The Best Hotels with a Pool in Plymouth, WI from ￥15,439 in 2026

Q: What are some hotels with pools in Plymouth?

AmericInn by Wyndham Plymouth : Features continental, an indoor pool, and free self parking. Baymont by Wyndham Plymouth : Offers complimentary wired internet access, an indoor pool, and free self parking. Plymouth Suites Hotel : Vacation home located near Road America. Features complimentary wireless internet access, a pool, and kitchens. Sleeps 13 - Hot Tub - Game Room - minutes from Road America : Hotel located near Lake Michigan. Offers daily, an indoor pool, and free self parking. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth : Provides complimentary wired internet access, an indoor pool, and free self parking.

A coastal lighthouse, a large domed building, and a curved pier.

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Our top choices for Plymouth hotels with a pool

AmericInn by Wyndham Plymouth

Plymouth

Splash into aquatic bliss at this hotel's indoor oasis, where pool days meet comfort stays.

￥21,950 total

includes taxes & fees

Aug 17 - Aug 18

Baymont by Wyndham Plymouth

Plymouth

Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.

￥26,396 total

includes taxes & fees

Aug 16 - Aug 17

The Osthoff Resort

Elkhart Lake

Splash into relaxation at this lakeside resort offering indoor and outdoor pools for year-round swimming.

￥48,790 total

includes taxes & fees

Aug 10 - Aug 11

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.

￥28,055 total

includes taxes & fees

Aug 9 - Aug 10

AmericInn by Wyndham Sheboygan

Sheboygan

Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.

￥18,174 total

includes taxes & fees

Aug 16 - Aug 17

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.

￥32,581 total

includes taxes & fees

Aug 12 - Aug 13

Quality Inn Sheboygan North I-43

Sheboygan

Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.

￥18,302 total

includes taxes & fees

Aug 9 - Aug 10

Inn On Woodlake

Kohler

Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.

￥68,238 total

includes taxes & fees

Aug 9 - Aug 10

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Choose what matters most at hotels with a pool in Plymouth

Breakfast included

Hot tub

Top Plymouth Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent

"Our room was clean and comfortable. The location is great being downtown. The breakfast was good with several options. We would return."

Harbor Town, BW Signature Collection

8/10 Good

"Let's start with the value. My room for the night was $244 less expensive than the Baymont Inn in Plymouth the same night. So, the dollar value was excellent. The hotel is generally clean but appears to be in the process of updating. My room appeared to be recently painted but the carpet was pretty old. The bathroom fixtures were also pretty tired. They offered cooked to order meals included in the room cost but I had to leave before the kitchen opened, so I can't comment on the breakfast. They had coffee and fruit out by 6:15 AM so at least the dining area wasn't dark and locked off for early risers. The hotel is about 30 minutes from Road America so it's a viable option if you're attending a big race weekend and hotels near the track have jacked up their prices. I checked in kinda late and left early so I was looking for value and this hotel was good for the money. Check the various booking websites for pricing. I'd say it was 3/5 the hotel for 1/4 the price. Good, not great but great for the money."

The Osthoff Resort

8/10 Good

"We had a nice stay at The Osthoff Resort overall. The property was very clean, and we enjoyed both the pools and the beach. The location is beautiful, and the grounds are well maintained. That said, we were a little disappointed that so many activities came with additional fees. We were surprised that things like stand-up paddleboards and bikes weren’t included for resort guests. It would have made the experience feel like a better value. The only other issue was that the air conditioning in our room struggled to keep up, which made it less comfortable during our stay. Overall, it’s a nice resort in a beautiful setting, but a few improvements would make the guest experience even better."

Frequently asked questions

What are some hotels with pools in Plymouth?

AmericInn by Wyndham Plymouth: Features continental, an indoor pool, and free self parking. Baymont by Wyndham Plymouth: Offers complimentary wired internet access, an indoor pool, and free self parking. Plymouth Suites Hotel: Vacation home located near Road America. Features complimentary wireless internet access, a pool, and kitchens. Sleeps 13 - Hot Tub - Game Room - minutes from Road America: Hotel located near Lake Michigan. Offers daily, an indoor pool, and free self parking. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth: Provides complimentary wired internet access, an indoor pool, and free self parking.

What is there to see and do in Plymouth?

Make a point to visit attractions like Crystal Lake and Sheboygan County Fairgrounds. During your stay, check out sights such as Road America, Evergreen Golf Course, and Antoinette. You'll also discover lost of options for restaurants and bars in Plymouth.

When is the best time to book a hotel with a pool in Plymouth?

Taking into account the local weather in Plymouth can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Plymouth are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.

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