Title: Book the Best ROMANTIC Hotels in Sheboygan, WI from CA $123 - 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 $123 ![](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 [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-15&endDate=2025-10-16&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-16&endDate=2025-10-17&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-24&endDate=2025-10-26&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheboygan Romantic Hotels ![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) ![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) ![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) ![Private beach, white sand](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/8b1bf830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lighthouse Inn Two Rivers 8.8/10 Excellent (1012) "Great restaurant at the hotel " CA $167 CA $190 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.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 (226) "Clean, comfortable, friendly, quiet. Best butternut squash soup at Tavern on premises and a short walk to Lake Elkhart. " CA $169 CA $190 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.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) ![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) ![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/1000000/20000/14400/14322/85bf6e65.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) "Front desk staff was very knowledgeable about the area and very welcoming" CA $197 CA $223 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Manitowoc-Lakefront.h14322.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) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/022cb242.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 (930) "Will stay again" CA $178 CA $202 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Manitowoc.h860801.Hotel-Information) ![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/dea6b2a4.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/84000000/83550000/83541900/83541884/67ce84be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watershed Hotel Sheboygan 9.8/10 Exceptional (420) "Overall a very nice stay." CA $234 CA $265 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-Watershed-Hotel.h83541884.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) ![On the beach, beach bar](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/84129a49.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 (443) "Nice property right on the water " CA $258 CA $330 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/11b9d380.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) ![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) ### The American Club Kohler 9.6/10 Exceptional (231) "Lovely accommodations. " CA $544 CA $601 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.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) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/d6bc37bf.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" CA $284 CA $469 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/51fee9b5.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) ![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) ### AmericInn by Wyndham Green Bay East Green Bay 9.0/10 Wonderful (1011) "Very nice 2-day stay." CA $122 CA $141 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Green-Bay-Hotels-AmericInn-By-Wyndham-Green-Bay-East.h2609878.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/badd6454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/b8229201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/b887a1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/9000000/8210000/8208600/8208598/43556fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Waupun Waupun 9.0/10 Wonderful (467) "Great hotel" CA $109 CA $123 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Waupun-Hotels-AmericInn-By-Wyndham-Waupun.h8208598.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=2025-10-29&endDate=2025-10-30®ionId=6059814&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Sheboygan Hotel Reviews ![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) ![Harbor Winds Hotel](//images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "The location was convenient to the many things to do in Sheboygan. The woman at check in was friendly. The room was nice, though a little dusty and there was makeup on one of the towels, as well as a long white hair on a lamp. Overall was nice stay despite those minor issues. " [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.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 "Everything was great " [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.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 "We were in town for a dog training event. This location was about 20 minutes from the venue. Great view from the table while drinking morning coffee. It was not more than 20 minutes from anything we needed. Clean, comfortable and had everything we needed." [](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. 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