Title: Book the Best ADVENTURE Hotels in Downtown Sheboygan in 2025 | Expedia.ca [Downtown Sheboygan Travel Guide](https://expedia.ca/Sheboygan-Downtown-Sheboygan.dx553248635976471086)[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)[Downtown Sheboygan Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Sheboygan.d553248635976471086.Car-Rental-Guide)[Downtown Sheboygan Vacations](https://expedia.ca/Downtown-Sheboygan.d553248635976471086.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Downtown Sheboygan, WI from CA $113 ![](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 Downtown Sheboygan Hotels & Resorts for Couples Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Sheboygan Hotels & Resorts for Couples ![Smart TV, books, music library](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/5a82f742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/bb6dc78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/cef0b0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/9f317697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops! Downtown Sheboygan 9.8/10 Exceptional (9) "The flat is gorgeous and in a fantastic location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah G. CA $162 CA $391 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sheboygan-Hotels-Quaint-Blast-From-The-Past-Walk-To-Lake-Michigan.h100537748.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85.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) ![Game room](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/c7ccb836.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) ### AmericInn by Wyndham Sheboygan Sheboygan 8.6/10 Excellent (1010) "Breakfast buffet was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farrell CA $112 CA $127 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Suite, Multiple Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/1000000/20000/18000/17917/360e4c8c.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) ### Quality Inn Sheboygan North I-43 Sheboygan 8.2/10 Very good (719) "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 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/a3806c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/171983f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/fa664e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/89148124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Sheboygan-Kohler by IHG Sheboygan 8.8/10 Excellent (360) "Clean, friendly staff, comfortable beds, and great breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $140 CA $159 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40100/40099/c3afbd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/40100/40099/5cc53ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/1000000/50000/40100/40099/6070652b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/40100/40099/1388b308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn On Woodlake Kohler 9.4/10 Exceptional (245) "Beautiful place. Very clean, staff was friendly. Quaint little village. Loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KAREN CA $288 CA $319 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-Inn-On-Woodlake.h40099.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) ![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) ![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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $597 CA $659 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96840000/96834400/96834363/5fe2c196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96840000/96834400/96834363/9bdea38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96840000/96834400/96834363/9239c9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96840000/96834400/96834363/0c47debf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown Elkhart Lake 10/10 Exceptional (6) "Definitely recommend this unit and owner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patty M. CA $340 CA $705 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Elkhart-Lake-Hotels-Elkhart-Lake-Waterfront-Condo.h96834363.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/5a75bc6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/6a2494d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/e410e992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/1c1baff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city Sheboygan 10/10 Exceptional (19) "Our stay was wonderful and the property was in a perfect location with all the amenities. Would definitely stay again when in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzette Z. CA $441 CA $838 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/1ad16559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/32bf24e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/f0c96391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/40805fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More. Sheboygan 10/10 Exceptional (12) "Our stay was fantastic! The home was clean, and felt brand new. Kitchen and living area were furnished and super comfy for my family of 5. A quick walk to the beach with beach chairs, towels, buckets and shovels were a big hit! Bedrooms were very comfortable and bedding was top notch. Would stay here again next time we are in town for a race at Road America!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie K. CA $586 CA $1,122 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Sheboygan-Hotels-Luxury-Lake-House-4Bed-2Bath-NEW-Renovation-2023-Walk-To-Beach.h103741253.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=2025-11-08&endDate=2025-11-09®ionId=553248635976471086&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Sheboygan Hotel Reviews ![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) ![Wingate by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "Clean, quiet area, nice room and walk in shower" [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ![Grandstay Residential Suites Hotel - Sheboygan](//images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg) ### Grandstay Residential Suites Hotel - Sheboygan 10/10 Excellent "Excellent hotel, with well-appointed suites, and a reasonable price. Our only complaint was the breakfast, which was limited in options and not great quality. On our second morning, we opted to go to Starbucks instead. Even so, on future visits to Sheboygan, we will stay here." [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![AmericInn by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "Great experience. All staff very polite. Night shift guy exceptionally polite and helpful. " [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Inn On Woodlake](//images.trvl-media.com/lodging/1000000/50000/40100/40099/c3afbd73_y.jpg) ### Inn On Woodlake 10/10 Excellent "Nice staff, clean room, comfortable bed, towels could use an upgrade" [](https://expedia.ca/Sheboygan-Hotels-Inn-On-Woodlake.h40099.Hotel-Information) ![AmericInn by Wyndham Plymouth](//images.trvl-media.com/lodging/1000000/40000/40000/39973/7c15bc45_y.jpg) ### AmericInn by Wyndham Plymouth 10/10 Excellent "Staff were friendly and attentive to all of our needs. They didnt hesitate to help us out with any requests we had. Definitely recommend this establishment if you are in the Wisconsin area!" [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Plymouth.h39973.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 "The precheck-in availability made our arrival and departure very smooth." [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![The American Club](//images.trvl-media.com/lodging/1000000/30000/21300/21295/fe26d0b1_y.jpg) ### The American Club 10/10 Excellent "This hotel is everything you are looking for in a get-away upscale hotel. The welcome by the staff is first class, concierge was so helpful with reservations for the spa and restaurants. Make sure you have time for the spa and spend time at the "lake". With several restaurants to choose from, you cannot go wrong! We tried 3 restaurants and loved each one. This is a one stop place for relaxing and getting away." [](https://expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.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) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Blackwolf Run](https://www.expedia.ca/Blackwolf-Run-Hotels.0-l6093963-0.Travel-Guide-Filter-Hotels) - [Hotels near Blue Harbor Resort & Conference Center Water Park](https://www.expedia.ca/Blue-Harbor-Resort-Conference-Center-Water-Park-Hotels.0-l553248621532659437-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Cleveland](https://www.expedia.ca/Cleveland-Apart-Hotels.d3000461538-aaApartHotels.Travel-Guide-Accommodation) - [Castles in Cleveland](https://www.expedia.ca/Cleveland-Castles.d3000461538-aaCastles.Travel-Guide-Accommodation) - 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