Photo by ed lee schneider

Find Romantic Hotels in Sheboygan, WI

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Sheboygan Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Rear deck, yard and Lake Michigan view!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (232)
"Great stay. Great location. Easy communication. "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
The American Club
Exterior

The American Club

5.0 star property
9.6 out of 10, Exceptional, (207)
"Great couples getaway "
The price is SAR 1,821
SAR 2,012 total
includes taxes & fees
29 Dec - 30 Dec
The American Club
Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
Dining

Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!

10.0 out of 10, Exceptional, (197)
"The house and property are meticulously kept. We could not be happier with the house and host. There were absolutely no issues but our host Mike was responsive and welcoming. Our family of four loved the fire pit and short hike to the beach and can’t wait to stay here again! "
Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
The Rochester Inn, A Historic Hotel
Front of property - evening/night

The Rochester Inn, A Historic Hotel

3.0 star property
9.6 out of 10, Exceptional, (307)
"A perfect stay!"
The price is SAR 882
SAR 983 total
includes taxes & fees
4 Jan - 5 January 2025
The Rochester Inn, A Historic Hotel
La Quinta Inn by Wyndham Sheboygan
Exterior

La Quinta Inn by Wyndham Sheboygan

2.5 star property
8.2 out of 10, Very Good, (1000)
"Over a great stay. It was quiet which was good as I was here for work and it was very late nights. Comfortable bed. "
The price is SAR 284
SAR 322 total
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn by Wyndham Sheboygan
Lighthouse Inn
Front of property

Lighthouse Inn

2.5 star property
8.8 out of 10, Excellent, (1000)
"Loved the lakefront location!"
The price is SAR 402
SAR 454 total
includes taxes & fees
29 Dec - 30 Dec
Lighthouse Inn
Sleep Inn & Suites Sheboygan I-43
Exterior

Sleep Inn & Suites Sheboygan I-43

2.5 star property
7.4 out of 10, Good, (838)
"It was great. Just as expected. Really glad they accommodated our service dog. Only thing was that the pool didn't have the"water park" elements turned on. We still had a nice swim, and the hot tub was functioning quite nicely. Gym was also nice and had what I needed. Best part was the pool table and dart board. We had a great stay."
The price is SAR 305
SAR 347 total
includes taxes & fees
19 Jan - 20 January 2025
Sleep Inn & Suites Sheboygan I-43
Blue Harbor Resort and Conference Center
Beach

Blue Harbor Resort and Conference Center

3.0 star property
8.4 out of 10, Very Good, (429)
"Clean and a nice stay"
The price is SAR 691
SAR 883 total
includes taxes & fees
21 Jan - 22 January 2025
Blue Harbor Resort and Conference Center
Harbor Winds Hotel
Exterior

Harbor Winds Hotel

2.0 star property
8.4 out of 10, Very Good, (839)
"Great stay. Would like to see how it is after the updates"
The price is SAR 331
SAR 376 total
includes taxes & fees
28 Dec - 29 Dec
Harbor Winds Hotel
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.
Don't see what you're looking for?
See all available properties in Sheboygan

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 John Michael Kohler Arts Center, Blue Harbor Resort & Conference Center Water Park, or North Side Municipal Beach. 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.
How many romantic hotels should we expect to find in Sheboygan?
Expedia has 5 romantic Sheboygan hotels for you both to enjoy.
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. A visit to John Michael Kohler Arts Center, Blue Harbor Resort & Conference Center Water Park, or North Side Municipal Beach might be just the ticket when you’re checking out the sights.
What's the best way to get to Sheboygan and around town during my romantic getaway?
These transportation options in Sheboygan might help your romantic trip go off without a hitch: Make your way to Sheboygan with a flight to Austin Straubel Intl. Airport (GRB), which is the closest major airport located 55.3 mi (89 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.