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 ![](https://images.trvl-media.com/place/8852/2867e1dd-f148-47aa-bf00-bdf3fe337574.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 Middlebury Hotels with a Pool Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2026-01-24&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2026-01-25&endDate=2026-01-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlebury hotels with a pool ![Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/b264c864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Jewel | Living room](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/59b85dfc.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) ### The Mountain Top Inn & Resort [](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) Chittenden 9.0/10 Wonderful (101 reviews) "Room was comfy and clean. The view from the window was gorgeous. The whole resort was so quaint, warm and beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ping CA $356 CA $388 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/cdea8f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/92e77b47.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) ![TV](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209737/5cc808cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort [](https://www.expedia.ca/Moretown-Hotels-Beautiful-Home-With-Views-And-A-Hot-Tub-10-Minutes-From-Sugarbush-Resort.h68209737.Hotel-Information) Moretown 10/10 Exceptional (15 reviews) "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) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/292b0d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/f267bc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/869870f6.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 $162 CA $179 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/6e4f9fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/0ef3879e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/44c95994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing [](https://www.expedia.ca/Warren-Hotels-Mountain-View-Condo-With-Fireplace.h90304524.Hotel-Information) Warren 8.8/10 Excellent (15 reviews) "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 $114 CA $513 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Warren-Hotels-Mountain-View-Condo-With-Fireplace.h90304524.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/c07b50bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/c6a4aa03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/e77262cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/30a2508a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio [](https://www.expedia.ca/Warren-Hotels-Ski-Inski-Out-Condo-Near-The-Slopes-With-Pool.h78883088.Hotel-Information) Warren 9.2/10 Wonderful (18 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan M. CA $181 CA $551 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Warren-Hotels-Ski-Inski-Out-Condo-Near-The-Slopes-With-Pool.h78883088.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/f419fb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/d86ef278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/9248d6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (Deluxe) | View from room](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/62387c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridges Resort [](https://www.expedia.ca/Warren-Hotels-Bridges-Resort.h100902878.Hotel-Information) Warren 8.2/10 Very good (16 reviews) "The stay at Bridges Resort was great. It was a very nice place to unwind and relax. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timeka CA $240 CA $319 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Warren-Hotels-Bridges-Resort.h100902878.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/f1b3243c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video library](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/7ed6f1e8.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) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75740000/75739200/75739191/738c3ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with mountain view, seasonal pool [](https://www.expedia.ca/Warren-Hotels-Ski-Inski-Out-Condo-With-Mountain-View.h75739191.Hotel-Information) Warren 8.4/10 Very good (30 reviews) "Easy to get in and parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard H. CA $114 CA $486 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Warren-Hotels-Ski-Inski-Out-Condo-With-Mountain-View.h75739191.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/8a98fb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/98414101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/c084ab74.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) ### Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony [](https://www.expedia.ca/Warren-Hotels-Lovely-Condo-Near-Skiing-With-3-Pools.h21692999.Hotel-Information) Warren 8.4/10 Very good (74 reviews) "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 $86 CA $298 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Warren-Hotels-Lovely-Condo-Near-Skiing-With-3-Pools.h21692999.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/87c0d71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/77ba17e8.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/73000000/72600000/72597500/72597453/137fd3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush [](https://www.expedia.ca/Warren-Hotels-Hand-Crafted-Post-And-Beam-Home-With-Mountain-Views-Minutes-From-Sugarbush.h72597453.Hotel-Information) East Warren 9.8/10 Exceptional (15 reviews) "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/22000000/21700000/21699000/21698945/dcdbd6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/22000000/21700000/21699000/21698945/e2e3a1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21699000/21698945/9c78b77c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/22000000/21700000/21699000/21698945/c7380cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alpine escape with 3 pools, hot tub, tennis & gym - fireplace, balcony & W/D [](https://www.expedia.ca/Warren-Hotels-Alpine-Escape-With-3-Pools.h21698945.Hotel-Information) Warren 8.8/10 Excellent (37 reviews) "We enjoyed our stay in Warren tremendously. The property has a lot to do (pools, tennis courts, gym, etc), and was a lot of fun for the whole family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel G. CA $227 CA $640 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Warren-Hotels-Alpine-Escape-With-3-Pools.h21698945.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=2026-02-07&endDate=2026-02-08®ionId=8852&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury 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 "Wonderful staff, fabulous food, lovely setting! We had a wonderful stay at the Inn over the holidays! Daughter and I had a Spa treatment as well. I also lost a hat on property, the housekeeping staff found it and the Inn mailed it back! 10/10 would recommend!" [](https://expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.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 "Clean roo.s, great staff and a good breakfast" [](https://expedia.ca/Lake-George-Hotels-Best-Western-Plus-Ticonderoga-Inn-Suites.h2078398.Hotel-Information) ![Courtyard Middlebury](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg) ### Courtyard Middlebury 10/10 Excellent "Cozy clean and confortable 👍" [](https://expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.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 - 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