Title: Book the Best Hotels with BARS in Sheboygan in 2025 | 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 Hotels with Bar in Sheboygan, WI from CA $124 ![](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 Hotels with Bar ## Top Sheboygan Hotels with Bar ![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/f6d54cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/c674b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/390021d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/bcb1f1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Inn Elkhart Lake Wisconsin Elkhart Lake 8.8/10 Excellent (3) "Perfect location, great amenities." CA $93 CA $801 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.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) ![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) ![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 (1009) "Rooms were nice and clean. Good view of Lake Michigan from our room too!" CA $167 CA $189 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/bd886547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/f21a516b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/91bb723e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Manitowoc by IHG Manitowoc 8.0/10 Very good (514) "Clean and safe place to stay!" CA $127 CA $145 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.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) ![View from property](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/9ef9feaf.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) ### Harbor Winds Hotel Sheboygan 8.6/10 Excellent (914) "We thoroughly enjoyed our stay. We will definitely stay here again." CA $153 CA $174 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/1b627dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/d914aa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/be2dadad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oasis Hotel & Bar Sheboygan Falls 8.0/10 Very good (308) "Friendly staff, clean rooms, pool/hot tub area was nice, good AC" CA $112 CA $124 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/ebb68251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/beb9228c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/489a7e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/b7c6021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Sheboygan Sheboygan 9.6/10 Exceptional (255) "Easy to get to off the highway and super clean and quiet." CA $183 CA $208 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.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) ![Private kitchen](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/6923e756.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) ![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) ### Siebkens Resort Elkhart Lake 9.2/10 Wonderful (224) "Lovely location. Ease of eating options and parking" CA $168 CA $189 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/91000000/90180000/90172600/90172531/0c64b383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/91000000/90180000/90172600/90172531/8011a80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/91000000/90180000/90172600/90172531/1f357835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90180000/90172600/90172531/03e1532c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village Inn on the Lake Two Rivers 8.8/10 Excellent (142) "Would recommend and will be back. " CA $153 CA $173 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Two-Rivers-Hotels-Village-Inn-On-The-Lake.h90172531.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/40100/40099/4f2d1508.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) ![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 (243) "Beautiful place. Very clean, staff was friendly. Quaint little village. Loved it" CA $289 CA $319 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-Inn-On-Woodlake.h40099.Hotel-Information) ![Ice skating](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/656c884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/208e4f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/30707969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Osthoff Resort Elkhart Lake 9.2/10 Wonderful (409) "Great location and very well kept property." CA $292 CA $336 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.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=2025-10-25&endDate=2025-10-26®ionId=6059814&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Sheboygan Hotel Reviews ![Wingate by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "It was centrally located in a safe clean environment " [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.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) ![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 "Room was very spacious and clean! I did not hear any of the other guests and the bed was very comfortable. I was in Sheboygan for a wedding at the Berkshire so it was nice to be across the street and could walk to the venue as well as to a number of the places downtown. " [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.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 "Everything was clean and service was friendly " [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.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) ![AmericInn by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "We stopped overnight on a longer trip, just off the highway. Check-in was easy, breakfast was good, the property was clean -- everything just fine! The area around the hotel is not very special, some fast food and small businesses." [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.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 hotels with bars in Sheboygan? > Sheboygan features 196 hotels and other lodging options to choose from, and likely many will have a bar where you can unwind with a late-night cocktail. While you're here, consider a visit to Lake Michigan. ### What are the best hotels with bars in Sheboygan? > Here are a few of the top Sheboygan accommodations with bars: [Blue Harbor Resort and Conference Center](https://www.expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.Hotel-Information): Resort with restaurant. Enjoy the beach bar, poolside bar, and free WiFi. [Harbor Winds Hotel](https://www.expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. [Fairfield Inn & Suites by Marriott Sheboygan](https://www.expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. ### What is there to do in Sheboygan? > Delight in the outdoors by visiting Lake Michigan, then check out the local bars and enjoy a refreshing drink. Other places to see include John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts. Sheboygan is widely-known for its top-notch restaurants. ### When is the best time to visit Sheboygan? > Visiting local bars in Sheboygan is more fun when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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. ## 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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