Find Hotels with a Pool in Winchester, IN

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

Top Winchester Hotels with a Pool

Indoor pool
Randolph Inn and Suites

Randolph Inn and Suites

2.5 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (241)
Splash into the pristine indoor swimming pool, a welcoming retreat after exploring the area. Fast, friendly check-in and spotlessly clean rooms complement this smoke-free hotel's fitness center, complimentary breakfast, and tranquil atmosphere.
$108 nightly
The price is $121
Nov 20 - Nov 21
Total with taxes and fees
Randolph Inn and Suites
Indoor pool
Comfort Suites

Comfort Suites

2.5 star property
Richmond
  • Indoor pool
9.4 out of 10, Exceptional, (638)
Dive into the crystal-clear indoor pool after exploring nearby shopping districts. Guests praise the immaculate facilities, from spacious rooms with premium bedding to outdoor patios featuring cozy gas fire pits for evening relaxation.
$95 nightly
The price is $107
Nov 30 - Dec 1
Total with taxes and fees
Comfort Suites
Indoor pool
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 star property
Richmond
  • Indoor pool
  • Hot tub
8.4 out of 10, Very Good, (1008)
Splash into vacation mode at the pristine indoor pool, complemented by a soothing hot tub for post-swim relaxation. Guests consistently praise the immaculate facilities and peaceful atmosphere, making this inn a refreshing oasis during any season.
$67 nightly
The price is $75
Nov 23 - Nov 24
Total with taxes and fees
Baymont by Wyndham Richmond I-70
Indoor pool
Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond

2.5 star property
New Paris
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (513)
Swimming enthusiasts appreciate the spacious indoor pool complemented by a soothing hot tub with accessibility features. Beyond aquatic amenities, guests savor a complimentary breakfast buffet before heading to the 24-hour fitness center for a complete wellness experience.
$101 nightly
The price is $114
Nov 30 - Dec 1
Total with taxes and fees
Fairfield Inn by Marriott Richmond
Fitness facility
Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG

2.5 star property
Portland
  • Indoor pool
9.2 out of 10, Wonderful, (353)
Poolside paradise beckons guests seeking relaxation amid premium bedding and spotless accommodations. Friendly staff provides attentive service while a fitness center, banquet hall, and plentiful breakfast options enhance this rural hotel's home-like atmosphere.
$97 nightly
The price is $109
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express & Suites Portland by IHG
Indoor pool
Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

2.5 star property
Richmond
  • Indoor pool
  • Children's pool
8.4 out of 10, Very Good, (1000)
Sparkling indoor pools welcome both adults and kids at this spotless, newly remodeled property. Splash-ready amenities complement amazingly comfortable beds, friendly staff, and a hot breakfast buffet with many choices.
$93 nightly
The price is $105
Nov 25 - Nov 26
Total with taxes and fees
Best Western Plus Richmond Indiana I-70
Lobby
Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie

3.0 star property
Muncie
  • Indoor pool
9.6 out of 10, Exceptional, (9)
Swimming enthusiasts appreciate the convenient indoor pool that remains accessible regardless of weather conditions. After invigorating laps, guests can maintain fitness routines at the well-equipped exercise center before enjoying a complimentary breakfast buffet.
$111 nightly
The price is $125
Nov 29 - Nov 30
Total with taxes and fees
Home2 Suites By Hilton Muncie
Indoor pool, pool umbrellas, sun loungers
Quality Inn and Conference Center

Quality Inn and Conference Center

2.5 star property
Richmond
  • Indoor pool
  • Pool loungers
6.8 out of 10, (1004)
Swim laps in the serene indoor pool, surrounded by comfortable loungers for post-workout relaxation. Guests praise the hotel's comfortable beds, friendly staff, and convenient location near the convention center.
$49 nightly
The price is $55
Dec 8 - Dec 9
Total with taxes and fees
Quality Inn and Conference Center
Indoor pool
Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

2.5 star property
Richmond
  • Indoor pool
9.2 out of 10, Wonderful, (935)
Swimming sessions await at the serene indoor pool, accessible from early morning until late evening. Beyond aquatic enjoyment, this hotel delights with a complimentary breakfast buffet, 24-hour fitness center, and peaceful, spacious rooms.
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn & Suites Richmond, IN
Indoor pool
Muncie Place Hotel & Suites

Muncie Place Hotel & Suites

2.5 star property
Muncie
  • Indoor pool
8.0 out of 10, Very Good, (596)
Refreshing swims await in the indoor pool, complemented by 24-hour fitness facilities and plush pillowtop mattresses consistently praised by guests. Premium bedding, attentive staff, and a delicious breakfast buffet complete this comfortable retreat.
$74 nightly
The price is $83
Dec 19 - Dec 20
Total with taxes and fees
Muncie Place Hotel & 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.
View all properties

Top Winchester Hotel Reviews

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

10/10 Excellent
"Very clean the staff is great, breakfast is good . I get a good night sleep in the bed. And the shower is the best of all.. everything is great"
Angela 1-night trip
Posted 5 days ago
Baymont by Wyndham Richmond I-70

Frequently asked questions

What are some accommodations with pools in Winchester?
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: Features a water park, a pool, and complimentary wireless internet access. Randolph Inn and Suites: Offers daily, an indoor pool, and free self parking. Baymont by Wyndham Richmond I-70: Provides daily, an indoor pool, and free self parking. Baymont by Wyndham Muncie Near Ball State University: Offers buffet, an indoor pool, and free self parking. Comfort Suites: Features 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 Golf Club and Winchester Speedway 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.

Explore a world of travel with Expedia