Best Resorts in Winchester

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Check prices for these dates

Next weekend
Feb 6 - Feb 8
In two weeks
Feb 13 - Feb 15
In one month
Feb 27 - Mar 1
In two months
Mar 27 - Mar 29

Our top choices for Winchester resorts

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, (600 reviews)
"Quick stay, very clean, nice staff!"
United States
Patrick
$120 nightly
The price is $139
Feb 22 - Feb 23
Total with taxes and fees
Marriott Lexington Griffin Gate Golf Resort & Spa
Outdoor spa 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, (5 reviews)
"Yes, I brought my tiny dog and she loved it there as much as we did! "
United States
Kimberly J.
$168 nightly
The price is $185
Jan 29 - Jan 30
Total with taxes and fees
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.
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Top Winchester Hotel Reviews

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"We loved our suite! So much room. 3 big screen tvs. Possibly a great watch party suite! Great breakfast. Great restaurant. Such a quaint atmosphere. We will definitely stay there again! "
Caryl 2-night trip
Posted 13 hours ago
Elwood Hotel & Suites

Find out more about Winchester

Winchester Resorts information

Number of reviews
603
Accommodation
2 Resorts
Lowest Price
$139
Highest Price
$185

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.

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