Find 5 Star Hotels in Winchester, IN

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester 5 Star Hotels

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Find out more about Winchester

Indulge your every whim on your next break. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Winchester so popular in the last year. There's no reason to delay a getaway to Winchester any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Reserve one of our 5-star hotels in Winchester and indulge in the finer things in life for a while. Don't wait any longer!

5-Star Hotels in Winchester

You'll have a wonderful time at one of these 5-star hotels. Highly-rated eateries, concierges, and in-room spa sessions are all at the ready. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? A concierge to help you make reservations at that outstanding restaurant? A Swedish massage to help your cares fall away? High thread-count sheets, delectable chocolate desserts, and even spectacular views...these hotels have it all. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Winchester are waiting for you to rest up after a busy day.

Make Your Escape

The results are in, and Winchester 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Decide on one of the 5-star hotels in Winchester today and dive into in complete comfort when you're ready.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winchester?
There are a variety of pricing options for 5-star hotels in Winchester on Expedia. The amount you pay will depend on your travel dates, trip length and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to find the perfect high-end stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Winchester?
Flawless guest service is the hallmark of every 5-star hotel in Winchester. From the minute you arrive, staff cater to your every need, whether answering room service calls 24/7 or providing a turn-down service. What's more, hotels must feature superior conveniences to be eligible for a 5-star rating. These can include luxury bathrobes, spa facilities, pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winchester?
Use Expedia's filters to find an upscale escape in Winchester where everything you need is included in the price. After your initial search, narrow your results for hotels that have a 5-star rating and are described as "All inclusive." The first thing on the schedule at these stays? Pure enjoyment and indulgence.

Explore a world of travel with Expedia