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

Search Hotels with Pool in Oostburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oostburg Hotels with Pool

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Oostburg hotels with a pool

An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.
A modern dining area with a central island, bar stools, and a sofa.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

1. 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.
Rp2.498.942
Rp2.836.298 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Sheboygan-Kohler by IHG
A family sitting by a poolside with chairs and a tiled wall in the background.
A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.
A reception area with two desks, a TV, and orange chairs.
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.
Rp1.589.255
Rp1.803.803 total
includes taxes & fees
6 Oct - 7 Oct
AmericInn by Wyndham Sheboygan
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.
An outdoor patio with stone walls, a fire feature, and seating.
A bar area with wooden bar stools and a well-stocked liquor shelf.
A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

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.
Rp2.124.101
Rp2.410.855 total
includes taxes & fees
30 Oct - 31 Oct
Fairfield Inn & Suites by Marriott Sheboygan
An indoor swimming pool with clear water, tiled floor, and safety railings.
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.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

4. 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.
Rp1.618.020
Rp1.836.453 total
includes taxes & fees
26 Oct - 27 Oct
Comfort Inn & Suites Sheboygan I-43
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 GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

5. 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.
Rp1.887.691
Rp2.142.530 total
includes taxes & fees
30 Sept - 1 Oct
Grandstay Residential Suites Hotel - Sheboygan
A spa area with a pool, lounge chairs, and a seating area with a sofa and cushions.
A coastal golf course with a view of the ocean.
A spacious indoor area with multiple seating arrangements, including chairs and sofas, and a bar area with shelves.
A building with large, ornate stained glass windows and a brick facade.

6. The American Club

The American Club
Kohler
  • Lakeside tennis resort with 10 courts and a full-service spa offers an active retreat on the shores of Lake Michigan.
Rp10.517.130
Rp11.621.519 total
includes taxes & fees
18 Oct - 19 Oct
The American Club
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
Two people sitting on a couch facing a fireplace with a fruit platter on the table.
A coastal golf course with a view of the ocean.
A cozy living room with a fireplace, leather furniture, and a chandelier.

7. Inn On Woodlake

Inn On Woodlake
Kohler
  • Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.
Rp5.932.740
Rp6.555.678 total
includes taxes & fees
21 Oct - 22 Oct
Inn On Woodlake
A swimming pool area with lounge chairs and umbrellas.
A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.
A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.
A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.

8. Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
  • Poolside paradise awaits at this beachfront resort with indoor and outdoor options for year-round splashing fun.
Rp3.307.772
Rp4.228.246 total
includes taxes & fees
30 Sept - 1 Oct
Blue Harbor Resort and Conference Center
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 bar area with a long counter, multiple stools, and a selection of beverages.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

9. 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.
Rp1.434.030
Rp1.584.603 total
includes taxes & fees
11 Oct - 12 Oct
The Oasis Hotel & Bar
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

10. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
Rp2.373.995
Rp2.694.485 total
includes taxes & fees
19 Oct - 20 Oct
Baymont by Wyndham Plymouth
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

The Harborview on Lake Michigan, an Ascend Collection Hotel

The Harborview on Lake Michigan, an Ascend Collection Hotel

10/10 Excellent
"We were on a fishing trip and the hotel has a freezer to keep our catch. Super Awesome and very convenient. Loved This Place!!!! The Bartender is Awesome! Make sure you get in on the dice game!"
Douglas 2-night trip
Posted 2 hours ago
The Harborview on Lake Michigan, an Ascend Collection Hotel
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

10/10 Excellent
"The parking lot was resurfaced without notification so parking was difficult. Some had damage to their vehicles. This property seems to still be undergoing renovation. Staff is the shining star of this place!"
Troy 3-night trip
Posted 21 hours ago
AmericInn by Wyndham Sheboygan
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 2 days 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 2 days ago
Comfort Inn & Suites Sheboygan I-43
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 2 days 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 3 days 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 5 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 8 days ago
Super 8 by Wyndham Sheboygan WI

Frequently asked questions

What are some accommodation options with pools in Oostburg?
Grandstay Residential Suites Hotel - Sheboygan: Aparthotel, 14-minute walk from Lake Michigan. Features 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: Resort, 3-minute walk from Lake Michigan. Features a seasonal outdoor pool, an indoor pool and free water park access. Quality Inn Sheboygan North I-43: Offers a children's pool, an indoor pool and buffet.
What is there to see and do in Oostburg?
Explore places such as Lake Michigan while you're in Oostburg. Make a point to visit attractions such as Bookworm Gardens and Blue Harbor Resort & Conference Center Water Park.
When is the best time to book a hotel with a pool in Oostburg?
Taking the local weather in Oostburg into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Oostburg are January, March, February and October, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia