Windsor 5 Stars Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Windsor 5 Star Hotels

Top Windsor 5 Stars Hotels

The Cotton Gin Inn
Front of property

The Cotton Gin Inn

5.0 star property
The Cotton Gin Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Windsor

Stroll along the Cashie River boardwalk to spot turtles basking in the sun and herons wading in the shallows. History buffs can explore the restored Hope Plantation, located nearby, to glimpse life in the early 1800s.

See all hotels in Windsor

Top Windsor Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Windsor?
You'll find a variety of pricing options for 5-star hotels in Windsor on Expedia. The amount you pay will depend on when you plan to travel, length of stay and other factors. Compare all of the available properties for your preferred dates and make use of our pricing and other filters to score the perfect upscale stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Windsor?
Outstanding guest service is the foundation of every 5-star hotel in Windsor. From the moment you arrive, staff ensure your every need is met, whether arranging valet parking or providing a turn-down service. Plus, hotels must offer upscale amenities to obtain a 5-star rating. These can include luxury bathrooms, saunas or spas, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Windsor?
Use our filter tool to find an upmarket getaway in Windsor where everything you need is included in the price. After your initial search, narrow your results for properties that have a rating of 5 stars and are listed as "All inclusive." The first thing on the itinerary at these stays? Relaxation and indulgence.