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Learn more about Winchester

Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

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Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there
Photo by Nawa Aseen
Open Photo by Nawa Aseen

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 6 days ago
Elwood Hotel & Suites

Find out more about Winchester

Winchester Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, Lexington are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, Lexington, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
We can help you easily track down the perfect 4-star hotel for your vacation in Winchester. Use our filter tool to tailor your search by things like price, conveniences and hotel star rating and get access to awesome deals in a few clicks.

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What's the difference between 5-star and 4-star hotels in Winchester?
Offering a friendly guest experience and upmarket décor, 4-star hotels are a fantastic option for your Winchester vacation. These kinds of accommodations generally come with lots of useful amenities that make it simple to unpack and unwind — think complimentary bathrobes, pools and restaurants. Or enjoy even more lavishness at a 5-star hotel designed to pamper with exclusive perks and amenities. A personalized service, premium toiletries and fine dining are typically featured at these plush properties.
Does Winchester have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next escape in Winchester where just about everything is taken care of, from your meals to your room, entertainment and activities. We can also help you find standard 4-star stays in and around this popular destination.

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