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

Winchester 5 Stars Hotels

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Check availability on Winchester 5 Star Hotels

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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 spacious lobby with a central coffee table, seating arrangements, and a fireplace.
A restaurant with round tables, booths, and a chandelier.
A swimming pool with lounge chairs and a sunset view.

1. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
United States
Wayne
HK$5,489
HK$6,695 total
includes taxes & fees
23 Sept - 24 Sept
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
HK$1,687
HK$2,247 total
27 Sept - 28 Sept
includes taxes & 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
HK$958
HK$1,057 total
20 Sept - 21 Sept
includes taxes & fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Hotel Burg

Hotel Burg

208 S King Street Leesburg VA
HK$1,582
HK$2,045 total
13 Sept - 14 Sept
includes taxes & fees
9.6/10 Exceptional! (118 reviews)
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 Theatre.

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

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$1,057
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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