addison-Guest-Houses.d3000422555-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Addison ](https://www.expedia.ca/Addison-Hotels-Cheap-Hotels.0-0-d3000422555-tCheapHotels.Travel-Guide-Filter-Hotels) - 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