A historic building with a clock tower, a statue, and well-maintained gardens.

Find Hotels with a Pool in Winchester, IN

Check availability on Winchester Hotels with a Pool

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Winchester hotels with a pool

An indoor swimming pool with clear water, a white chair, and windows allowing natural light.

1. Randolph Inn and Suites

Randolph Inn and Suites
2.5 star property
Winchester
8.8 out of 10, Excellent, (289 reviews)
"Loved the food"
United States
Sheri
$108 nightly
The price is $121
Nov 9 - Nov 10
Total with taxes and fees
Randolph Inn and Suites
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
4 stars

Top Winchester Hotel Reviews

Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

10/10 Excellent
"Good stay. Nice hotel."
Stephen 1-night trip
Posted 10 hours ago
Best Western Plus Richmond Indiana I-70

Frequently asked questions

What are some accommodations with pools in Winchester?
Randolph Inn and Suites: Features daily, an indoor pool, and free self parking. Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: Offers complimentary wireless internet access, a pool, and kitchens. Days Inn by Wyndham Muncie -Ball State University: Offers daily, an indoor pool, and free self parking. Motel 6 Richmond, IN: Features buffet, an indoor pool, and free self parking. Baymont by Wyndham Richmond I-70: Provides a children's pool, an indoor pool, and buffet.
What is there to see and do in Winchester?
Make a point to visit attractions like Prairie Creek Reservoir and Campground and Darke County Fairgrounds. Discover sights such as Winchester Speedway and Winchester Golf Club during your stay.
When is the best time to book a hotel with a pool in Winchester?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Winchester in the warmest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 33°F.

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