Photo by Hyelsinta

Find Romantic Hotels in Winchester, KY

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Find properties with these dates

This weekend

Pick from Winchester Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Popular romantic getaways

Most indulging stays in Winchester in 2024

Winchester Romantic Hotels information

 

Romantic Hotels in Winchester

Highest price
Cheapest price
Number of guest reviews
Total number of hotels in Winchester

 

Frequently asked questions

Searching for romantic hotels in Winchester?
Are you looking for a romantic vacation? Our guests also enjoy Winchester for its restaurants. If you’d like to explore some of the area’s notable sights, you might make a stop by Lykins Park, Bluegrass Heritage Museum, or Community Park. If you’re interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you’ll be able to see everything on your list.
When is the best time to visit Winchester?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures 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 is there to do in Winchester?
There’s nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winchester. If you and your partner are interested in sampling the area’s cuisine, you’ll enjoy Winchester for its restaurants. You might think about visiting Lykins Park, Bluegrass Heritage Museum, or Community Park.
What's the best way to get to Winchester and around town during my romantic getaway?
This information about transportation options in Winchester might help your romantic trip get off to a smooth start: To get to Winchester, book a flight to Blue Grass Airport (LEX), which is the closest major airport, located 23 mi (37.1 km) from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.

Recent reviews of Winchester hotels
Expedia verified reviews