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) ![](https://mediaim.expedia.com/destination/2/73ca020adaed7bfd75295c96145c874a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ann Sair # Find Hotels with a Pool in Middlebury, IN from CA $96 ![](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 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-07&endDate=2025-11-09&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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/f786ecfd.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) ### Hampton Inn & Suites Middlebury Middlebury 8.4/10 Very good (1003) "Great hotel, clean, great location , close to everything , would definitely recommend to others " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $133 CA $149 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/50aa982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Essenhaus Inn & Conference Center Middlebury 9.8/10 Exceptional (1004) "Wonderful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $137 CA $154 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.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) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/afc47d45.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/abc65e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Elkhart Elkhart 7.6/10 Good (1003) "Great stay and for a Great price .will come back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) juan CA $86 CA $96 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.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/12000000/11810000/11803600/11803570/41bc29a1.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 $164 CA $188 total includes taxes & fees Oct 26 - Oct 27 [](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) ![Porch](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/af9cc9f3.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 (1264) "Clean, convenient location, good breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grace CA $150 CA $172 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/14200/14142/63156162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14200/14142/bde01c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/14200/14142/3676c203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14200/14142/05a93ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Elkhart Elkhart 7.4/10 Good (1006) "Huge hotel, friendly staff, so convenient to have so many restaurants right next door. Would absolutely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $94 CA $105 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/South-Bend-Hotels-Baymont-By-Wyndham-Elkhart.h14142.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) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/117500/117409/6cca4f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king study sofabed non smoking](https://images.trvl-media.com/lodging/1000000/120000/117500/117409/426d587c.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 (368) "Comfortable clean, great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $148 CA $157 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kalamazoo-Hotels-Hampton-Inn-Sturgis.h117409.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/90000/84400/84390/4d74bc70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84400/84390/d4c812b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/90000/84400/84390/aecb93d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/90000/84400/84390/9ccf2cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Goshen by IHG Goshen 8.0/10 Very good (604) "Great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $123 CA $138 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/South-Bend-Hotels-Holiday-Inn-Express-Hotel-Suites-Goshen.h84390.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/560000/554100/554054/102fec20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/560000/554100/554054/547954c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/560000/554100/554054/c343e12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/560000/554100/554054/0684cf97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Elkhart North Elkhart 8.6/10 Excellent (461) "The room king suite was spacious & clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $94 CA $105 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/South-Bend-Hotels-Comfort-Suites-North.h554054.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) ![Porch](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/007e0950.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) ![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) "Great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam CA $114 CA $149 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Warsaw-Hotels-Brook-Pointe-Inn.h5765762.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=2025-11-08&endDate=2025-11-09®ionId=69064&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Hampton Inn & Suites Middlebury](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg) ### Hampton Inn & Suites Middlebury 10/10 Excellent "It was good " [](https://expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Amish Inn](//images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/4a15a96b_y.jpg) ### Amish Inn 10/10 Excellent "We asked for a 1 hour late checkout due to a medical procedure in South Bend that day. They were very nice and gave permission." [](https://expedia.ca/South-Bend-Hotels-Amish-Inn.h2461788.Hotel-Information) ![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, good customer service! " [](https://expedia.ca/South-Bend-Hotels-Microtel-Inn-Suites-By-Wyndham-Elkhart.h2463257.Hotel-Information) ![Van Buren Hotel](//images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411_y.jpg) ### Van Buren Hotel 10/10 Excellent "Everything was great recommend it to anyone it was very nice and clean thank you" [](https://expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.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 "Great location to Blue Gate theatre. The breakfast was great with multiple options for gluten free." [](https://expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.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 "Wonderful place to stay!" [](https://expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ![CountrySide Inn](//images.trvl-media.com/lodging/3000000/2470000/2461800/2461789/21e4c76d_y.jpg) ### CountrySide Inn 10/10 Excellent "This is a quaint place to stay with sweet farm charm all around. The carpet in the hall is stained but otherwise the whole place was very clean and comfortable from the front lobby to the rooms." [](https://expedia.ca/South-Bend-Hotels-CountrySide-Inn.h2461789.Hotel-Information) ![Comfort Suites Elkhart South](//images.trvl-media.com/lodging/2000000/1770000/1770000/1769957/8433c964_y.jpg) ### Comfort Suites Elkhart South 10/10 Excellent "This was probably the nicest Comfort Suites that we ever stayed in. The rooms were large and clean. The bathroom was modern and clean." [](https://expedia.ca/South-Bend-Hotels-Comfort-Suites-South.h1769957.Hotel-Information) ![Comfort Inn Goshen](//images.trvl-media.com/lodging/5000000/4020000/4011000/4010964/1ebe31e5_y.jpg) ### Comfort Inn Goshen 10/10 Excellent "A good place to stay adequate breakfast." [](https://expedia.ca/South-Bend-Hotels-Comfort-Inn.h4010964.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. [Solar powered-Charming 1-Bedroom in Middlebury-Breakfast Available On Request](https://www.expedia.ca/Middlebury-Hotels-Charming-1-Bedroom-Bed-Breakfast-Upon-Request-In-Middlebury.h112016378.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [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 daily, a seasonal outdoor pool, and free self parking. [Van Buren Hotel](https://www.expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information): Offers buffet, an indoor pool, and free self parking. ### 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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