Search Resorts in Winchester

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Check prices for these dates

Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb
In one month
6 Mar - 8 Mar
In two months
3 Apr - 5 Apr

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
8.4 out of 10, Very Good, (604 reviews)
"Quick stay, very clean, nice staff!"
United States
Patrick
The price is SAR 348
SAR 479 total
includes taxes & fees
15 Feb - 16 Feb
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.
The price is SAR 331
SAR 654 total
includes taxes & fees
9 Feb - 10 Feb
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

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

10/10 Excellent
"Beautiful hotel, super clean & quiet. "
Renee 2-night trip
Posted 3 days ago
The Campbell House Lexington, Curio Collection by Hilton

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 Lykins Park and Winchester Opera House.
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.