Title: Book the Best Hotels with POOL in Sheboygan Falls in 2025 | Expedia.ca [Hotels in Sheboygan Falls](https://expedia.ca/Sheboygan-Falls-Hotels.d55959.Travel-Guide-Hotels)[Vacation Rentals in Sheboygan Falls](https://expedia.ca/Sheboygan-Falls-Vacation-Rentals.d55959.Travel-Guide-VacationRentals)[Flights to Sheboygan Falls](https://expedia.ca/Cheap-Flights-To-Sheboygan-Falls.d55959.Travel-Guide-Flights)[Sheboygan Falls Car Rentals](https://expedia.ca/Car-Rentals-In-Sheboygan-Falls.d55959.Car-Rental-Guide)[Sheboygan Falls Vacation Packages](https://expedia.ca/Sheboygan-Falls.d55959.Destination-Travel-Guides) ![Sheboygan Falls, Wisconsin](https://images.trvl-media.com/place/55959/95800dbb-8308-4c87-8a2b-f2867d12140c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Sheboygan Falls, WI from CA $108 - ![](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 Sheboygan Falls Hotels with a Pool Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=55959&startDate=2025-11-20&endDate=2025-11-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=55959&startDate=2025-11-21&endDate=2025-11-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=55959&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=55959&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheboygan Falls Hotels with a Pool ![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) ![Reception](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6.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 (332) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry CA $99 CA $110 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/cb697ecb.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) ### Quality Inn Sheboygan North I-43 Sheboygan 8.2/10 Very good (732) "Thank you for the stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $99 CA $113 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.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) ![Historic Hotel (Accessible by Stairs) - One Queen - Shared Bath](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/0b28f1bd.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) ![Private kitchen](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/6923e756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siebkens Resort Elkhart Lake 9.2/10 Wonderful (234) "I loved the historic atmosphere… short walk to the lake and a quaint on site bar and restaurant. I really enjoyed their house made granola for breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $162 CA $182 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.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) ![Desk, soundproofing, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/528d8b62.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 (1002) "Nice room and friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $112 CA $127 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/586e1904.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) ### Home2 Suites By Hilton Sheboygan Sheboygan 9.6/10 Exceptional (87) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BEE CA $156 CA $177 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sheboygan-Hotels-Home2-Suites-By-Hilton-Sheboygan.h106204410.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/bd886547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/be8c422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/91bb723e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Manitowoc by IHG Manitowoc 8.2/10 Very good (534) "Modern! A lot of food options!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roman CA $127 CA $144 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.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) ![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) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Sheboygan I-43 Sheboygan 8.6/10 Excellent (130) "nice and clean hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $106 CA $120 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.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) ![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) ### Baymont by Wyndham Plymouth Plymouth 9.0/10 Wonderful (554) "Nice, quiet room and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrel CA $153 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](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/90d68010.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/8452328b.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) ### Wingate by Wyndham Sheboygan Downtown Sheboygan 7.0/10 Good (143) "Room was clean, staff was very nice, and accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NICK CA $95 CA $108 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/445efcbc.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandstay Residential Suites Hotel - Sheboygan Downtown Sheboygan 8.6/10 Excellent (1003) "Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $175 CA $198 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.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=2025-12-04&endDate=2025-12-05®ionId=55959&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Sheboygan Falls Hotel Reviews ![Holiday Inn Express & Suites Port Washington by IHG](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/052c7450_y.jpg) ### Holiday Inn Express & Suites Port Washington by IHG 10/10 Excellent "Just Perfect!!!" [](https://expedia.ca/Port-Washington-Hotels-Country-Inn-Suites-By-Radisson.h663129.Hotel-Information) ![Best Western Stanton Inn](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/3d361bf0_y.jpg) ### Best Western Stanton Inn 10/10 Excellent " Very nice hotel, quiet area, pleasant staff. Room was spotless. Only complaint was the shower, the door doesn't close, so the floor gets soaked from splashing water. Kind of weird, but the bathroom was nice." [](https://expedia.ca/Sheboygan-Hotels-Best-Western-Stanton-Inn.h911819.Hotel-Information) ![Harbor Town Inn, BW Signature Collection](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/7380bf3c_y.jpg) ### Harbor Town Inn, BW Signature Collection 10/10 Excellent "Nice staff clean" [](https://expedia.ca/Sheboygan-Hotels-Harbor-Town-Inn.h861528.Hotel-Information) ![Holiday Inn Manitowoc by IHG](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c_y.jpg) ### Holiday Inn Manitowoc by IHG 10/10 Excellent "Modern! A lot of food options!" [](https://expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.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 "The hotel is located in a nice part of town. Quiet, and a few shops, restaurants and parks nearby. The room was spacious and clean, and the bed was comfortable. We really enjoyed our stay here." [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![The Osthoff Resort](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg) ### The Osthoff Resort 10/10 Excellent "Everything was amazing!!! Can't wait to go back." [](https://expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.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- everything was in great order and well kept. Breakfast was outstanding." [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.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 "Yes" [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Wingate by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "Room was clean, staff was very nice, and accommodating." [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Sheboygan Falls with outdoor pools? > [The Oasis Hotel & Bar](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) stands out as a fantastic choice for travellers looking to enjoy an outdoor pool in Sheboygan Falls. Rated 8.0 by guests, this hotel is known for its inviting atmosphere and friendly staff, who are frequently praised for their excellent service. > > > > Here, you'll find a refreshing outdoor pool surrounded by sun loungers, superb for a relaxing day under the Wisconsin sun. Guests appreciate the clean and comfortable rooms that provide a cozy retreat after a day of adventures. Additionally, The Oasis offers complimentary continental breakfast, free WiFi, and convenient self-parking, ensuring a straightforward stay for families and leisure travellers alike. ### How much does a hotel with outdoor pool in Sheboygan Falls cost? > Enjoy staying in a hotel in Sheboygan Falls with an outdoor pool. You can find a great deal from CA $108 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### Is it cheaper to book flights and a hotel in Sheboygan Falls as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### How can I save on a hotel in Sheboygan Falls with Expedia? > Before booking your Sheboygan Falls hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. 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