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Find Romantic Hotels in Sheboygan, WI

Pick from 11 Sheboygan Romantic Hotels and compare 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, (229)
"This is a great place to stay! All the convenience of home and with an excellent view of the lake. Missing the sound of the waves already! There were binoculars to look out on the lake, games and puzzles, movies to watch. Close to shopping. Hour from Milwaukee or greenbay. It was a perfect place to stay and enjoy out visit with family close by. "
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, (203)
"Perfect spa getaway…can’t wait to treat myself again! A must visit location…book now! "
The price is SAR 1,633
SAR 1,805 total
includes taxes & fees
15 Dec - 16 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, (196)
"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 829
SAR 925 total
includes taxes & fees
16 Dec - 17 Dec
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, (1059)
"Great staff and service. "
The price is SAR 327
SAR 371 total
includes taxes & fees
5 Dec - 6 Dec
La Quinta Inn by Wyndham Sheboygan
Lighthouse Inn
Front of property

Lighthouse Inn

2.5 star property
8.8 out of 10, Excellent, (1017)
"We had a very nice stay. We loved being right in Lake Michigan. The weather was gloomy but having the lake view was great. Attached Restaurant was great. No need for a coat. Food was good and reasonable. There was music on saturday which we really liked. Yes it is dated but that adds to the charm. Room was very clean. No smells that people talk about except from the chlorine in the pool. The pool and hottub were relaxing. Most times we were the only ones in there. Definately will go back. Nice...
The price is SAR 357
SAR 403 total
includes taxes & fees
23 Dec - 24 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, (827)
"The only thing we were disappointed in was the water pressure. Everything else was great! "
The price is SAR 267
SAR 298 total
includes taxes & fees
8 Dec - 9 Dec
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, (426)
"great view!"
The price is SAR 553
SAR 726 total
includes taxes & fees
24 Nov - 25 Nov
Blue Harbor Resort and Conference Center
Harbor Winds Hotel
Exterior

Harbor Winds Hotel

2.0 star property
8.4 out of 10, Very Good, (835)
"Great stay! Comfy bed with a clean and cozy room. Tons of TV channels. Beautiful location. And the front desk clerk was amazing. Brought us up our pizza delivery and a whole bunch of other little gestures that showed she cared. Would stay again and recommend to out of town guests. "
The price is SAR 338
SAR 383 total
includes taxes & fees
24 Nov - 25 Nov
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.
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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 Kohler-Andrae State Park. 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 Kohler-Andrae State Park 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.