Title: Book the Best Hotels with POOL in Middlebury in 2025 | 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) ![Northern Vermont showing signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94833-Otter-Creek-Brewery.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Middlebury, VT from CA $172 ![](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 [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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 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) ![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) ### The Mountain Top Inn & Resort Chittenden 9.0/10 Wonderful (93) "We had a great time! Gorgeous view and everybody was super friendly and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $413 CA $450 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/22000000/21650000/21648500/21648497/8b5d6e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/22000000/21650000/21648500/21648497/46e6cdbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/22000000/21650000/21648500/21648497/39f22749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21650000/21648500/21648497/f01fbbea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes Warren 9.4/10 Exceptional (37) "We loved everything about the rental! Great view and easy to access." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Macy F. CA $90 CA $513 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Warren-Hotels-Welcoming-Condo-With-Shared-Pools.h21648497.Hotel-Information) ![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/25000000/24920000/24918600/24918514/ae460587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/25000000/24920000/24918600/24918514/be69d181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/25000000/24920000/24918600/24918514/d0d51fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | BBQ/picnic area](https://images.trvl-media.com/lodging/25000000/24920000/24918600/24918514/92e3e68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 14 Snowside 2 Bedroom Condo by RedAwning Mount Ellen Base Area 10/10 Exceptional (1) CA $213 CA $1,016 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Waitsfield-Hotels-14-Snowside-2-Bedroom-Condo.h24918514.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/5aae86a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/69209bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/0a464c94.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 Brandon 8.6/10 Excellent (549) "Quaint hotel…..love the history " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $156 CA $172 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.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/fbb93ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms (Standard) | Private kitchen](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/63c580c2.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) ### Bridges Resort Warren 8.2/10 Very good (15) "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 $214 CA $285 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Warren-Hotels-Bridges-Resort.h100902878.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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/0a4d76ab.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) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304524/7b82dcc1.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 $90 CA $467 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Warren-Hotels-Mountain-View-Condo-With-Fireplace.h90304524.Hotel-Information) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/8f2185d5.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) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/4742d470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72600000/72597500/72597453/a75c1087.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) ![Pool](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/74f05a86.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) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/31ec6223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78890000/78883100/78883088/2d42a807.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 Warren 9.2/10 Wonderful (17) "Clean room, beautiful view, close to dinning, hiking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lubomira CA $74 CA $356 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Warren-Hotels-Ski-Inski-Out-Condo-Near-The-Slopes-With-Pool.h78883088.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21693000/21692999/45936388.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 (73) "A perfect family gateaway! It is very suitable for a family trip, with beautiful scenery and excellent facilities and amenities. Kids enjoyed swimming very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee H CA $74 CA $275 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Warren-Hotels-Lovely-Condo-Near-Skiing-With-3-Pools.h21692999.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) ![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) ![Interior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209739/0b400b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209739/cf5ab29d.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 (25) "My friend and I had a great time. It is a tiny place, but it is cozy with everything you could need or ask for. Colin is very responsive. Absolutely will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zackary G. [](https://www.expedia.ca/Warren-Hotels-Charming-Cabin-Located-One-Minute-From-The-Base-Of-Sugarbush-Resort.h68209739.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=2025-11-07&endDate=2025-11-08®ionId=8852&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Basin Harbor](//images.trvl-media.com/lodging/1000000/130000/124900/124851/bd36507f_y.jpg) ### Basin Harbor 10/10 Excellent "Beautiful location, quiet and peaceful weekend getaway. Will definitely be back!!! " [](https://expedia.ca/Burlington-Hotels-Basin-Harbor.h124851.Hotel-Information) ![Courtyard Middlebury](//images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg) ### Courtyard Middlebury 10/10 Excellent "Everything was clean and quiet. There were 2 negatives. One was that it was not possible to walk from the second floor to the lobby - had to take elevator. Second negative that absolutely no refreshments were provided without charge - at other inns where I stay, coffee and water are available free of charge. At most of them, some sort of breakfast is provided. Nothing free here!" [](https://expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information) ![Best Western Plus Ticonderoga Inn & Suites](//images.trvl-media.com/lodging/3000000/2080000/2078400/2078398/564a6dd2_y.jpg) ### Best Western Plus Ticonderoga Inn & Suites 10/10 Excellent "Hotel was clean. Beds were comfortable. Breakfast was surprisingly good with multiple options. We had dinner at the restaurant right on site. This hotel is on a quiet street and is close to Ticonderoga attractions. We would stay there again. " [](https://expedia.ca/Lake-George-Hotels-Best-Western-Plus-Ticonderoga-Inn-Suites.h2078398.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Middlebury? > [Middlebury Inn](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information): Provides a private beach, a seasonal outdoor pool, and daily. [Courtyard Middlebury](https://www.expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information): Features a snack bar/deli, a seasonal outdoor pool, and daily. [Lake Bomoseen Lodge](https://www.expedia.ca/Bomoseen-Hotels-Lake-Bomoseen-Lodge.h21223495.Hotel-Information): Hotel located near Lake George. Features daily, an indoor pool, and complimentary wired internet access. [Brandon Inn](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information): Condo resort, 12-minute walk from Sugarbush Ski Resort. Features a seasonal outdoor pool, an indoor pool, and 10 outdoor tennis courts. [Cozy Loft for two with Hot Tub & Mtn Views](https://www.expedia.ca/Granville-Hotels-Romantic-Loft-With-Hot-Tub.h59784421.Hotel-Information): Offers 3 restaurants, an outdoor pool, and 5 outdoor tennis courts. ### What is there to see and do in Middlebury? > Make a point to visit attractions like Green Mountain National Forest and Danforth Pewter. Discover sights such as Pulp Mill Covered Bridge, Otter Creek Brewing, and UVM Morgan Horse Farm during your stay. The restaurants and historic landmarks are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Middlebury? > Taking into account the local weather in Middlebury 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 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Middlebury are January, March, February, and December, with each month seeing an average of 10 inches of snowfall. ## 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) - [Addison Hotels](https://www.expedia.ca/Addison-Hotels.d3000422555.Travel-Guide-Hotels) - [Inns in Addison](https://www.expedia.ca/Addison-Inns.d3000422555-aaInns.Travel-Guide-Accommodation) - 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