Photo by Nawa Aseen

Search Resorts in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Winchester resorts

Terrace/patio
Marriott Lexington Griffin Gate Golf Resort & Spa

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, (593)
"Quick stay, very clean, nice staff!"
United States
Patrick
The price is AED 332
AED 459 total
includes taxes & fees
25 Jan - 26 Jan
Marriott Lexington Griffin Gate Golf Resort & Spa
Outdoor dining
Red River Gorge Cozy Glamping Tent for 4 • Heated, Fire Pit & Hot Tub

Red River Gorge Cozy Glamping Tent for 4 • Heated, Fire Pit & Hot Tub

Red River Gorge Cozy Glamping Tent for 4 • Heated, Fire Pit & Hot Tub
Stanton
10.0 out of 10, Exceptional, (4)
"Yes, I brought my tiny dog and she loved it there as much as we did! "
United States
Kimberly J.
The price is AED 323
AED 640 total
includes taxes & fees
4 Jan - 5 Jan
Red River Gorge Cozy Glamping Tent for 4 • Heated, Fire Pit & Hot Tub
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

The Manchester

The Manchester

10/10 Excellent
"Great upscale and comfortable room"
Thomas 4-night trip
Posted 3 days ago
The Manchester

Frequently asked questions

What can I expect from a resort vacation in Winchester?
Longing for a relaxing escape? You deserve the comforts and luxuries of a resort, where you can find everything you need for your vacation from convenient dining options to activities and shopping. Browse the resorts in the area and discover the one that's best for you, whether you picture yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's the best resort for my stay in Winchester?
Our top-rated resort near Winchester: Marriott Lexington Griffin Gate Golf Resort & Spa - Luxury resort. 18.1 mi (29.1 km) from Winchester. Features a golf course, a full-service spa, and a seasonal outdoor pool. Guests love the pool.
What can I do in Winchester?
Check out the interesting exhibits at Bluegrass Heritage Museum, or grab your golf clubs for a game at Southwind Golf Course. Additional attractions in the area include Winchester Opera House and Clark County Courthouse.
What's the seasonal weather like in Winchester?
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 the best way to get to and around Winchester?
Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) away from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.