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Search Resorts in Winchester

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Compare 1 Resorts in Winchester with updated reviews, rates, and availability.

"Great facility! Friendly staff"

SAR 451 total

includes taxes & fees

1 Jul - 2 Jul

1 Raj. - 2 Raj.

Other property types in Winchester

"The customer service and cleanliness really stands out at this resort. Every employee makes eye contact and greets you in the hallways and in their work stations. The restaurant, gift shop, and tavern were all excellent. The activities and hiking in the area were all great as well. We will definitely stay here again if we are ever in the area. Excellent value for the money."

SAR 583 total

includes taxes & fees

23 Jun - 24 Jun

23 Jum. II - 24 Jum. II

"The cabin was amazing. Nice and peaceful location. The cabin had everything that we needed. The jacuzzi was nice and relaxing, My wife enjoyed it very much! We are planning to get one at home shortly. The location of the property was a little puzzling at first. When we started to venture of and visit locations. The placement of the property made perfect sense! You’re literally right in the middle of everything that you will want to see! Everything interesting is just a few miles away! My wife...

SAR 937 total

includes taxes & fees

9 Jul - 10 Jul

9 Raj. - 10 Raj.

"Very clean and a great setup."

SAR 877 total

includes taxes & fees

23 Jun - 24 Jun

23 Jum. II - 24 Jum. II

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 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 Community Park.

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.