Winchester 5 Stars Hotels

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Check availability on Winchester 5 Star Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Winchester 5-star hotels

Exterior
Salamander Resort And Spa

Salamander Resort And Spa

Salamander Resort And Spa
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (373)
"."
Canada
Ivanti
The price is HK$3,961
HK$4,919 total
includes taxes & fees
5 Jan - 6 Jan 2026
Salamander Resort And Spa
BBQ/picnic Area
Celebration Retreat

Celebration Retreat

Celebration Retreat
5.0 star property
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
The price is HK$1,323 per night from 1 Jan to 2 Jan
HK$1,323
HK$1,797 total
1 Jan - 2 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
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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 Theatre.

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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. The amount you pay will depend on when you travel, trip length and other factors. Compare all of the available properties for your chosen dates and make use of our pricing and other filters to score the ideal upscale stay.

  • Search for the lowest price per night from HK$837

What makes a hotel 5 stars in Winchester?
In Winchester, a hotel needs to offer a certain number of upscale features to be rated 5 stars. These can include gourmet restaurants, on-site gyms, saunas and spas, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Winchester?
Our filter tool is the easiest way to narrow down what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Winchester where your room, meals, entertainment and activities are included in the upfront price. At these stays, your trip is pure indulgence from the moment you arrive.

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