Find Hotels with a Pool in Winchester, KY from CA $105

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Our top choices for Winchester hotels with a pool

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
"After9 hours on the road, the friendly reception at the front desk and the clean and comfortable room gave me a much needed rest . Then, a simple but perfect breakfast in the clean dining area and really good coffee gave me a leg up on the rest of my journey. Thank you!"
United States
Martin
The price is CA $123
CA $135 total
includes taxes & fees
May 13 - May 14
Best Western Winchester Hotel

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (464 reviews)
  • cleanliness
    Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.
"Clean and comfortable room"
United States
Don
The price is CA $164
CA $181 total
includes taxes & fees
May 24 - May 25
Hampton Inn Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (798 reviews)
  • cleanliness
    Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness centre.
"Friendly folk"
United States
Terry
The price is CA $109
CA $120 total
includes taxes & fees
May 14 - May 15
Baymont by Wyndham Winchester

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (561 reviews)
  • cleanliness
    Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.
"Staff was excellent!!! I had my daughter’s 5th birthday swim part and they provided everything we needed and more. I can’t remember staff names, but very nice. "
United States
Erica
The price is CA $170
CA $188 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (362 reviews)
  • cleanliness
    City centre hotel offers indoor pool for leisurely laps and warm plunges from early morning to late night.
"Was clean and beds were comfortable "
United States
Rachel
The price is CA $96
CA $105 total
includes taxes & fees
May 31 - Jun 1
Comfort Inn Winchester

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,141 reviews)
  • cleanliness
    Splash into relaxation at the indoor pool oasis, where sun loungers invite a day of rejuvenating lounging.
"clean room, nice pool, Good breakfast"
United States
Sondra
The price is CA $101
CA $118 total
includes taxes & fees
May 11 - May 12
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
8.8 out of 10, Excellent, (1,011 reviews)
  • cleanliness
    Make a splash at this hotel's indoor pool paradise with hot tub for total relaxation.
"Perfect stay. Great breakfast. Clean, cool, comfy room. "
United States
Lacey
The price is CA $117
CA $129 total
includes taxes & fees
May 17 - May 18
Country Inn & Suites by Radisson, Georgetown, KY

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,203 reviews)
  • cleanliness
    Float in pristine waters at this Art Deco hotel with an indoor pool and poolside sun loungers for ultimate relaxation.
"Pool was a little cold but clean & empty."
United States
Barbra
The price is CA $140
CA $163 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express Lexington Horse Park Area by IHG

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,871 reviews)
  • cleanliness
    Dive into summer splendour at this seasonal outdoor pool with mountain views and natural surroundings.
"The pool area opened the day we arrived and was an excellent spot to cool off in the afternoon."
United States
Larissa Van
The price is CA $148
CA $163 total
includes taxes & fees
May 10 - May 11
Natural Bridge State Resort Park

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (742 reviews)
  • cleanliness
    Soothing indoor pool oasis for relaxation awaits at this hotel with a steamy hot tub retreat.
"Supportive staff, good pool, solid breakfast."
United States
Theresa
The price is CA $147
CA $162 total
includes taxes & fees
May 10 - May 11
Comfort Inn & Suites Mount Sterling
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.

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

Frequently asked questions

What are the best hotels in Winchester with outdoor pools?
If you're looking for hotels in Winchester, Kentucky, with outdoor pools, the Hampton Inn Winchester should be at the top of your list. This 3-star hotel boasts a fantastic outdoor pool that is superb for families seeking a refreshing dip during their stay. Guests rave about the friendly and helpful staff, as well as the clean and well-maintained rooms, which contribute to its impressive review rating of 9.2. Additionally, the hotel offers complimentary breakfast, free Wi-Fi, and convenient self-parking, making it an excellent choice for those who value comfort and convenience.

Another solid option is the Best Western Winchester Hotel, featuring an outdoor pool that enhances its family-friendly appeal. Rated 8.4 by travellers, this hotel is praised for its spacious and clean rooms, friendly staff, and a great breakfast selection. With free self-parking and wired internet available, guests appreciate the thoughtful amenities that add to their overall experience.

For those on a budget, the Baymont by Wyndham Winchester presents a more economical choice. Although it has a lower review score of 7.2, it still offers an outdoor pool along with free Wi-Fi and breakfast options. Guests have noted the excellent size of the rooms and the wonderful staff, making it a decent value for families looking for a fun getaway.
How much does a hotel with outdoor pool in Winchester cost?
Enjoy staying in a hotel in Winchester with an outdoor pool. You can find a great deal from CA $105 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Lykins Park?
The Hampton Inn Winchester is an excellent choice for travellers seeking a hotel with an outdoor pool close to Lykins Park. Rated 9.2 by guests, this hotel is celebrated for its friendly and helpful staff, as well as its clean and spacious rooms. Guests appreciate the convenient location and the array of amenities, including free WiFi, complimentary breakfast options, and free parking, which add to the overall value of their stay.

Another great option is the Best Western Winchester Hotel, boasting a solid review rating of 8.4. This hotel features an inviting outdoor pool along with clean and sizable rooms. Families will particularly enjoy the hearty breakfast offerings and the friendly service provided by the staff, making it a welcoming spot for both relaxation and adventure.

If you're looking for a more budget-friendly choice, consider the Baymont by Wyndham Winchester. With a traveller rating of 7.2, this hotel offers an outdoor pool and convenient amenities like free WiFi and continental breakfast. Guests have noted the excellent room sizes and the wonderful service from the staff, making it a practical option for families wanting to enjoy their time near Lykins Park without breaking the bank.
Is it cheaper to book flights and a hotel in Winchester as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in Winchester with Expedia?
Before booking your Winchester hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Winchester for you.

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