Title: Book the Best ROMANTIC Hotels in Sheboygan, WI from CA $463 - Sheboygan Romantic Getaways | Expedia.ca [Hotels in Sheboygan](https://expedia.ca/Sheboygan-Hotels.d6059814.Travel-Guide-Hotels)[Vacation Rentals in Sheboygan](https://expedia.ca/Sheboygan-Vacation-Rentals.d6059814.Travel-Guide-VacationRentals)[Flights to Sheboygan](https://expedia.ca/Cheap-Flights-To-Sheboygan.d6059814.Travel-Guide-Flights)[Sheboygan Car Rentals](https://expedia.ca/Car-Rentals-In-Sheboygan.d6059814.Car-Rental-Guide)[Sheboygan Vacation Packages](https://expedia.ca/Sheboygan.d6059814.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6059814/6ee3f5a4-1fa9-4851-859a-f5e938844522.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by John Sukowaty ![](https://images.trvl-media.com/place/6059814/6ee3f5a4-1fa9-4851-859a-f5e938844522.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Romantic Hotels Tonight [Apr 6 - Apr 7](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-04-06&endDate=2026-04-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Apr 7 - Apr 8](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-04-07&endDate=2026-04-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Sheboygan romantic hotels ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/222dec7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/9d8063da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/acf3c1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/a0a51f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!! [](https://www.expedia.ca/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.Hotel-Information) New Holstein 10/10 Exceptional (174 reviews) "Great place would go back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $282 CA $463 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/68000000/67560000/67554100/67554010/49370d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67560000/67554100/67554010/5d08d70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67560000/67554100/67554010/64e7543e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67560000/67554100/67554010/9382f668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12 [](https://www.expedia.ca/Oshkosh-Hotels-Boutique-Lodging-Experience-In-A-Luxurious-Victorian-Mansion.h67554010.Hotel-Information) Oshkosh 10/10 Exceptional (37 reviews) "Great place to stay with a big group! Easy check in and out process. The host was super helpful and friendly. Would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan M. CA $753 CA $989 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Oshkosh-Hotels-Boutique-Lodging-Experience-In-A-Luxurious-Victorian-Mansion.h67554010.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=2026-04-20&endDate=2026-04-21®ionId=6059814&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Sheboygan Hotel Reviews ![La Quinta Inn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/51b2aef0_y.jpg) ### La Quinta Inn by Wyndham Sheboygan 10/10 Excellent "This was a wonderful stay the staff was super friendly when arriving and throughout my whole stay they answered all questions so kindly, i will definitely be staying again!" [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![Harbor Winds Hotel](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/d3eead71_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "it was a great overnight stay for me- polite and accommodating staff, super clean and fresh scented room, loved my sunshine view (which i requested and was granted), breakfast was great (again, with a good view), got an access to the boardwalk and love how the decors/ambiance give that homey vibe, and the quietness that i needed to relax and reset for the week ahead. worth my drive and will definitely be back soon!" [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!](https://images.trvl-media.com/lodging/20000000/19320000/19319800/19319796/w849h564x1y1-fcf67947_y.jpg) ### Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host! 10/10 Excellent "The views from this house are amazing! We had a great stay. Beds are comfortable. The house is decorated with great artwork. They had everything we could need. There was an issue with the WiFi but the owner was very responsive to messages. Would definitely stay here again! " [](https://expedia.ca/Sheboygan-Hotels-Directly-On-Lake-Michigan-Last-Minute-Bookings-Welcome.h19319796.Hotel-Information) ![Comfort Inn & Suites Sheboygan I-43](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/757ddf30_y.jpg) ### Comfort Inn & Suites Sheboygan I-43 6/10 Okay "There was a pool & hot tub. The game room had 3 games. For the price it was okay." [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Sheboygan? ### When is the best time of year for a romantic getaway to Sheboygan? ### What is there to do in Sheboygan? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Beach-Hotel.0-0-d184176-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Cheap-Hotels.0-0-d184176-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Belgium ](https://www.expedia.ca/Belgium-Hotels-Hotel-With-Pool.0-0-d184176-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Luxury-Hotel.0-0-d184176-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Spa-Hotel.0-0-d184176-tSpaHotel.Travel-Guide-Filter-Hotels) - 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