Luxury Hotels & Resorts in Winchester from NZ$104

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Luxury Hotels

Our top choices for Winchester luxury hotels

Terrace/patio

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
Lexington
8.6 out of 10, Excellent, (673 reviews)
  • cleanliness
    Indulge in refined luxury at this Lexington golf resort with spa sanctuary and heated pools.
The price is NZ$330
includes taxes & fees
24 May - 25 May
Marriott Lexington Griffin Gate Golf Resort & Spa
Apartment (0 Bedroom) | Interior

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
4.0 star property
Frenchburg
6.0 out of 10, (1 review)
The price is NZ$511
includes taxes & fees
17 May - 18 May
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
Breakfast and dinner served

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
4.0 star property
Lexington
8.8 out of 10, Excellent, (1,015 reviews)
  • cleanliness
    Lexington hotel provides luxurious suites, serene outdoor pool, and upscale dining in the business district.
The price is NZ$252
includes taxes & fees
1 June - 2 June
DoubleTree Suites by Hilton Hotel Lexington
Interior entrance

The Manchester

The Manchester
4.0 star property
Distillery District
9.6 out of 10, Exceptional, (1,283 reviews)
The price is NZ$399
includes taxes & fees
2 June - 3 June
The Manchester
Serves dinner and happy hour

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton
4.0 star property
Lexington
8.2 out of 10, Very good, (1,000 reviews)
The price is NZ$208
includes taxes & fees
14 June - 15 June
The Campbell House Lexington, Curio Collection by Hilton
Interior

21c Museum Hotel Lexington

21c Museum Hotel Lexington
4.0 star property
Downtown Lexington
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Museum-inspired luxury hotel in city centre Lexington features art in sophisticated spaces near Rupp Arena.
The price is NZ$337
includes taxes & fees
13 June - 14 June
21c Museum Hotel Lexington
Exterior detail

Elwood Hotel & Suites

Elwood Hotel & Suites
4.0 star property
Lexington
9.4 out of 10, Exceptional, (1,090 reviews)
The price is NZ$228
includes taxes & fees
8 June - 9 June
Elwood Hotel & Suites
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.
View all properties

Top Winchester Hotel Reviews

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent
"Amazing stay on our road trip! An absolutely beautiful hotel with great amenities! "
Michaela 1-night trip
Posted 1 day ago
DoubleTree Suites by Hilton Hotel Lexington

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Winchester?
Use Expedia to help you arrange a flight to Lexington, KY (LEX-Blue Grass) 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'd like 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 temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.
What's there to see and do in Winchester?
Experience Winchester and visit Bluegrass Heritage Museum, Winchester Traveling Trail and Lykins Park. If you have extra time while you're in the area, you might want to see Winchester Opera House and Clark County Courthouse.

Explore a world of travel with Expedia