Title: Book the Best ROMANTIC Hotels in Sheboygan, WI from CA $141 - 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://mediaim.expedia.com/destination/2/7f3f9b687c1d6e62465acab73585ba2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by ed lee schneider # Find Romantic Hotels in Sheboygan, WI from CA $141 - ![](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 [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Sheboygan Romantic Hotels ![Exterior](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/521022c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/583474d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/80f4d1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/dea6b2a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watershed Hotel Sheboygan 9.6/10 Exceptional (439) "I enjoyed my stay, dogs are welcome" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $151 CA $172 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sheboygan-Hotels-Watershed-Hotel.h83541884.Hotel-Information) ![Lakeside Two Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/1671d084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/8c136dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/b6f6a12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/2d2d0da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lighthouse Inn Two Rivers 8.8/10 Excellent (1006) "Our whole experience at this property was superb. Although the rooms are dated they are clean and comfortable. We will stay here again when in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacolyn CA $150 CA $170 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/640fed6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/d3a03deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/eab8c9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/8ec713b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on Maritime Bay, an Ascend Collection Hotel Manitowoc 7.6/10 Good (1004) "Check was easy, staff was nice. Room is modern and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $154 CA $174 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Manitowoc-Lakefront.h14322.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) ![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 (231) "Lovely location. Ease of eating options and parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $167 CA $188 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/17763400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/022cb242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/9fe1a062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/724d2463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Manitowoc Manitowoc 8.8/10 Excellent (935) "Will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elveda CA $177 CA $201 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Manitowoc.h860801.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/222dec7f.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/fae9f009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/e278bc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!! New Holstein 10/10 Exceptional (173) "Great place would go back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $284 CA $469 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.Hotel-Information) ![Breakfast, dinner, brunch served; Regional cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/8a88669b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/72e0eba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/edf7bde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite, City View | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/a1ba8ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Harbor Resort and Conference Center Sheboygan 8.4/10 Very good (445) "Wonderful water park great family friendly atmosphere and beautiful view of lake Michigan!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abel CA $258 CA $330 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/fe26d0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/9c299a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/586e0e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/11b9d380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The American Club Kohler 9.6/10 Exceptional (231) "Always a wonderful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $618 CA $683 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/df52e09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/13c0526b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/w3836h2556x0y3-18ab5d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/f6642f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Green Bay East Green Bay 9.0/10 Wonderful (1008) "Nice breakfast. Clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $122 CA $141 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Green-Bay-Hotels-AmericInn-By-Wyndham-Green-Bay-East.h2609878.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/22527043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/30d70a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/b0bb786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/9096e1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Retlaw, Trademark Collection by Wyndham Fond du Lac 9.4/10 Exceptional (854) "Awesome stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $160 CA $182 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Fond-Du-Lac-Hotels-Hotel-Retlaw.h30467486.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=2025-11-18&endDate=2025-11-19®ionId=6059814&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Sheboygan Hotel Reviews ![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 "I liked everything- exceptionally clean- great room - great bed- breakfast was very good 👍" [](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 "Close to a Kwik trip and Loves. Hotel staff was very kind. They do have a front desk and someone is there 24/7" [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![Harbor Winds Hotel](//images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "Great space, terrific staff!" [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!](//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 "Lovely. Cozy. Well stocked kitchen and artful vibe. Thank you Mark!" [](https://expedia.ca/Sheboygan-Hotels-Directly-On-Lake-Michigan-Last-Minute-Bookings-Welcome.h19319796.Hotel-Information) ![Blue Harbor Resort and Conference Center](//images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/8a88669b_y.jpg) ### Blue Harbor Resort and Conference Center 10/10 Excellent "Nice property right on the water " [](https://expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Sheboygan? > If you and your partner need some romantic time away, we'd like to help you plan for it. Our guests also love Sheboygan for its array of dining options, golfing, and beautiful lakeside setting. If you'd like to explore some of the area's notable sights, you might make a stop by Lake Michigan, John Michael Kohler Arts Center, or Stefanie H. Weill Center for the Performing Arts. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Sheboygan? > If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Sheboygan: The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 27°F. The snowiest months in Sheboygan are January, March, February, and October, with each month seeing an average of 7 inches of snowfall. ### What is there to do in Sheboygan? > There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Sheboygan has to offer. Couples looking for a little of everything will enjoy Sheboygan for its museums, restaurants, and lakeside setting. A visit to Lake Michigan, John Michael Kohler Arts Center, or Stefanie H. Weill Center for the Performing Arts might be just the ticket when you're checking out the sights. ## 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) - [Hotel Wedding Venues Hotels in Belgium](https://www.expedia.ca/Belgium-Hotels-Wedding-Hotels.0-0-d184176-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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[Hotels with Tennis Courts in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Hotels-With-Tennis-Courts.0-0-d6059846-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Flights to Kohler](https://www.expedia.ca/Cheap-Flights-To-Kohler.d8176.Travel-Guide-Flights) - [Flights to Plymouth](https://www.expedia.ca/Cheap-Flights-To-Plymouth.d55905.Travel-Guide-Flights) - [Flights to Sheboygan Falls](https://www.expedia.ca/Cheap-Flights-To-Sheboygan-Falls.d55959.Travel-Guide-Flights) - [Flights from Kohler](https://www.expedia.ca/lp/flights/8176/flights-from-kohler) - [Flights from Columbus (CMH) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/cmh/sbm/columbus-to-sheboygan) - [Flights from Indiana (IDI) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/idi/sbm/indiana-to-sheboygan) - [Flights from Minneapolis (MSP) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/msp/sbm/minneapolis-to-sheboygan) - [Flights from Chicago (ORD) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/ord/sbm/chicago-to-sheboygan) - 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[Car rental Kohler](https://www.expedia.ca/Car-Rentals-In-Kohler.d8176.Car-Rental-Guide) - [Car rental Sheboygan Falls](https://www.expedia.ca/Car-Rentals-In-Sheboygan-Falls.d55959.Car-Rental-Guide) - [Hertz Rental Cars in Sheboygan Falls](https://www.expedia.ca/Hertz-Car-Rentals-In-Sheboygan-Falls.d55959-c40.Car-Rental-Guide-Suppliers) - [Suv Car Rentals in Kohler](https://www.expedia.ca/SUV-Car-Rentals-In-Kohler.d8176-tSUV.Car-Rental-Guide-Class) - [Book Romantic Hotels in Sheboygan on Expedia.com](https://www.expedia.com/Sheboygan-Hotels-Romantic-Hotel.0-0-d6059814-tRomanticHotel.Travel-Guide-Filter-Hotels)