Hotels with a Pool in Winchester

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Hotels with a Pool in Winchester

A rectangular swimming pool with a white edge, surrounded by a concrete deck and a low white wall.

1. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
8.4 out of 10, Very good, (1,000 reviews)
Aquatic relaxation awaits at the seasonal outdoor pool, open June through September for refreshing dips. Guest reviews praise the clean, inviting waters that provide a pleasant way to unwind after long days of adventure.
The price is $85
$94 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.

2. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
  • Indoor pool
7.4 out of 10, Good, (867 reviews)
Aquatic adventures await at the pristine indoor pool, accessible from morning until evening in this tranquil retreat. Beyond swimming, guests appreciate the fitness center, spotlessly clean rooms, and consistently friendly staff for a perfectly balanced stay.
The price is $80
$88 total
includes taxes & fees
Nov 15 - Nov 16
Baymont by Wyndham Winchester
A swimming pool with a no diving sign, lounge chairs, and a building with a no diving sign.

3. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
9.2 out of 10, Wonderful, (487 reviews)
Surrounded by clean, comfortable spaces, the seasonal outdoor pool beckons with cooling respite after exploring Winchester. Friendly staff enhance the experience while a daily free breakfast buffet fuels adventures ahead.
The price is $111
$122 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Winchester
A hotel room with a large bed, a desk with a chair, a window with a view of the outside, and a wall-mounted TV.

4. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
  • Indoor pool
9.4 out of 10, Exceptional, (615 reviews)
Morning dips start the day with a refreshing splash at the indoor aquatic retreat, open from 7 AM to 10 PM. After swimming, guests enjoy the hearty breakfast buffet that reviewers consistently praise as delicious and varied.
The price is $114
$126 total
includes taxes & fees
Nov 24 - Nov 25
Holiday Inn Express Lexington East - Winchester by IHG
An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.

5. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
  • Indoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,177 reviews)
Sparkling clean water beckons in the spacious indoor swimming oasis, where guests unwind after workouts in the well-equipped fitness center. Pet owners appreciate the welcoming atmosphere and convenient walking areas throughout this quiet Hamburg Place hotel.
The price is $87
$101 total
includes taxes & fees
Nov 16 - Nov 17
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
An indoor pool area with a wooden ceiling, a fenced swimming pool, and several Adirondack chairs.

6. Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection
3.0 star property
Lexington
  • Indoor pool
8.0 out of 10, Very good, (844 reviews)
Splash into fun at the pristine indoor pool, where aquatic relaxation awaits between 8:00 AM and 11:00 AM. Families adore the arcade room with air hockey, while evening entertainment and a cozy firepit create memorable moments.
The price is $73
$85 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Lex and Conference Center, Trademark Collection
An indoor swimming pool with a lifeguard station, poolside chairs, and a clear 3 FT depth marking.

7. GuestHouse Lexington

GuestHouse Lexington
2.5 star property
Lexington
  • Indoor pool
8.4 out of 10, Very good, (1,731 reviews)
Heated indoor waters welcome swimmers from morning to night, creating a perfect retreat after exploring Lexington. The immaculately maintained pool complements comfortable rooms with premium bedding and thoughtful amenities throughout this spotless hotel.
The price is $71
$83 total
includes taxes & fees
Nov 9 - Nov 10
GuestHouse Lexington
A lobby with two armchairs, a fireplace, and a large mirror.

8. Ramada Limited Mount Sterling

Ramada Limited Mount Sterling
2.0 star property
Mount Sterling
  • Indoor pool
  • Hot tub
7.0 out of 10, Good, (866 reviews)
Immerse in the crystal-clear indoor pool before melting stress away in the bubbling hot tub. Friendly staff ensure every need is met, while clean, comfortable rooms with plush beds await after invigorating swims at this welcoming hotel.
The price is $68
$75 total
includes taxes & fees
Dec 1 - Dec 2
Ramada Limited Mount Sterling
A Holiday Inn hotel with a modern facade, multiple floors, and a well-lit entrance.

9. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
  • Indoor pool
9.0 out of 10, Wonderful, (1,001 reviews)
Swimming sessions flourish year-round in the temperature-controlled indoor pool, perfect for family fun after exploring nearby University of Kentucky. A 24-hour fitness center, outdoor terrace, and evening firepit complete this Hamburg retreat.
The price is $83
$96 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Lexington - Hamburg by IHG
An indoor swimming pool with clear water, surrounded by stone-tiled flooring and equipped with safety railings.

10. Best Western Lexington Inn

Best Western Lexington Inn
2.5 star property
Lexington
  • Indoor pool
8.6 out of 10, Excellent, (725 reviews)
Swimming enthusiasts revel in the indoor pool that offers a refreshing escape regardless of weather conditions. Recently remodeled spaces feature comfortable beds and spotless rooms, while friendly staff ensure every splash is matched with stellar service.
The price is $85
$99 total
includes taxes & fees
Dec 5 - Dec 6
Best Western Lexington Inn
A swimming pool with clear blue water, a glass door entrance, and a view of the outside.

11. Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG
2.5 star property
Mount Sterling
  • Indoor pool
8.8 out of 10, Excellent, (654 reviews)
Swimming enthusiasts splash year-round in the pristine indoor pool, open daily until 11 PM. After energizing laps, guests retreat to modern rooms with pillowtop mattresses and rainfall showers, creating a perfectly balanced active-relaxation getaway.
The price is $111
$122 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express & Suites Mt Sterling North by IHG
A large indoor swimming pool with clear water, surrounded by lounge chairs and a changing room.

12. Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
3.0 star property
Liberty Area
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (946 reviews)
Plunge into the inviting indoor pool area where comfortable loungers beckon after fitness center workouts. Friendly staff ensure relaxation throughout the hotel, while The Garden Grille & Bar serves delicious American cuisine to complete perfect pool days.
The price is $85
$99 total
includes taxes & fees
Dec 6 - Dec 7
Hilton Garden Inn Lexington Hamburg
An indoor swimming pool with clear water, a diving board, and sunlit windows.

13. Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
Lexington
  • Indoor pool
8.6 out of 10, Excellent, (1,003 reviews)
Splash into the refreshing indoor pool, accessible from early morning until late evening, after exploring nearby University of Kentucky. This hotel's first-class amenities include a 24-hour fitness center, on-site café, and spacious rooms with separate sitting areas.
The price is $93
$108 total
includes taxes & fees
Dec 1 - Dec 2
Hyatt Place Lexington
A large indoor swimming pool with clear lanes, a lifeguard chair, and a view of the outdoors through large windows.

14. Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg
2.5 star property
Lexington
  • Indoor pool
8.8 out of 10, Excellent, (635 reviews)
Plunge into the inviting indoor pool after exploring downtown Lexington attractions. Spotless rooms with premium bedding provide peaceful retreats, while a complimentary breakfast earns consistent praise from satisfied guests.
The price is $68
$79 total
includes taxes & fees
Nov 15 - Nov 16
Spark by Hilton Lexington Hamburg
An indoor swimming pool with clear water, a pool ladder, and lounge chairs.

15. Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
  • Indoor pool
7.8 out of 10, Good, (812 reviews)
Sparkling waters and soothing jets create perfect relaxation in the immaculate indoor pool area. After swimming laps, guests unwind in the steaming hot tub before returning to comfortable, spotlessly clean rooms.
The price is $93
$103 total
includes taxes & fees
Dec 8 - Dec 9
Comfort Inn & Suites Mount Sterling
A swimming pool with lounge chairs and a brick building in the background.

16. DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
4.0 star property
Lexington
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,004 reviews)
Pool lovers rejoice at the seasonal outdoor oasis, open May through October with plush sun loungers. After swimming, guests savor meals at Angie's restaurant or maintain fitness routines in the 24-hour exercise center.
The price is $98
$113 total
includes taxes & fees
Dec 6 - Dec 7
DoubleTree Suites by Hilton Hotel Lexington
A Fairfield Inn & Suites Marriott hotel with a covered entrance, multiple floors, and a parking lot.

17. Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
Lexington
  • Indoor pool
8.6 out of 10, Excellent, (1,043 reviews)
Swimmers splash year-round in the pristine indoor pool while fitness enthusiasts appreciate nearby workout facilities. After exploring Lexington or University of Kentucky, guests soothe tired muscles in the bubbling hot tub before retiring to immaculately clean rooms.
The price is $73
$85 total
includes taxes & fees
Nov 12 - Nov 13
Fairfield Inn & Suites by Marriott Lexington North
An indoor swimming pool with clear water, surrounded by yellow chairs and potted plants.

18. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
3.0 star property
Lexington
  • Indoor pool
9.2 out of 10, Wonderful, (1,003 reviews)
Dive into aquatic bliss at the inviting indoor pool, perfect for energizing morning laps or evening relaxation after exploring nearby Hamburg Place. Spacious rooms feature well-equipped kitchenettes, creating a comfortable home base for adventures.
The price is $101
$117 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Lexington Hamburg
A swimming pool with lounge chairs and umbrellas, a clear sky, and a building with a modern design in the background.

19. Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
Lexington
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.4 out of 10, Very good, (883 reviews)
Swimming takes center stage at this golf resort featuring indoor and outdoor pools with private cabanas. Poolside bar service complements the luxury spa offering massages and facials after exhilarating rounds on the 18-hole course.
The price is $102
$138 total
includes taxes & fees
Nov 15 - Nov 16
Marriott Lexington Griffin Gate Golf Resort & Spa
An indoor swimming pool with clear glass walls, lounge chairs, and a ceiling with recessed lighting.

20. Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
Lexington
  • Indoor pool
8.6 out of 10, Excellent, (1,002 reviews)
Sleek indoor swimming awaits at this newly remodeled Lexington hotel. Guests plunge into refreshing waters from 7 AM to 11 PM daily, complementing workouts at the modern fitness center. Multilingual staff ensure a welcoming atmosphere for families and pets alike.
The price is $88
$103 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn I-75 Lexington/Hamburg Area
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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Discover your perfect hotel with a pool in Winchester

Breakfast included
Hot tub

Top landmarks in Winchester

Winchester Traveling Trail

If you like spending time outside, why not spend the afternoon at Winchester Traveling Trail, a park located 16.6 mi (26.8 km) from the center of Lexington. Want to stretch your legs some more? Head to Wiseman Park and GRCHS Baseball Field, both nearby.
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About the destination

Winchester is a welcoming city where you can spend time checking out the local cuisine. Simply book an excursion to enjoy your stay a little more. Nature lovers can visit College Park and GRCHS Baseball Field. Check out other sights like Bluegrass Heritage Museum and Cassell Creek Golf Course.