Title: Book the Best Hotels with POOL in Middlebury in 2025 | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d69064.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d69064.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d69064.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d69064.Destination-Travel-Guides) ![Such a pretty setting. We didn’t eat or stay here but took the time to checkout the stores and bakery.](https://images.trvl-media.com/place/69064/8cb5c9f7-7aa4-45a7-bace-f5dc7c7d3ce6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ann Sair # Find Hotels with a Pool in Middlebury, IN from CA $111 - ![](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 [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-09&endDate=2025-11-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-10&endDate=2025-11-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlebury Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/978fd874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/c253f5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/f786ecfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Middlebury Middlebury 8.4/10 Very good (1002) "Clean, Staff friendly, convenient location, breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherry CA $139 CA $156 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/bef135b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/50aa982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom | Balcony view](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/0d80bc79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gallery Room, 2 Queen Beds](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/855ac8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Essenhaus Inn & Conference Center Middlebury 9.8/10 Exceptional (1001) "We love to stay here. Very clean, excellent staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill [](https://www.expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/e576c9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c0ddfa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/9000d631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/f18aac47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gate Garden Inn Shipshewana 9.6/10 Exceptional (1411) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana CA $139 CA $160 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/2a37a748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Whirlpool](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/cea06086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/eb5703cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Van Buren Hotel Shipshewana 9.2/10 Wonderful (1287) "Clean, quaint hotel. Very friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda [](https://www.expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/117500/117409/w2234h1498x0y2-56c98179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117500/117409/w2234h1372x0y128-8a27c2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/117500/117409/6cca4f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/117500/117409/b8561e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Sturgis-Lagrange Area Sturgis 8.4/10 Very good (375) "Great stay for a night or two" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Simon CA $145 CA $154 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Kalamazoo-Hotels-Hampton-Inn-Sturgis.h117409.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/990000/981000/980943/4dafa978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/981000/980943/c848266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/981000/980943/ac5f75e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/981000/980943/16f2db9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Howe Inn Howe 9.0/10 Wonderful (930) "We enjoyed our 2 night stay very much" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $140 CA $161 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Howe-Hotels-Best-Western-Plus-Howe-Inn.h980943.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/86e55956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/f8e159ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/007e0950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/977e6fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Pointe Inn Syracuse 8.4/10 Very good (403) "A very clean and quiet room. A lot of areas on the property to relax and enjoy the evening " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerome [](https://www.expedia.ca/Warsaw-Hotels-Brook-Pointe-Inn.h5765762.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/64082608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/abc65e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking (Mobility Accessible)](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/e791f20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Elkhart Elkhart 7.6/10 Good (1004) "Clean room, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria CA $99 CA $111 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/fe75e066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/564477fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/2a3751ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/aacb28d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Elkhart North by IHG Elkhart 9.4/10 Exceptional (909) "The price was phenomenal for a Notre Dame weekend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $128 CA $143 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/South-Bend-Hotels-Holiday-Inn-Express-Suites-Elkhart-North.h37900505.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151539/f0007058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151539/a1b85fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151539/432a0b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151539/c30383f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### avid Hotels Elkhart North by IHG Elkhart 9.2/10 Wonderful (316) "Excellent Hotel very friendly & helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $107 CA $120 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Elkhart-Hotels-Avid-Hotels-Elkhart-North.h96151539.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=2025-11-23&endDate=2025-11-24®ionId=69064&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Microtel Inn & Suites by Wyndham Elkhart](//images.trvl-media.com/lodging/3000000/2470000/2463300/2463257/e46af1ba_y.jpg) ### Microtel Inn & Suites by Wyndham Elkhart 10/10 Excellent "Clean room, comfortable beds, nice staff" [](https://expedia.ca/South-Bend-Hotels-Microtel-Inn-Suites-By-Wyndham-Elkhart.h2463257.Hotel-Information) ![Farmstead Inn & Conference Center](//images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/9ec530b9_y.jpg) ### Farmstead Inn & Conference Center 10/10 Excellent "All the above" [](https://expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ![Van Buren Hotel](//images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411_y.jpg) ### Van Buren Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Hampton Inn & Suites Middlebury](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg) ### Hampton Inn & Suites Middlebury 10/10 Excellent "Clean, Staff friendly, convenient location, breakfast " [](https://expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Staybridge Suites Elkhart by IHG](//images.trvl-media.com/lodging/1000000/130000/123900/123892/6aa63dde_y.jpg) ### Staybridge Suites Elkhart by IHG 10/10 Excellent "Courteous and helpful staff. Room was nicely appointed. Perfect for a long stay. " [](https://expedia.ca/South-Bend-Hotels-Staybridge-Suites-Elkhart.h123892.Hotel-Information) ![Amish Inn](//images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/4a15a96b_y.jpg) ### Amish Inn 10/10 Excellent "Everything was so clean" [](https://expedia.ca/South-Bend-Hotels-Amish-Inn.h2461788.Hotel-Information) ![Blue Gate Garden Inn](//images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c721d5a1_y.jpg) ### Blue Gate Garden Inn 10/10 Excellent "Clean room, easy check in, courteous staff." [](https://expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ![Comfort Inn Goshen](//images.trvl-media.com/lodging/5000000/4020000/4011000/4010964/1ebe31e5_y.jpg) ### Comfort Inn Goshen 10/10 Excellent "All good" [](https://expedia.ca/South-Bend-Hotels-Comfort-Inn.h4010964.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Elkhart](//images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837_y.jpg) ### La Quinta Inn & Suites by Wyndham Elkhart 10/10 Excellent "Convenient location off highway." [](https://expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Middlebury? > [Hampton Inn & Suites Middlebury](https://www.expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information): Features a snack bar/deli, an indoor pool, and buffet. [Essenhaus Inn & Conference Center](https://www.expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information): Offers daily, an indoor pool, and complimentary wired internet access. [Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury](https://www.expedia.ca/Middlebury-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h107587283.Hotel-Information): Features buffet, an indoor pool, and free self parking. [The Back Porch Haven Stay in Amish Country yet close to Notre Dame](https://www.expedia.ca/Middlebury-Hotels-The-Back-Porch-HavenStay-In-Amish-Country-Yet-Close-To-Notre-Dame.h96341575.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [HOT TUB | Beautiful Backyard Oasis|Newly Renovated](https://www.expedia.ca/Middlebury-Hotels-HOT-TUBBeauitifulBackyardOasisNewlyRenovated.h78436032.Hotel-Information): Offers a snack bar/deli, an indoor pool, and daily. ### What is there to see and do in Middlebury? > Make a point to visit attractions like Stone Lake and Deutsch Kase Haus. During your stay, check out sights such as Meadow Valley Golf Club, Hunter Lake, and Middlebury Public Library. You'll also discover lots of options for restaurants in Middlebury. ### When is the best time to book a hotel with a pool in Middlebury? > Taking into account the local weather in Middlebury is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. 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