A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Find 5 Star Hotels in Winchester, VA from $135

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Check availability on Winchester 5 Star Hotels

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Winchester 5-star hotels

A large, multi-story building with a symmetrical facade, multiple chimneys, and a central entrance with columns.
A restaurant with round tables, booths, and a chandelier.
A swimming pool with lounge chairs and a sunset view.
A spacious lobby with a central coffee table, seating arrangements, and a fireplace.

1. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
United States
Wayne
$707 nightly
$806 total
Sep 29 - Sep 30
Total with taxes and fees
Salamander Resort And Spa

2. Celebration Retreat

Celebration Retreat
Front Royal
Celebration Retreat
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester.
Lansdowne Resort and Spa

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA
$265 nightly
$302 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Lansdowne Resort and Spa
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

111 Hospitality Drive Front Royal VA
$122 nightly
$135 total
Sep 24 - Sep 25
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Hotel Burg

Hotel Burg

208 S King Street Leesburg VA
$271 nightly
$311 total
Sep 29 - Sep 30
Total with taxes and fees
Hotel Burg
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theater.

See all hotels in Winchester
A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Top Winchester Hotel Reviews

Find out more about Winchester

Indulge yourself on your impending escape. 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. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll want for nothing during your getaway. Reserve one of our 5-star hotels in Winchester and indulge in the finer things in life for a while. You deserve an outstanding getaway.

Book the Best Winchester 5-Star Hotels

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. High-end restaurants, concierges, and in-room massages are all at the ready. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. How do you want to relax? A concierge to help you pick out your next adventure? A Swedish massage to help your cares fall away? Beautiful furniture, piping hot coffees, and even spectacular views...these hotels have it all.

Can't wait to get outside? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Winchester are the perfect place to relax after a busy day. Ready to learn more? Then explore the 395 reviews various guests have left on Expedia and get to know these places.

Your Getaway Starts Today

The results are in, and Winchester 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. It's time to plan your next great escape -- Expedia can help you land a great deal on accommodation. Pick out one of Expedia's Winchester 5-star hotels today and settle down in the lap of luxury when you're ready.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winchester?
You'll find a variety of pricing options for 5-star hotels in Winchester on Expedia. How much you'll pay will depend on when you want to travel, length of stay and other factors. Compare available properties for your preferred dates and make use of our pricing and other filters to score the ideal high-end stay.
  • Search for the lowest price per night from $135
What makes a hotel 5 stars in Winchester?
In Winchester, a hotel needs to provide a specific number of high-end conveniences to earn 5 stars. These may include on-site gyms, saunas and spas, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may also offer extra touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Winchester?
Find a luxurious escape that includes your room, meals, drinks and entertainment in Winchester with the help of our filters. Search for resorts rated 5 stars and select the "All inclusive" filter. Have a look at what's included in the upfront price. That way, you can take full advantage of all the perks on offer when you get there.

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