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2 Oct - 4 OctOur top choices for Winchester 5-star hotels
£645
includes taxes & fees
27 Sept - 28 Sept
2. Celebration Retreat
Celebration RetreatFront Royal
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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
44050 Woodridge Pkwy Leesburg VA
£230
13 Oct - 14 Oct
includes taxes & fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
£102
4 Oct - 5 Oct
includes taxes & fees
Hotel Burg
208 S King Street Leesburg VA
£208
29 Sept - 30 Sept
includes taxes & fees
9.6/10 Exceptional! (123 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 £102
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.