Top 10 Hotels with Pool & Accommodation in Winchester from AU$106

Q: What are some accommodation options with pools in Winchester?

Baymont by Wyndham Winchester : Features daily, a pool and free self parking. Best Western Winchester Hotel : Offers full, a seasonal outdoor pool and free self parking.

Check availability on Winchester Hotels with Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Winchester hotels with a pool

Best Western Winchester Hotel

Winchester

Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.

includes taxes & fees

8 June - 9 June

Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.

includes taxes & fees

5 July - 6 July

Hampton Inn Winchester

Winchester

Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.

includes taxes & fees

6 July - 7 July

Baymont by Wyndham Winchester

Winchester

Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness centre.

includes taxes & fees

1 July - 2 July

Comfort Inn Winchester

Winchester

City centre hotel offers indoor pool for leisurely laps and warm plunges from early morning to late night.

includes taxes & fees

1 July - 2 July

Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

Holiday Inn Express Lexington Horse Park Area by IHG

Lexington

Float in pristine waters at this Art Deco hotel with an indoor pool and poolside sun loungers for ultimate relaxation.

includes taxes & fees

3 July - 4 July

Seasonal outdoor pool, open 11:00 AM to 11:00 PM, pool loungers

Super 8 by Wyndham Georgetown

Georgetown

Refresh in a spacious seasonal outdoor pool while sun loungers invite relaxation in this welcoming Georgetown retreat.

includes taxes & fees

10 June - 11 June

Country Inn & Suites by Radisson, Georgetown, KY

Georgetown

Make a splash at this hotel's indoor pool paradise with spa pool for total relaxation.

includes taxes & fees

28 June - 29 June

View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included

Spa pool

Top Winchester Hotel Reviews

DoubleTree Suites by Hilton Hotel Lexington

6/10 Okay

"The property is very dated. Odd smells in the elevators & around."

Spark by Hilton Lexington Hamburg

8/10 Good

"The room was small, but clean -except the tub...had some weird streaks in it. The pillows were super comfortable!! Breakfast was a bit disappointing. Very minimal. Surprised. It didn't seem Hilton quality at all. Apples had a white residue on them - was afraid to eat them. Mostly carbs. They did have boiled eggs - took me over 5 mins just to get the shell off. Liked that the pool was not too cold. Thanks for that! Overall I'm not sure I would stay here again - if they switched up the breakfast that would be a game changer."

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

4/10 Poor

"The property was clean and the people were friendly, but one of the reasons we chose this place was because they offered cribs and we're traveling with twin babies. It turns out, they actually have just one pack-and-play (they had two, but one is broken). We had to figure out how to make our own arrangements for them within the limited space of the room, which made for a miserable night having the path to the bathroom blocked by sleeping babies. Also the room stayed very humid and didn't get cool even when we turned the a/c down. When we went for breakfast this morning the fruit selection included a single brown banana and visibly moldy orange. I can't believe I spent hundreds of dollars for this stay."

Marriott Lexington Griffin Gate Golf Resort & Spa

8/10 Good

"Quick stay. Staff was incredibly friendly. We had an issue with our air not working at night but couldn't move rooms (our choice) due our daughter being sound asleep. Staff was very apologetic and offered to get engineering to look at it. We declined until the morning to not wake the baby. They promptly brought a fan to help cool off the room. Room could have used a slightly more thorough cleaning but was not dirty by any means. Would absolutely go back. Golf course is beautifully manicured and pool was great."

Fairfield Inn & Suites by Marriott Lexington North

4/10 Poor

"The property felt old and not well maintained. The first room we were assigned overwhelmingly smelled like cigarette smoke, had broken light switches, dirty carpet and mismatched furniture. The room they moved us to smelled better, but definitely felt old and not cared for or cleaned well. I received an email from the manager after complaining about these things thanking me for letting them know and stating they hope to see us again for a future stay. Strange way to attempt to get repeat business."

Frequently asked questions

What are some accommodation options with pools in Winchester?

Baymont by Wyndham Winchester: Features daily, a pool and free self parking. Best Western Winchester Hotel: Offers full, a seasonal outdoor pool and free self parking.

What is there to see and do in Winchester?

Spend some time experiencing the great outdoors at Community Park and The Holler. During your stay, visit sights such as Bluegrass Heritage Museum, Wiseman Park and Winchester Traveling Trail. 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Winchester Hotels with Pool