Winchester (VA) Hotels, Flights & Things to Do

Hotels in Winchester (VA)

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Live prices from booking platforms. Updated 1 month ago.

Guesthouse

Smithfield Farm B&B

Winchester (VA) · ★★★

9.7 Exceptional

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Hotel Map — Winchester (VA)

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Restaurants in Winchester (VA)

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Weather & Best Time to Visit

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13°C

Overcast in Winchester (VA) right now

💧 94% humidity 💨 9 km/h

Budget Guide — Winchester (VA)

Typical traveller costs based on live booking prices · All figures in USD

Mid Range Destination

Backpacker

$111

per day

Mid-range
$189
per day

Comfortable

$215

per day

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Budget hotel/night

$73

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Mid-range hotel/night

$107

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Upscale hotel/night

$128

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Street food / local meal

$11

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Restaurant meal

$24

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Hotels available

27+

Estimates based on 27 live hotel listings · Updated May 2026

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About Winchester (VA)

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Visa & Entry Requirements

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Destinations Near Winchester (VA)

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Winchester (VA)