Photo by Hyelsinta

Hotels with Pool & Resorts in Winchester from AU$110

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with Pool

This weekend
Next weekend

Best Winchester Hotels with Pool

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (1014)
"I was very happy with the bed. Shower could use some work. "
The price is AU$110
includes taxes & fees
6 Oct - 7 Oct
Red Roof Inn Richmond, KY

Best Western Richmond Hotel

2.5 star property
7.0 out of 10, Good, (1008)
"Very good service! "
The price is AU$131
includes taxes & fees
9 Oct - 10 Oct
Best Western Richmond Hotel

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (979)
"Firm bed, clean room, friendly staff and adequate breakfast. "
The price is AU$157
includes taxes & fees
5 Oct - 6 Oct
Best Western Winchester Hotel

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1025)
"Very nice Hotel"
The price is AU$167
includes taxes & fees
8 Oct - 9 Oct
Quality Inn Richmond

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (754)
"Everything was clean and updated. Would definitely stay there again. "
The price is AU$148
includes taxes & fees
20 Oct - 21 Oct
Baymont by Wyndham Winchester

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.2 out of 10, Wonderful, (495)
"Just an overnight stop, but great stay. Will stay again if in the area."
The price is AU$184
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn

2.5 star property
7.0 out of 10, Good, (343)
" Nice, new facilities"
The price is AU$135
includes taxes & fees
26 Oct - 27 Oct
Comfort Inn

Home2 Suites By Hilton Richmond, Ky

3.0 star property
9.6 out of 10, Exceptional, (101)
"Friendly staff, large room, comfortable beds. Great breakfast."
The price is AU$195
includes taxes & fees
26 Oct - 27 Oct
Home2 Suites By Hilton Richmond, Ky

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
8.8 out of 10, Excellent, (543)
"Loved the self- service coffee machines!"
The price is AU$188
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Mt Sterling North by IHG

Comfort Suites Richmond

2.5 star property
7.6 out of 10, Good, (698)
"Staff was very nice and accommodating"
The price is AU$146
includes taxes & fees
5 Oct - 6 Oct
Comfort Suites Richmond
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.

Top Winchester Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Winchester?
Best Western Winchester Hotel: Features full, a seasonal outdoor pool and free self parking. Baymont by Wyndham Winchester: Offers daily, a pool and free self parking.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at Lykins Park and College Park. During your stay, visit sights such as Bluegrass Heritage Museum, Southwind Golf Course and Winchester Opera House. You'll also discover lots of options for restaurants in Winchester.
When is the best time to book a hotel with a pool in Winchester?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Winchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 4°C.

Explore a world of travel with Expedia