Title: Book the Best Hotels with POOL in Castlewood in 2026 | Expedia.ca [Hotels in Castlewood](https://expedia.ca/Castlewood-Hotels.d553248634983573785.Travel-Guide-Hotels)[Vacation Rentals in Castlewood](https://expedia.ca/Castlewood-Vacation-Rentals.d553248634983573785.Travel-Guide-VacationRentals)[Castlewood Car Rentals](https://expedia.ca/Car-Rentals-In-Castlewood.d553248634983573785.Car-Rental-Guide)[Castlewood Vacation Packages](https://expedia.ca/Castlewood.d553248634983573785.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Castlewood, SD from CA $90 - ![](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 Castlewood Hotels with a Pool Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248634983573785&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248634983573785&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634983573785&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634983573785&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Castlewood hotels with a pool ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/2700/2672/c0419188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2700/2672/721dadf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/2700/2672/fdd110b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/2700/2672/75e2acae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Watertown [](https://www.expedia.ca/Watertown-Hotels-Days-Inn-By-Wyndham-Watertown.h2672.Hotel-Information) Watertown 8.4/10 Very good (970) "Perfect stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $81 CA $90 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Watertown-Hotels-Days-Inn-By-Wyndham-Watertown.h2672.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060692/2843b3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060692/1a1f437c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cribs/infant beds, rollaway beds, Internet, bed sheets](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060692/c730ae78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060692/b069058d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn & Suites Clear Lake [](https://www.expedia.ca/Clear-Lake-Hotels-Americas-Best-Value-Inn-Suites-Clear-Lake.h1060692.Hotel-Information) Clear Lake 8.0/10 Very good (188) "Great little place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dallas CA $103 CA $112 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Clear-Lake-Hotels-Americas-Best-Value-Inn-Suites-Clear-Lake.h1060692.Hotel-Information) ![Indoor pool, open 7 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/897400/897318/f8b4a964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/900000/897400/897318/756f31a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897400/897318/7081306c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/897400/897318/5cc487ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Watertown Inn and Suites [](https://www.expedia.ca/Watertown-Hotels-SureStay-Plus-Hotel-By-Best-Western-Watertown.h897318.Hotel-Information) Watertown 8.6/10 Excellent (575) "For the price it was a great hotel. Only complaint is that the 1 charging station was not working, so I had to venture out in the cold to charge." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Duane CA $123 CA $136 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Watertown-Hotels-SureStay-Plus-Hotel-By-Best-Western-Watertown.h897318.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/15800/15782/c3b259f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed with Sofa bed, Non Smoking (Upgrade)](https://images.trvl-media.com/lodging/1000000/20000/15800/15782/ec576562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/15800/15782/65d8e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/15800/15782/73aa76d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Watertown near Prairie Lakes Ice Arena [](https://www.expedia.ca/Watertown-Hotels-Quality-Inn-Suites-Watertown.h15782.Hotel-Information) Watertown 9.2/10 Wonderful (400) "Quiet clean room, good breakfast, great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan CA $98 CA $110 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Watertown-Hotels-Quality-Inn-Suites-Watertown.h15782.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3120000/3117200/3117173/84f5bca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3120000/3117200/3117173/fbb75ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/4000000/3120000/3117200/3117173/5aeaabc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3120000/3117200/3117173/22a6d8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Watertown [](https://www.expedia.ca/Watertown-Hotels-Hampton-Inn-And-Suites-Watertown.h3117173.Hotel-Information) Watertown 9.4/10 Exceptional (380) "Clean, great staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $148 CA $163 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Watertown-Hotels-Hampton-Inn-And-Suites-Watertown.h3117173.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20600/20541/w3840h2558x0y3-c2945435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20600/20541/21545784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20600/20541/ec8be064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20600/20541/e1e1bda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Watertown [](https://www.expedia.ca/Watertown-Hotels-Ramkota-Hotel-Watertown.h20541.Hotel-Information) Watertown 7.8/10 Good (541) "This place is a hidden gem. Beautiful rooms so quiet. Mexican restaurant/Bar next to it and continental breakfast area and food awesome ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $100 CA $117 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Watertown-Hotels-Ramkota-Hotel-Watertown.h20541.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/64000000/63860000/63852400/63852337/33a2bd83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/64000000/63860000/63852400/63852337/479c08c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/64000000/63860000/63852400/63852337/6d860ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63860000/63852400/63852337/3b6cb185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Watertown by IHG [](https://www.expedia.ca/Watertown-Hotels-Holiday-Inn-Express-And-Suites-Watertown.h63852337.Hotel-Information) Watertown 9.6/10 Exceptional (229) "Polite staff and quick check in and out." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darla CA $185 CA $203 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Watertown-Hotels-Holiday-Inn-Express-And-Suites-Watertown.h63852337.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/76300/76244/c506285a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/80000/76300/76244/e9ae67e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/80000/76300/76244/8302b379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/76300/76244/d8969fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Watertown [](https://www.expedia.ca/Watertown-Hotels-Super-8-By-Wyndham-Watertown.h76244.Hotel-Information) Watertown 6.6/10 (717) "Everything was accommodated by Chay , the stay was good and well priced. 5 \*" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isaac CA $82 CA $92 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Watertown-Hotels-Super-8-By-Wyndham-Watertown.h76244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/80000000/79910000/79903800/79903755/b4838463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, bed sheets](https://images.trvl-media.com/lodging/80000000/79910000/79903800/79903755/41b6f157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79910000/79903800/79903755/cd4fd5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79910000/79903800/79903755/a80b10eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salt and Light Retreat for Overnight Stays in Rural South Dakota [](https://www.expedia.ca/Salt-And-Light-Retreat-For-Overnight-Stays-In-Rural-South-Dakota.h79903755.Hotel-Information) Hayti 10/10 Exceptional (7) "Total relaxation and peace and quiet Highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $123 CA $172 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Salt-And-Light-Retreat-For-Overnight-Stays-In-Rural-South-Dakota.h79903755.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/74000000/73070000/73062000/73061905/90-86533cc9_edited_6ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/74000000/73070000/73062000/73061905/fc188580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub](https://images.trvl-media.com/lodging/74000000/73070000/73062000/73061905/90-8555bb65_edited_1dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73070000/73062000/73061905/90-91d0eacf_edited_9529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #5 Bohemian Rest Place [](https://www.expedia.ca/Watertown-Hotels-5-Bohemian-Rest-Place.h73061905.Hotel-Information) Watertown 6.8/10 (3) "NO POOL LISTED; NOT INTERESTED IN A POOL ANYWAY!Hostess said she pulled the listing in May; 0 communication; House host went out of his way to make stay more comfortable anyway. The place should not be listed on VRBO; chose not to stay 2nd night; I cleaned the toilet, vaccuumed & dusted." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol H. CA $483 CA $627 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Watertown-Hotels-5-Bohemian-Rest-Place.h73061905.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=2025-12-30&endDate=2025-12-31®ionId=553248634983573785&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Castlewood Hotel Reviews ![Days Inn by Wyndham Watertown](https://images.trvl-media.com/lodging/1000000/10000/2700/2672/d1467c91_y.jpg) ### Days Inn by Wyndham Watertown 10/10 Excellent "Nice quick work stay with nice staff!" [](https://expedia.ca/Watertown-Hotels-Days-Inn-By-Wyndham-Watertown.h2672.Hotel-Information) ![Best Western Watertown Inn and Suites](https://images.trvl-media.com/lodging/1000000/900000/897400/897318/59f43c91_y.jpg) ### Best Western Watertown Inn and Suites 10/10 Excellent "For the price it was a great hotel. Only complaint is that the 1 charging station was not working, so I had to venture out in the cold to charge." [](https://expedia.ca/Watertown-Hotels-SureStay-Plus-Hotel-By-Best-Western-Watertown.h897318.Hotel-Information) ![AmericInn by Wyndham Watertown](https://images.trvl-media.com/lodging/1000000/30000/20600/20541/a99ebdf1_y.jpg) ### AmericInn by Wyndham Watertown 10/10 Excellent "This place is a hidden gem. Beautiful rooms so quiet. Mexican restaurant/Bar next to it and continental breakfast area and food awesome ! " [](https://expedia.ca/Watertown-Hotels-Ramkota-Hotel-Watertown.h20541.Hotel-Information) ![Quality Inn & Suites Watertown near Prairie Lakes Ice Arena](https://images.trvl-media.com/lodging/1000000/20000/15800/15782/e06856e9_y.jpg) ### Quality Inn & Suites Watertown near Prairie Lakes Ice Arena 10/10 Excellent "Yes clean room and great staff" [](https://expedia.ca/Watertown-Hotels-Quality-Inn-Suites-Watertown.h15782.Hotel-Information) ![Country Inn & Suites by Radisson, Watertown, SD](https://images.trvl-media.com/lodging/1000000/50000/42900/42883/72419ea7_y.jpg) ### Country Inn & Suites by Radisson, Watertown, SD 10/10 Excellent "Nice BIG clean rooms and friendly staff!" [](https://expedia.ca/Watertown-Hotels-Country-Inn-Suites-By-Radisson.h42883.Hotel-Information) ![Hampton Inn & Suites Watertown](https://images.trvl-media.com/lodging/4000000/3120000/3117200/3117173/84f5bca5_y.jpg) ### Hampton Inn & Suites Watertown 10/10 Excellent "Clean, great staff. " [](https://expedia.ca/Watertown-Hotels-Hampton-Inn-And-Suites-Watertown.h3117173.Hotel-Information) ![Super 8 by Wyndham Watertown](https://images.trvl-media.com/lodging/1000000/80000/76300/76244/c506285a_y.jpg) ### Super 8 by Wyndham Watertown 10/10 Excellent "Everything was accommodated by Chay , the stay was good and well priced. 5 \*" [](https://expedia.ca/Watertown-Hotels-Super-8-By-Wyndham-Watertown.h76244.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Castlewood? ### What is there to see and do in Castlewood? ### When is the best time to book a hotel with a pool in Castlewood? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Arlington ](https://www.expedia.ca/Arlington-Bed-And-Breakfast.d183949-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Arlington Hotels ](https://www.expedia.ca/Arlington-Hotels.d183949.Travel-Guide-Hotels) - [Lodges in Arlington ](https://www.expedia.ca/Arlington-Lodges.d183949-aaLodges.Travel-Guide-Accommodation) - 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