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Find Luxury Hotels in Winchester, KY

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Check availability on Winchester Luxury Hotels

Top Winchester Luxury Hotels

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Recommended hotels in Winchester

Hampton Inn Winchester
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (428)
"Easy access to the hotel and drivable distance to other restaurants. Briana is friendly and helpful with the check in process. "
The price is SAR 542
SAR 598 total
includes taxes & fees
17 Jul - 18 Jul
Hampton Inn Winchester
Holiday Inn Express Lexington East - Winchester by IHG
1 bedroom, in-room safe, desk, laptop workspace

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (458)
"The hotel staff was super nice and helpful."
The price is SAR 443
SAR 488 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Lexington East - Winchester by IHG
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (932)
"Clean and quiet with friendly staff! "
The price is SAR 338
SAR 372 total
includes taxes & fees
22 Jun - 23 Jun
Best Western Winchester Hotel
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (702)
"It was a clean and comfortable stay."
The price is SAR 284
SAR 313 total
includes taxes & fees
22 Jun - 23 Jun
Baymont by Wyndham Winchester
Value Stay
Exterior

Value Stay

2.0 star property
8.2 out of 10, Very Good, (73)
"This was a nice, clean, quiet place to stop over on our travels. I would stay here again."
The price is SAR 233
SAR 257 total
includes taxes & fees
4 Jul - 5 Jul
Value Stay
The Perch - NEW / Downtown!
Private kitchen

The Perch - NEW / Downtown!

The price is SAR 453
SAR 981 total
includes taxes & fees
24 Jun - 25 Jun
The Perch - NEW / Downtown!
Comfort Inn
Desk, iron/ironing board, free WiFi, bed sheets

Comfort Inn

2.5 star property
7.0 out of 10, Good, (334)
"Very clean "
The price is SAR 245
SAR 270 total
includes taxes & fees
20 Jul - 21 Jul
Comfort Inn
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (559)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is SAR 234
SAR 258 total
includes taxes & fees
24 Jun - 25 Jun
Red Roof Winchester - Lexington East
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Dining

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

10.0 out of 10, Exceptional, (32)
"The property was in a beautiful area and the hosts were so kind and attentive to anything we needed. I highly recommend coming here if you have a large group or family, you will receive great hospitality and enjoy a lovely home."
The price is SAR 910
SAR 1,214 total
includes taxes & fees
23 Jun - 24 Jun
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
River Relaxation - Calm Riverfront Home in Winchester Kentucky
Interior

River Relaxation - Calm Riverfront Home in Winchester Kentucky

7.0 out of 10, Good, (4)
"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "
The price is SAR 574
SAR 1,377 total
includes taxes & fees
23 Jun - 24 Jun
River Relaxation - Calm Riverfront Home in Winchester Kentucky
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.

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winchester?
Use Expedia to help you arrange a flight to Blue Grass Airport (LEX) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winchester offers. During your visit, you might want to enjoy the restaurants which Winchester is known for.
When can I expect good weather in Winchester?
Planning for the weather is an important factor for making your trip to Winchester a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What's there to see and do in Winchester?
Experience Winchester and visit Bluegrass Heritage Museum, Lykins Park, and Southwind Golf Course. If you have extra time while you're in the area, you might want to see Winchester Opera House and Clark County Courthouse.