Title: Book the Best Hotels with POOL in Oostburg in 2026 | Expedia.ca [Oostburg Travel Guide](https://expedia.ca/Oostburg.dx3000461927)[Hotels in Oostburg](https://expedia.ca/Oostburg-Hotels.d3000461927.Travel-Guide-Hotels)[Vacation Rentals in Oostburg](https://expedia.ca/Oostburg-Vacation-Rentals.d3000461927.Travel-Guide-VacationRentals)[Oostburg Car Rentals](https://expedia.ca/Car-Rentals-In-Oostburg.d3000461927.Car-Rental-Guide)[Oostburg Vacation Packages](https://expedia.ca/Oostburg.d3000461927.Destination-Travel-Guides) ![Mt. Pisgah Dune Boardwalk which includes general coastal views](https://images.trvl-media.com/place/553248621564732215/6f14b58d-b741-4dd4-84b6-114ca16facc1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Oostburg, WI from CA $106 - ![](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 Oostburg Hotels with a Pool Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2025-12-28&endDate=2025-12-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2025-12-29&endDate=2025-12-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oostburg hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/df0956b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/905df2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/757ddf30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/17a4f2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Sheboygan I-43 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) Sheboygan 8.6/10 Excellent (140) "Great room. I truly re enjoyed my stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $98 CA $112 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/daa7c361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/58ec55d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/360e4c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/cb697ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Sheboygan North I-43 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) Sheboygan 8.2/10 Very good (745) "Thank you for the stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $97 CA $110 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/73bd7f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/6a44c8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/9841254f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) Sheboygan 8.6/10 Excellent (1002) "Room was clean food was ok" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa CA $93 CA $106 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/e5e78734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/1786d76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily breakfast](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/702ca99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/66eb8ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-Home2-Suites-By-Hilton-Sheboygan.h106204410.Hotel-Information) Sheboygan 9.6/10 Exceptional (92) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BEE CA $133 CA $151 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-Home2-Suites-By-Hilton-Sheboygan.h106204410.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/be2dadad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/d914aa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/67e05dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oasis Hotel & Bar [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) Sheboygan Falls 8.2/10 Very good (341) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry CA $97 CA $107 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/6074ad47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/89148124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/171983f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/a3806c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Sheboygan-Kohler by IHG [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) Sheboygan 8.8/10 Excellent (373) "Clean, friendly staff, comfortable beds, and great breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $122 CA $138 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/f6d54cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/38c0df92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/bcb1f1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/c674b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Inn Elkhart Lake Wisconsin [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information) Elkhart Lake 8.8/10 Excellent (3) "Perfect location, great amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/b0fe045a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/489a7e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/ebb68251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/b7c6021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.Hotel-Information) Sheboygan 9.6/10 Exceptional (263) "Staff professional and respectful. Rooms clean, quiet and comfortable. Check in and out easy. Location convenient. Recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $146 CA $166 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/f9a24178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (One-Bedroom)](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/1bd30c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/95fbb584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/65535b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Plymouth [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information) Plymouth 9.0/10 Wonderful (568) "Great place to Stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin CA $168 CA $190 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/c0bdaf2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/56bbe0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/c3cdb83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/1310f4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harborview on Lake Michigan, Ascend Hotel Collection [](https://www.expedia.ca/Port-Washington-Hotels-The-Harborview.h6059.Hotel-Information) Port Washington 9.2/10 Wonderful (577) " Very nice stay over Thanksgiving. Room was clean and comfortable. Included breakfast was tasty and served quickly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom CA $146 CA $202 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Port-Washington-Hotels-The-Harborview.h6059.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=2026-01-11&endDate=2026-01-12®ionId=3000461927&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oostburg Hotel Reviews ![The Harborview on Lake Michigan, Ascend Hotel Collection](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/c3cdb83c_y.jpg) ### The Harborview on Lake Michigan, Ascend Hotel Collection 10/10 Excellent "Everything was great " [](https://expedia.ca/Port-Washington-Hotels-The-Harborview.h6059.Hotel-Information) ![Hampton Inn & Suites Grafton](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745441/12386088_y.jpg) ### Hampton Inn & Suites Grafton 10/10 Excellent "The night staff, Steve, was awesome. Very helpful getting us tucked in!!! Thank you Steve" [](https://expedia.ca/Grafton-Hotels-Hampton-Inn-Suites-Grafton.h2745441.Hotel-Information) ![AmericInn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "Room was clean food was ok" [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Grandstay Residential Suites Hotel - Sheboygan](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg) ### Grandstay Residential Suites Hotel - Sheboygan 10/10 Excellent "Room was very spacious. 2 bedrooms bed and pillows comfortable. Staff was nice for check in. Breakfast was adequate. As mentioned before hot plate was cold but there is a microwave to heat up your food. Place was clean. Walking distance to restaurants " [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![Comfort Inn & Suites Sheboygan I-43](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg) ### Comfort Inn & Suites Sheboygan I-43 10/10 Excellent "Great room. I truly re enjoyed my stay." [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![La Quinta Inn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg) ### La Quinta Inn by Wyndham Sheboygan 10/10 Excellent "Yes " [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![Quality Inn Sheboygan North I-43](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42_y.jpg) ### Quality Inn Sheboygan North I-43 10/10 Excellent "Unlike some reviews I read I had no issues with this hotel at all. I checked in and the clerk was friendly; people complained about no elevator but it's only a 2-story hotel so there isn't really a need. If steps are an issue, I'm sure they could make sure you're on the first floor or you could request it when you make a reservation. My room (2nd floor) was clean I had no problem with it at all. I read a bad review of the pool area and upon checking it out saw nothing wrong with it. They apparently let locals come and use the pool since I saw an open swim signup sheet by the desk which is very kind of them. Breakfast was fine eggs,sausage,waffles and the typical items at most hotels. All in all I would stay here again." [](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Oostburg? ### What is there to see and do in Oostburg? ### When is the best time to book a hotel with a pool in Oostburg? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Apartments in Adell ](https://www.expedia.ca/Adell-Apartments.d553248634983118883-aaApartments.Travel-Guide-Accommodation) - [Adell Hotels ](https://www.expedia.ca/Adell-Hotels.d553248634983118883.Travel-Guide-Hotels) - [Farmstay in Belgium ](https://www.expedia.ca/Belgium-Agritourism.d184176-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Belgium ](https://www.expedia.ca/Belgium-Apart-Hotels.d184176-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Belgium ](https://www.expedia.ca/Belgium-Bed-And-Breakfast.d184176-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Belgium ](https://www.expedia.ca/Belgium-Cabins.d184176-aaCabins.Travel-Guide-Accommodation) - 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