Title: The Best Hotels with a Pool in Middlebury from $90 in 2026 | Expedia.com [Middlebury Travel Guide](https://expedia.com/Middlebury.dx69064)[Hotels in Middlebury](https://expedia.com/Middlebury-Hotels.d69064.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.com/Middlebury-Vacation-Rentals.d69064.Travel-Guide-VacationRentals)[Flights to Middlebury](https://expedia.com/Cheap-Flights-To-Middlebury.d69064.Travel-Guide-Flights)[Car Rentals in Middlebury](https://expedia.com/Car-Rentals-In-Middlebury.d69064.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=69064&startDate=2026-03-13&endDate=2026-03-15&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) ![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) ![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) ### Essenhaus Inn & Conference Center [](https://www.expedia.com/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information) Middlebury 9.6/10 Exceptional (1,004 reviews) - Splash into family fun at this Amish country retreat with a sparkling indoor pool. $109 nightly $122 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/f786ecfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking | In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](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 | Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/8d12e734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Middlebury [](https://www.expedia.com/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) Middlebury 8.4/10 Very Good (1,005 reviews) - Take a plunge in the year-round indoor pool at this cozy Vermont hotel for a refreshing mountain escape. $110 nightly $123 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/f18aac47.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) ### Blue Gate Garden Inn [](https://www.expedia.com/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) Shipshewana 9.6/10 Exceptional (1,456 reviews) - Dive into serene poolside bliss with indoor aquatic escapes and soothing hot tub bubbles. $120 nightly $138 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.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) ![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) ![1 King Whirlpool | Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](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/5000000/4290000/4287400/4287363/451f3f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Van Buren Hotel [](https://www.expedia.com/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) Shipshewana 9.2/10 Wonderful (1,360 reviews) - Splash into an indoor aquatic retreat where relaxation flows, just steps from shopping destinations. $119 nightly $137 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/84f14fd8.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) ### Holiday Inn Express Howe by IHG [](https://www.expedia.com/Howe-Hotels-Holiday-Inn-Express-Howe.h202325.Hotel-Information) Howe 9.0/10 Wonderful (614 reviews) - Splash into serenity at this hotel's indoor aquatic sanctuary with year-round swimming and fitness options. $106 nightly $122 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/Howe-Hotels-Holiday-Inn-Express-Howe.h202325.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/559637f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/02344b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/b0678a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/39d2ed52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cassopolis Cabin, Little Fish Lake On-site! [](https://www.expedia.com/Cassopolis-Hotels-Cassopolis-Cabin.h93546337.Hotel-Information) Cassopolis $250 nightly $265 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Cassopolis-Hotels-Cassopolis-Cabin.h93546337.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/981000/980943/16f2db9a.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) ### Best Western Plus Howe Inn [](https://www.expedia.com/Howe-Hotels-Best-Western-Plus-Howe-Inn.h980943.Hotel-Information) Howe 9.0/10 Wonderful (952 reviews) - Serene indoor swimming at the heart of a countryside hotel with fitness amenities. $94 nightly $108 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Howe-Hotels-Best-Western-Plus-Howe-Inn.h980943.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) ![Lobby](https://images.trvl-media.com/lodging/35000000/34760000/34754500/34754419/8d7d6916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/35000000/34760000/34754500/34754419/51a0085d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Goshen [](https://www.expedia.com/South-Bend-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen.h34754419.Hotel-Information) Goshen 9.0/10 Wonderful (387 reviews) - Splash into relaxation at this hotel's indoor pool, open all day with fitness options nearby. $107 nightly $120 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/South-Bend-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen.h34754419.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) ![Porch](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/2be598c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/1ceecaba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room (2 Queen Beds and 1 Sofa Bed) | Iron/ironing board, cribs/infant beds, rollaway beds, free WiFi](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.com/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) Shipshewana 9.6/10 Exceptional (1,001 reviews) - Dreamy indoor pool retreat in the heart of shopping district with separate kids' splash area. $125 nightly $144 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/bb976ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/095120f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ground Floor | Pillowtop beds, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/0143c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/8da1f229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amish Inn [](https://www.expedia.com/South-Bend-Hotels-Amish-Inn.h2461788.Hotel-Information) Nappanee 8.6/10 Excellent (415 reviews) - Splash into summer bliss at this Amish Country escape with a seasonal sun-soaked pool. $80 nightly $90 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/South-Bend-Hotels-Amish-Inn.h2461788.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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19®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 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_69064) ## Top Middlebury Hotel Reviews ![Van Buren Hotel](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/451f3f94_y.jpg) ### Van Buren Hotel 10/10 Excellent "Room was large and very clean. Staff all very nice. Breakfast was a very good contenential with eggs, sausage, and gravy, waffles and homemade jams." [](https://expedia.com/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Sleep Inn Elkhart North](https://images.trvl-media.com/lodging/1000000/430000/427400/427342/1c26c2be_y.jpg) ### Sleep Inn Elkhart North 10/10 Excellent "Safe was really" [](https://expedia.com/South-Bend-Hotels-Sleep-Inn.h427342.Hotel-Information) ![Best Western Inn](https://images.trvl-media.com/lodging/1000000/30000/23800/23715/ad8c82bc_y.jpg) ### Best Western Inn 10/10 Excellent "Yes it was" [](https://expedia.com/South-Bend-Hotels-Best-Western-Inn.h23715.Hotel-Information) ![Blue Gate Garden Inn](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/f18aac47_y.jpg) ### Blue Gate Garden Inn 10/10 Excellent "Everything was perfect" [](https://expedia.com/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ![Comfort Suites Elkhart South](https://images.trvl-media.com/lodging/2000000/1770000/1770000/1769957/7f978676_y.jpg) ### Comfort Suites Elkhart South 2/10 Terrible "Changed our original itinerary to this hotel due to it having a pool and hot tub. Hot tub was broken and pool was ice cold. Shower water didn't stay hot and the way the room was set up couldn't see the TV.. Very disappointed with this hotel. Had to go all the way down to the front desk just to get ice also. Not at all what I was expecting. " [](https://expedia.com/South-Bend-Hotels-Comfort-Suites-South.h1769957.Hotel-Information) ![Hampton Inn & Suites Middlebury](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg) ### Hampton Inn & Suites Middlebury 10/10 Excellent "Great" [](https://expedia.com/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Farmstead Inn & Conference Center](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/a41aeb13_y.jpg) ### Farmstead Inn & Conference Center 10/10 Excellent "Love!! Love!!" [](https://expedia.com/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ![The Garden Inn](https://images.trvl-media.com/lodging/1000000/20000/17900/17804/cd09c8de_y.jpg) ### The Garden Inn 2/10 Terrible "The temperature in the hotel was around 50 degrees. They had no heat in the hallways etc. The staff was not friendly at all or willing to help other than one girl who gave me blankets. The pillows on the bed were yellow and stained. They have been in there a long time. The shower head was terrible. The smell was gross. The pull out bed had mouse droppings on it as well as stains and old gross dust. The floor needed cleaned. It was overall a rough few days. " [](https://expedia.com/South-Bend-Hotels-The-Garden-Inn.h17804.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 - Vacation Rentals - [Hotels near Deutsch Kase Haus ](https://www.expedia.com/Deutsch-Kase-Haus-Hotels.0-l553248621532658987-0.Travel-Guide-Filter-Hotels) - [Hotels near Bonneyville Mill County Park ](https://www.expedia.com/Bonneyville-Mill-County-Park-Hotels.0-l553248621532658990-0.Travel-Guide-Filter-Hotels) - [Shipshewana Hotels ](https://www.expedia.com/Shipshewana-Hotels.d157707.Travel-Guide-Hotels) - [Hotels near Dutch Creek Farm Animal Park ](https://www.expedia.com/Dutch-Creek-Farm-Animal-Park-Hotels.0-l553248635976867222-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Shipshewana ](https://www.expedia.com/Shipshewana-Hotels-Pet-Friendly-Hotel.0-0-d157707-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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