Title: Book the Best Hotels with POOL in Middlebury in 2026 | 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 ![](https://images.trvl-media.com/place/69064/8cb5c9f7-7aa4-45a7-bace-f5dc7c7d3ce6.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 [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 8 - Feb 9](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-02-08&endDate=2026-02-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlebury hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/bef135b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/f4a919a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/e4884a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/eb61a233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Essenhaus Inn & Conference Center [](https://www.expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information) Middlebury 9.8/10 Exceptional (1,000 reviews) - Splash into family fun at this Amish country retreat with a sparkling indoor pool. [](https://www.expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/978fd874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/92a19fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two queen studio suite. | Private kitchen](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/8d12e734.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 [](https://www.expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) Middlebury 8.4/10 Very good (1,003 reviews) - Take a plunge in the year-round indoor pool at this cozy Vermont hotel for a refreshing mountain escape. CA $150 CA $168 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.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) ![Lobby lounge](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/12192b7a.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) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/d13e7ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gate Garden Inn [](https://www.expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) Shipshewana 9.6/10 Exceptional (1,447 reviews) - Dive into serene poolside bliss with indoor aquatic escapes and soothing hot tub bubbles. [](https://www.expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.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/e5f0311b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/536458e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/f8871048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Elkhart [](https://www.expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information) Elkhart 7.6/10 Good (1,007 reviews) - Splash into relaxation at this pet-friendly hotel, featuring a serene indoor pool for year-round aquatic escape. CA $95 CA $107 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.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/1000000/120000/117500/117409/5721a5cc.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/1000000/120000/117500/117409/0e474f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Sturgis-Lagrange Area [](https://www.expedia.ca/Kalamazoo-Hotels-Hampton-Inn-Sturgis.h117409.Hotel-Information) Sturgis 8.4/10 Very good (378 reviews) - Splash into comfort at this downtown hotel's indoor pool and well-appointed fitness centre. CA $145 CA $153 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Kalamazoo-Hotels-Hampton-Inn-Sturgis.h117409.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/102d0c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/5f0e0d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/5a33a9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/92fe5428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Howe by IHG [](https://www.expedia.ca/Howe-Hotels-Holiday-Inn-Express-Howe.h202325.Hotel-Information) Howe 9.0/10 Wonderful (607 reviews) - Splash into serenity at this hotel's indoor aquatic sanctuary with year-round swimming and fitness options. CA $145 CA $167 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Howe-Hotels-Holiday-Inn-Express-Howe.h202325.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/09e8cfa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/451f3f94.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/a9dca961.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) ### Van Buren Hotel [](https://www.expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) Shipshewana 9.2/10 Wonderful (1,356 reviews) - Splash into an indoor aquatic retreat where relaxation flows, just steps from shopping destinations. [](https://www.expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34760000/34754500/34754419/3bb7bcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/35000000/34760000/34754500/34754419/5299feb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34760000/34754500/34754419/849730f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34760000/34754500/34754419/8d7d6916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Goshen [](https://www.expedia.ca/South-Bend-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen.h34754419.Hotel-Information) Goshen 9.0/10 Wonderful (382 reviews) - Splash into relaxation at this hotel's indoor pool, open all day with fitness options nearby. CA $146 CA $164 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/South-Bend-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen.h34754419.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) ![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/c848266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/990000/981000/980943/680e8dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Howe Inn [](https://www.expedia.ca/Howe-Hotels-Best-Western-Plus-Howe-Inn.h980943.Hotel-Information) Howe 9.0/10 Wonderful (942 reviews) - Serene indoor swimming at the heart of a countryside hotel with fitness amenities. CA $136 CA $156 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Howe-Hotels-Best-Western-Plus-Howe-Inn.h980943.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/43076c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/a41aeb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/2be598c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room (2 Queen Beds and 1 Sofa Bed)](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/2176e280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmstead Inn & Conference Center [](https://www.expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) Shipshewana 9.6/10 Exceptional (1,002 reviews) - Dreamy indoor pool retreat in the heart of shopping district with separate kids' splash area. [](https://www.expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.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=2026-02-22&endDate=2026-02-23®ionId=69064&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Middlebury Breakfast included Hot tub 4 stars Ocean view 5 stars ## Top Middlebury Hotel Reviews ![Hampton Inn & Suites Middlebury](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg) ### Hampton Inn & Suites Middlebury 10/10 Excellent "Check in, quick & efficient. Our room was good, bed very comfortable. Breakfast was very good for a “hotel” breakfast with a few options. Easy checkout too!" [](https://expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Blue Gate Garden Inn](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c721d5a1_y.jpg) ### Blue Gate Garden Inn 10/10 Excellent "Clean and fun place" [](https://expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ![Staybridge Suites Elkhart by IHG](https://images.trvl-media.com/lodging/1000000/130000/123900/123892/6aa63dde_y.jpg) ### Staybridge Suites Elkhart by IHG 10/10 Excellent "The room was spacious! Shower was great!! Breakfast was amazing! If I had to offer improvements it would be to update the coffee pot in the room… it worked but it was old and missing the top to the carafe. Also the closet was missing a door. The tv didn’t have any channel information in the guide nor in the room. So we shut it off! The indoor pool was clean and warm!! And every staff member we encountered was cheerful and friendly!" [](https://expedia.ca/South-Bend-Hotels-Staybridge-Suites-Elkhart.h123892.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Elkhart](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837_y.jpg) ### La Quinta Inn & Suites by Wyndham Elkhart 10/10 Excellent "Excellent room Excellent staff" [](https://expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information) ![Microtel Inn & Suites by Wyndham Elkhart](https://images.trvl-media.com/lodging/3000000/2470000/2463300/2463257/e46af1ba_y.jpg) ### Microtel Inn & Suites by Wyndham Elkhart 10/10 Excellent "nice place" [](https://expedia.ca/South-Bend-Hotels-Microtel-Inn-Suites-By-Wyndham-Elkhart.h2463257.Hotel-Information) ![Best Western Inn](https://images.trvl-media.com/lodging/1000000/30000/23800/23715/ef965b65_y.jpg) ### Best Western Inn 10/10 Excellent "The room was nice and clean. The staff was very nice. Great place for an inexpensive over night stay. " [](https://expedia.ca/South-Bend-Hotels-Best-Western-Inn.h23715.Hotel-Information) ![Van Buren Hotel](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411_y.jpg) ### Van Buren Hotel 10/10 Excellent "Very clean. The staff was very friendly and helpful. We couldn’t get our grand children out of the pool best time. Breakfast was wonderful too. " [](https://expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Comfort Suites Elkhart South](https://images.trvl-media.com/lodging/2000000/1770000/1770000/1769957/8433c964_y.jpg) ### Comfort Suites Elkhart South 10/10 Excellent "Great stay" [](https://expedia.ca/South-Bend-Hotels-Comfort-Suites-South.h1769957.Hotel-Information) ![Farmstead Inn & Conference Center](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/9ec530b9_y.jpg) ### Farmstead Inn & Conference Center 10/10 Excellent "Spacious room, very clean, very pleasant and helpful staff, good breakfast. It was in off season so there were not very many people in the hotel, so they did not serve buffet style. However, we submitted our menu and the time we wanted to eat breakfast and it was hot and ready for us." [](https://expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ## Frequently asked questions ### What are some hotels 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 - Other - More ways to book - [Hotels near Blue Gate Performing Arts Center ](https://www.expedia.ca/Blue-Gate-Performing-Arts-Center-Hotels.0-l692264073517436928-0.Travel-Guide-Filter-Hotels) - [Hotels near Blue Gate Theater ](https://www.expedia.ca/Blue-Gate-Theater-Hotels.0-l553248621532658994-0.Travel-Guide-Filter-Hotels) - [B&B in Bristol ](https://www.expedia.ca/Bristol-Bed-And-Breakfast.d3000435803-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bristol ](https://www.expedia.ca/Bristol-Chalets.d3000435803-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Bristol ](https://www.expedia.ca/Bristol-Hotels-Cheap-Hotels.0-0-d3000435803-tCheapHotels.Travel-Guide-Filter-Hotels) - 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