Title: Book the Best Hotels with POOL in Oostburg in 2025 | 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) ![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 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 [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000461927&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oostburg Hotels with a Pool ![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) ![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) ![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) ### Victorian Inn Elkhart Lake Wisconsin Elkhart Lake 8.8/10 Excellent (3) "Perfect location, great amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre CA $93 CA $800 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/cb697ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42.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) ### Quality Inn Sheboygan North I-43 Sheboygan 8.2/10 Very good (720) "Thank you for the stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $100 CA $113 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/4453439b.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 Plymouth 9.0/10 Wonderful (550) "Nice, quiet room and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrel CA $154 CA $174 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.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) ![Game room](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/1b627dc0.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 Sheboygan Falls 8.2/10 Very good (321) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry CA $100 CA $110 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/df0956b9.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) ![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/a44fe069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Sheboygan I-43 Sheboygan 8.6/10 Excellent (120) "Nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh CA $106 CA $120 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/c7ccb836.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 Sheboygan 8.6/10 Excellent (1010) "Breakfast buffet was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farrell CA $112 CA $127 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/c594ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/33a6f536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/445efcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandstay Residential Suites Hotel - Sheboygan Downtown Sheboygan 8.6/10 Excellent (985) "Nice hotel and area. Walked less than a block to a wonderful restaurant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ericka CA $162 CA $184 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/170ee4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/7c8a4682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/6923e756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/3293ebc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siebkens Resort Elkhart Lake 9.2/10 Wonderful (230) "Perfect spot, great location! Beautiful clean hotel with a pleasant vintage vibe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sergiy CA $168 CA $189 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/90d68010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/ce98e1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/0ac72460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Sheboygan Downtown Sheboygan 7.0/10 Good (132) "Clean, quiet area, nice room and walk in shower" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $94 CA $106 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.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) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/dec990df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6059/4f780ced.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) ### The Harborview on Lake Michigan, Ascend Hotel Collection Port Washington 9.2/10 Wonderful (561) "Everyone was friendly and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $153 CA $211 total includes taxes & fees Nov 2 - Nov 3 [](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=2025-11-08&endDate=2025-11-09®ionId=3000461927&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oostburg Hotel Reviews ![AmericInn by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "Evening staff man was very informative on what to see and do in the area. Clean, comfortable room, breakfast eggs and potatoes were only luke warm, hallway carpet could use replacement " [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Wingate by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "Clean, quiet area, nice room and walk in shower" [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ![Holiday Inn Express & Suites Port Washington by IHG](//images.trvl-media.com/lodging/1000000/670000/663200/663129/052c7450_y.jpg) ### Holiday Inn Express & Suites Port Washington by IHG 10/10 Excellent "Friendly service. Clean Room" [](https://expedia.ca/Port-Washington-Hotels-Country-Inn-Suites-By-Radisson.h663129.Hotel-Information) ![Grandstay Residential Suites Hotel - Sheboygan](//images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg) ### Grandstay Residential Suites Hotel - Sheboygan 10/10 Excellent "Excellent hotel, with well-appointed suites, and a reasonable price. Our only complaint was the breakfast, which was limited in options and not great quality. On our second morning, we opted to go to Starbucks instead. Even so, on future visits to Sheboygan, we will stay here." [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![The Harborview on Lake Michigan, Ascend Hotel Collection](//images.trvl-media.com/lodging/1000000/10000/6100/6059/c3cdb83c_y.jpg) ### The Harborview on Lake Michigan, Ascend Hotel Collection 10/10 Excellent "Our 3rd time staying there. Very clean & friendly staff. Great breakfast. Walking distance to everything." [](https://expedia.ca/Port-Washington-Hotels-The-Harborview.h6059.Hotel-Information) ![The Osthoff Resort](//images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg) ### The Osthoff Resort 10/10 Excellent "Dining options in concourse should be updated. While food was good didn't see any innovation. Was so looking forward to some escargot/crab and was not on menu although was on online menu. " [](https://expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.Hotel-Information) ![Quality Inn Sheboygan North I-43](//images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42_y.jpg) ### Quality Inn Sheboygan North I-43 10/10 Excellent "Very easy parking " [](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![La Quinta Inn by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg) ### La Quinta Inn by Wyndham Sheboygan 10/10 Excellent "The precheck-in availability made our arrival and departure very smooth." [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![Comfort Inn & Suites Sheboygan I-43](//images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg) ### Comfort Inn & Suites Sheboygan I-43 10/10 Excellent "Nice hotel " [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Oostburg? > [Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room](https://www.expedia.ca/Oostburg-Hotels-Large-Unique-Artistic-Lake-Michigan-Beach-House-Awesome-Game-Room.h19650403.Hotel-Information): Aparthotel, 14-minute walk from Lake Michigan. Provides daily, an indoor pool, and free self parking. [Eat, Drink and be Cozy at Beachdaze this winter!](https://www.expedia.ca/Oostburg-Hotels-Social-Distance-At-Beachdaze-A-Lake-Michigan-Home.h55463698.Hotel-Information): Hotel, 3-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. [Rare Find! Huge Beach & Luxe Woodsy Cabin](https://www.expedia.ca/Oostburg-Hotels-Rare-Find-Huge-Beach-Luxe-Woodsy-Cabin.h22128755.Hotel-Information): Hotel located near Lake Michigan. Offers daily, an indoor pool, and free self parking. [Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.](https://www.expedia.ca/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information): Provides daily, an indoor pool, and free self parking. [Lake House w/ 6-BR's, Sauna - Kohler-Andrae](https://www.expedia.ca/Oostburg-Hotels-Lake-House-W-6-BRs-Near-Kohler-AndraeSheboygan.h91392126.Hotel-Information): Resort located near Road America. Features a seasonal outdoor pool, an indoor pool, and a full-service spa. ### What is there to see and do in Oostburg? > Explore places like Lake Michigan while you're in Oostburg. Make a point to visit attractions like Bookworm Gardens and Blue Harbor Resort & Conference Center Water Park. ### When is the best time to book a hotel with a pool in Oostburg? > Taking into account the local weather in Oostburg is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Oostburg are January, March, February, and October, with each month seeing an average of 7 inches of snowfall. ## 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) - [Chalets in Belgium](https://www.expedia.ca/Belgium-Chalets.d184176-aaChalets.Travel-Guide-Accommodation) - 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