Title: Book the Best Hotels with INDOOR POOL in Chester Depot in 2025 | Expedia.ca [Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Depot Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Depot.d553248635976384383.Car-Rental-Guide)[Chester Depot Vacations](https://expedia.ca/Chester-Depot.d553248635976384383.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with an Indoor Pool in Chester Depot, VT from CA $200 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Chester Depot Hotels with an Indoor Pool Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Depot Hotels with an Indoor Pool ![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/ac65fd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/c828df52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel Springfield 8.8/10 Excellent (788) "Great and quiet place to stay overnight with kids. Big pool and good breakfast. " CA $225 CA $247 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/a736e5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort Cavendish 8.8/10 Excellent (899) "It was a beautiful place " CA $175 CA $200 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/978b1784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/501f4323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG Brownsville 9.0/10 Wonderful (757) "It is Good place to stay. We enjoyed our stay here." CA $236 CA $276 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/d6e454fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/9f792a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson Gore Village Jackson Gore Base Area 8.6/10 Excellent (783) "This place is amazing!!! We wish we could stay for a week!" CA $244 CA $297 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31550a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snow and ski sports](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/1e2b3992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/a16eeef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Trail House at Stratton Mountain Resort Stratton 8.6/10 Excellent (74) "Nice, clean room in prime location" CA $443 CA $551 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/73348812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/dc8751a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/916d5cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/7cb29799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely ski-in/out condo steps from ski lift with trails and amazing views Stratton 8.4/10 Very good (25) "We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great." CA $114 CA $399 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/5df4ccf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.8/10 Exceptional (18) "Easy booking, clean home, great location and the owner very easy to get in touch with." CA $235 CA $877 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/e50a37f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/140c14c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6b78a6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6c6e04a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming mountain retreat with pool, fire pit, glamping loft, and endless views Weston 9.8/10 Exceptional (7) "Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a... CA $955 CA $1,490 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Weston-Hotels-Charming-Ski-House-With-Heated-Plunge-Pool-In-Peaceful-Weston.h113421884.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/626fc277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/31bb0c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/2d0018d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/0e44f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE! Jamaica 9.8/10 Exceptional (27) "EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)." CA $328 CA $987 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/b613b883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/1cbbd1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/8b7d2e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/77eb5362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious. Okemo Village 10/10 Exceptional (12) "The condo is great for ski in ski out" CA $556 CA $1,034 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Ludlow-Hotels-OKEMO-WINTERPLACE-Best-Location.h96869045.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=2025-10-21&endDate=2025-10-22®ionId=553248635976384383&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Depot Hotel Reviews ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "We checked in and it went great. The staff was very friendly and accommodating at the front desk. We went to the restaurant for dinner around seven and were unable to be seated being told. It would be 835, we were good with that and waited at the bar. We never received a call. We followed up a couple of times with the hostess and ultimately ordered takeout from the bar.… jimmy at the bar was very helpful in getting our order in and out to us before the kitchen closed, which was in less than 10 minutes . We got we got to the room and first appearance It looked great until we retired for the night and the are bedding still had stain from previous use. Ultimately there has been some great and some really not so great experience – we’ll see what tomorrow brings.. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Well appointed room." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "Wonderful accommodation " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Best Western Springfield Hotel](//images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Great and quiet place to stay overnight with kids. Big pool and good breakfast. " [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Winterplace at Okemo](//images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/64a51502_y.jpg) ### Winterplace at Okemo 10/10 Excellent "I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place " [](https://expedia.ca/Ludlow-Hotels-Winterplace-At-Okemo.h12522689.Hotel-Information) ## Frequently asked questions ### What is there to do in Chester Depot? > After a few relaxing laps in the swimming pool, head out and visit some of the noteworthy attractions in and around Chester Depot. Consider a trip to DaVallia Art & Accents and Bonnie's Bundles Dolls. ### Why should I choose a hotel with an indoor pool for my stay in Chester Depot? > An accommodation with an indoor pool area is ideal for a trip to Chester Depot at any time of year, as it provides a nice way to spend the morning should the weather turn. 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