A wooden dock extending into a calm body of water, with boats docked nearby and a building with a red roof in the background.

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Check availability on Oostburg Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Oostburg hotels with a pool

An indoor swimming pool with clear water, tiled floor, and safety railings.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.

1. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
  • Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
₩121,866
₩138,319 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Sheboygan I-43
A family sitting by a poolside with chairs and a tiled wall in the background.
A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.
A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.
A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.

2. AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
  • Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
₩119,700
₩135,860 total
includes taxes & fees
Oct 5 - Oct 6
AmericInn by Wyndham Sheboygan
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.
A bar area with wooden bar stools and a well-stocked liquor shelf.
An outdoor patio with stone walls, a fire feature, and seating.

3. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
  • Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
₩169,394
₩192,262 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Sheboygan
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A spacious lobby with marble flooring, vending machines, and a staircase.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
A bar area with a long counter, multiple stools, and a selection of beverages.

4. The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
  • Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
₩96,275
₩106,383 total
includes taxes & fees
Oct 4 - Oct 5
The Oasis Hotel & Bar
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.
A modern dining area with a central island, bar stools, and a sofa.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

5. Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
  • An indoor pool retreat with sunrise views of Lake Michigan beckons at this hotel in Sheboygan, where comfort meets lakeside charm.
₩188,216
₩213,632 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Sheboygan-Kohler by IHG
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.
A spacious living area with a fireplace, a sofa, and a dining area in the background.
A hotel room with two beds, a sofa, a TV, and a dining table.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

6. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
₩142,178
₩161,372 total
includes taxes & fees
Sep 29 - Sep 30
Grandstay Residential Suites Hotel - Sheboygan
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.
A bathroom with a sink, mirror, towel rack, and toilet.

7. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
  • Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
₩123,924
₩140,653 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Sheboygan North I-43
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

8. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
₩178,805
₩202,944 total
includes taxes & fees
Oct 13 - Oct 14
Baymont by Wyndham Plymouth
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
A conference room with a long table, six chairs, and a wooden accent wall.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.
A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.

9. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
₩126,308
₩143,359 total
includes taxes & fees
Oct 14 - Oct 15
Wingate by Wyndham Sheboygan
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
A buffet counter with a coffee machine, a display case with food, and a digital menu board.
A modern hotel room with two beds, a desk, and a view of the outdoors.

10. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
  • Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
₩176,544
₩200,379 total
includes taxes & fees
Oct 4 - Oct 5
Home2 Suites By Hilton Sheboygan
View all properties

Choose what matters most at hotels with a pool in Oostburg

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Oostburg Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"Really charming little room. Comfy, clean, full size fridge, a microwave, basic dishes. A person could easily stay here awhile. Perfect location to walk to the Kohler Art Center, dine at the Black Pig and even walk to the lighthouse! Would rate higher, but I was double billed...once by Expedia and again by the front desk at check in. I called about it once I was home and the front desk gal was pleasant, admitted there had been an error and will refund me accordingly. No issues in resolving."
Susan 1-night trip
Posted 4 hours ago
Grandstay Residential Suites Hotel - Sheboygan
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

8/10 Good
"Breakfast was incredible. Staff was helpful. The pool had red sediment/staining presumably iron deposits? Overall felt clean but could smell animals throughout and room was musty at first until we got used to it"
MELISSA M 2-night trip
Posted 8 hours ago
Comfort Inn & Suites Sheboygan I-43
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

10/10 Excellent
"Great place!!!"
Diane 1-night trip
Posted 9 hours ago
AmericInn by Wyndham Sheboygan
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"Clean property. Close to shopping centers."
Ka 4-night trip
Posted 14 hours ago
Holiday Inn Express Sheboygan-Kohler by IHG
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"Perfect weekend getaway spent looking out the balcony at the beach waves!"
Alexis 1-night trip
Posted 1 day ago
Blue Harbor Resort and Conference Center
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good
"Pleased that a room was ready even though we arrived much earlier than expected. Housekeeping came in one of the days (we forgot to put out the DND sign) but they provided fresh towels and toiletries without disturbing or rearranging any of our personal items. Much appreciated."
Lisa 3-night trip
Posted 4 days ago
Quality Inn Sheboygan North I-43
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

8/10 Good
"Fair pricing, been in worse for a lot more money. Beds were a bit hard, showers were hot, reserved an accessable room, apparently that means it's on the first floor. No grab bars in the shower or by the toilet. Good for the price."
Dana 4-night trip
Posted 6 days ago
Super 8 by Wyndham Sheboygan WI

Frequently asked questions

What are some accommodations with pools in Oostburg?
Grandstay Residential Suites Hotel - Sheboygan: Aparthotel, 14-minute walk from Lake Michigan. Provides daily, an indoor pool, and free self parking. Watershed Hotel: Hotel located near Lake Michigan. Features daily, an indoor pool, and free self parking. The American Club: Offers full, an indoor pool, and free self parking. AmericInn by Wyndham Sheboygan: Provides a seasonal outdoor pool, an indoor pool, and a full-service spa. Quality Inn Sheboygan North I-43: Features a children's pool, an indoor pool, and buffet.
What is there to see and do in Oostburg?
Explore places like Lake Michigan while you're in Oostburg. Make a point to visit attractions like Bookworm Gardens and Luxembourg American Cultural Center.
When is the best time to book a hotel with a pool in Oostburg?
Taking into account the local weather in Oostburg is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Oostburg are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.

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