
Hotels in Sheboygan County
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Top-rated hotels in Sheboygan County
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New luxury hotel in the heart of downtown Plymouth
A fully renovated luxury hotel in the heart of downtown Plymouth, thoughtfully updated in 2025-2026 to offer refined comfort, short or longer term stays. A modern design, upscale studios, 1 BR and 2 BR units, just minutes from Road America and perfectly situated for exploring the city’s shops, dining, and waterfront charm. Each suite features either full kitchens, or kitchenettes. Outdoor grill, picnic table, and lobby office station, coffee, and lounge seating. Steps from restaurants-bars.

Victorian Inn #119 | King Bed + Full Sleeper Sofa
Stay at Victorian Village Resort in Elkhart Lake offering a private room. Enjoy the perfect blend of comfort, convenience, and relaxation. Enjoy amenities including an expansive beach, outdoor pool and hot tub & indoor game room. Walking distance to downtown Elkhart Lake, with shops and dining nearby, and only 5 minutes to Road America. Ideal for race weekends, lake days, or a relaxing getaway with comfort, convenience, and charm throughout your stay here. A peaceful lakeside style escape!

New Victorian Inn #243 | King Bed
Stay at Victorian Village Resort in Elkhart Lake offering a private room. Enjoy the perfect blend of comfort, convenience, and relaxation. Enjoy amenities including an expansive beach, outdoor pool and hot tub & indoor game room. Walking distance to downtown Elkhart Lake, with shops and dining nearby, and only 5 minutes to Road America. Ideal for race weekends, lake days, or a relaxing getaway with comfort, convenience, and charm throughout your stay here. A peaceful lakeside style escape!

Bea's Beachside Condo Rental
Nestled in the heart of picturesque Elkhart Lake, (just 2 miles from Road America), this is the perfect place to unwind and explore. This privately owned studio condo is located at the Elkhart Lake Beach Resort (formerly The Shore Club of WI) and includes access to all resort amenities. During your stay, you can enjoy the outdoor pool and hot tub, resort beach, Tiki bar, and indoor pool. You’ll also be just steps away from local restaurants, bars, shops, and the seasonal Farmers Market.

Private condo + Private Beach + Elkhart Lake -122
Escape to the Victorian Inn, located on the Elkhart Lake Beach Resort property. This comfortable first-floor studio offers a relaxing place to unwind while keeping you close to everything Elkhart Lake has to offer. -Walking distance to downtown Elkhart Lake -Beach Access -Outdoor pool & Hot tub -5 minute drive to road America -AspenOak located inside Victorian house selling on the go items -Tiki Bar on property Enjoy all of Elkhart Lake within walking distance from your room!

Three Bedroom Two Bath Condo
This spacious condo includes three separate bedrooms. The master bedroom has one queen bed, an ensuite bathroom, and access to the covered veranda. The second and third bedrooms each have one queen bed. The second bath is in the common area. Unit has an open-concept floor plan with a living room (sofa sleeper & gas fireplace), fully equipped kitchen, dining area, and a covered veranda. Limited on-site parking. Street parking is available. No smoking in the unit.

The Victorian Inn On Elkhart Lake
Two Queen Bed Condo with outside patio. Keyless outside entry door & room locks. Parking. Refrigerator/freezer. Large flat-screen TV, Spectrum Cable, ROKU, WIFI. Work table & chairs. Pizza oven, microwave. Heat/AC, blackout curtain, new memory foam mattresses & metal frame beds. Outdoor & whirl pool (Summer only). Indoor pool with lounge chairs & game room. Private beach with lounge chairs and umbrellas. TIKI Bar & food. Elkhart Lake Watersports on property.

Historic Hotel Two Double Beds
Petite, European-style hotel room with two double beds and a private bathroom. Approximately 175 square feet. Includes complimentary Wi-Fi and a 42" LCD TV with cable television. The room is located in a historic building accessible only by stairs. Approximately 12 steps to the first level and an additional 14 steps to the second level. Limited on-site parking. Street parking is available. No smoking in the unit.

Hidden Gem with a Lake View in heart of Elkhart
Sweet & Simple Boutique Hotel room with shady lake views, just steps from historic Elkhart Lake. I includes semi-private deck overlooking the lake. The space features one large bathroom (shower/tub), classic Kohler fixtures, and plenty of towels and toiletries. NEW Sealy Queen mattress. Room also includes a small fridge, Keurig coffee maker, and a selection of breakfast bars. 1 Parking spot in private lot included

Elkhart Lake Corner Stay
Welcome to your Elkhart Lake Corner Stay, a second-floor corner unit at Elkhart Lake Beach Resort. Enjoy a cozy, modern space with resort access including a private beach, pool, hot tub, and Tiki Bar. Perfect for a relaxing getaway or Road America race weekend, with nearby dining, shopping, and activities. Comfort, convenience, and location come together for the ideal Elkhart Lake stay. ** Indoor pool currently closed

Historic Hotel One King Bed
Our Historic Hotel Rooms comprise the Elm Park Hotel, and the Lake Cottage, where guests are offered comfortably simple accommodations in the heart of Elkhart Lake, Wis. Keep in mind when booking, our Historic Hotel Rooms weren’t constructed with an elevator so guests should be prepared to walk one, sometimes two flights of stairs, along with first come, first serve parking and A/C. No smoking in the unit.

The Osthoff Resort & Spa 2 Bedroom Lakeview
Looking for the perfect lakeside escape? The Osthoff Resort & Spa, a beautiful AAA Four Diamond retreat nestled along the shores of Elkhart Lake, WI, has you covered. Whether you're planning a family adventure by the water, a peaceful spa weekend, or simply craving some time to unwind and take in the natural beauty of the lake, this is where your getaway begins.
Popular amenities for Sheboygan County hotels
Family-friendly hotels

Room 3 at Christi's Inn located right off town sq.

AmericInn Plymouth | King | Near Road America

New luxury hotel in the heart of downtown Plymouth

Room 1 at Christi's Inn

Hidden Gem with a Lake View in heart of Elkhart

Historic Hotel Two Double Beds

Three Bedroom Two Bath Condo

Room 4 at Christi's Inn located off town square
Hotels with a pool

Victorian Inn #233 | King Bed + Queen Sleeper Sofa

Historic Hotel Room One Queen with Shared Bathroom

Historic Adjoining Hotel Rooms

Historic Hotel 1 Double & 1 Twin

Historic Hotel room Two Twins with Shared Bathroom

Historic Hotel room Two Twin beds

Historic Hotel One Queen Bed

The Osthoff Resort & Spa Courtyard Room
Hotels with a patio

Balcony Hotel Two Queen Beds

Balcony Hotel One Queen Bed

Balcony Hotel One King Bed

Two Bedroom Condo One Full Bath

One Bedroom Condo Queen Bed

Elkhart Lake Condo with King Bed & Patio -121

The Osthoff Resort & Spa 1 bedroom Woodland Suite

Osthoff Resort & Spa 1 Bedroom Courtyard Deluxe
Destinations to explore
- Pet-friendly rentals Sheboygan County
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- Rentals with a hot tub Sheboygan County
- Hotel rooms Wisconsin
- Hotel rooms United States
- Kohler-Andrae State Park
- American Family Field
- Baird Center
- Whistling Straits Golf Course
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Blackwolf Run Golf Course
- Pabst Mansion
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park
- Lake Park
- Road America
- Little Switzerland Ski Area
- Lion's Den Gorge Nature Preserve
- The Bull at Pinehurst Farms Golf Course
- Deland Park
- Neshotah Park




