Title: Book the Best ROMANTIC Hotels in Sheboygan, WI from CA $114 - 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 $114 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-09-27&endDate=2025-09-28&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-09-28&endDate=2025-09-29&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheboygan Romantic Hotels ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19320000/19319800/19319796/w849h564x1y1-fcf67947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19320000/19319800/19319796/7f1626f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19320000/19319800/19319796/2c7e1c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19320000/19319800/19319796/w847h564x1y1-83ffe4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host! Sheboygan 9.8/10 Exceptional (250) "We really enjoyed our stay. Very clean and easy check in process. Would highly recommend to anyone considering staying here. " [](https://www.expedia.ca/Sheboygan-Hotels-Directly-On-Lake-Michigan-Last-Minute-Bookings-Welcome.h19319796.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/da88c7ef.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) "Lovely accommodations. " CA $539 CA $596 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19100000/19091500/19091475/ae720e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19100000/19091500/19091475/9788039a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19100000/19091500/19091475/3fb60f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19100000/19091500/19091475/b8188136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach! Two Rivers 10/10 Exceptional (202) "Location and property for us is outstanding. We have stayed there multiple times." [](https://www.expedia.ca/Sheboygan-Hotels-Point-Beach-Guest-House-Large.h19091475.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634225/c76c012c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634225/d1ba734e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Hot Tub (Signature Two-Story Suite)](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634225/d807c517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634225/5f3965a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rochester Inn, A Historic Hotel Sheboygan Falls 9.6/10 Exceptional (317) "Clean room, comfortable with plenty of amenities " CA $333 CA $372 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Sheboygan-Hotels-The-Rochester-Inn.h1634225.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/51b2aef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/a2af8177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/eecbd45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn by Wyndham Sheboygan Sheboygan 8.2/10 Very good (1009) "Excellent beds and tv." CA $102 CA $116 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.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) ![Staircase](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/2d2d0da8.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) ### Lighthouse Inn Two Rivers 8.8/10 Excellent (1012) "We always stay at the Lighthouse for the friendly staff and it’s right on the lake." CA $180 CA $204 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/a44fe069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/df0956b9.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) ### Comfort Inn & Suites Sheboygan I-43 Sheboygan 8.6/10 Excellent (103) "Great place to stay" CA $100 CA $114 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.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) ![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) ### Blue Harbor Resort and Conference Center Sheboygan 8.4/10 Very good (443) "Nice property right on the water " CA $298 CA $375 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/w1865h1060x0y0-6ebc06bd.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/1000000/860000/859000/858919/52b00244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/fa3e9fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Winds Hotel Sheboygan 8.6/10 Excellent (909) "We thoroughly enjoyed our stay. We will definitely stay here again." CA $166 CA $189 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.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=2025-10-11&endDate=2025-10-12®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 "Very good price for a few days! Room clean and staff were helpful and friendly." [](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 "Delilah was very welcoming when we arrived. When we told her that we were going fishing in the morning, she made sure the breakfast bar and a fresh pot of coffee was ready for us - that was 4:00am! We will definitely stay here again." [](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 "Toilet is too low." [](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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