Winchester Holiday Packages

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Top Winchester holiday packages

Price found within the past 48 hours. Click for updated prices.
Sofitel Washington DC Lafayette Square
Landing Furnished Apartments - Alexandria
Fairmont Washington, D.C., Georgetown
Riggs Washington DC
The Melrose Georgetown Hotel

Book your Winchester holiday

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Our amazing packages combine your hotels and flights to make travelling a breeze.

With your extra funds, the possibilities are endless in Winchester.

How does an additional $245 sound to you? That's how much you could save if you book right now. And don't forget — you've got the freedom to mix and match from more than 550 partner airlines and 665,000 properties.

Don't waste time trawling the internet when you really should be packing a bag. Wotif has some of the leading prices out there.

Winchester Accommodation

Choosing a place to spend your evenings can be a complex task if you don't know the area. With an impressive 21 accommodations in Winchester to choose from, Wotif's useful filter tool will be your new best friend.

Whether you're planning to spend lots of time in bed or you think you might be cruising around town for most of your holiday, The George Washington Hotel, A Wyndham Grand Hotel and Hilton Garden Inn Winchester are highly recommended options.

Car Hire in Winchester

If you're eager to rent a ride shortly after landing at Eastern West Virginia Regional Airport, make your way to Enterprise (901 N Queen St), a short drive away. They'll get you and your posse on the road in a jiffy. Just remember to bagsy the front seat.

Enterprise (2711 Valley Ave) is just 4 kilometres from the city centre, so you won't have to wait too long to pick up those keys.

Holidays to Winchester

An amazing holiday begins with knowing the facts about where you're headed towards. So make yourself a coffee, stop for a few minutes and brush up on some facts about Winchester.

Want to visualise where you'll be based? Winchester sits 100 kilometres west of the well-known city of Washington.

With so many terrific activities on offer in the area, it's not hard to see why 26 000 people call this part of Shenandoah Valley home.

Top Winchester hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 29 Dec to 30 Dec
AU$161
29 Dec - 30 Dec
includes taxes & fees
Comfort Inn & Suites Winchester: Pet-friendly hotel with free breakfast and free WiFi. Located in a shopping district.
Yes

Reviewed on 15 Dec 2025

Opens in a new windowComfort Inn & Suites Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 18 Jan to 19 Jan
AU$159
18 Jan - 19 Jan 2026
includes taxes & fees
La Quinta Inn & Suites by Wyndham Winchester: Pet-friendly hotel with free breakfast and free WiFi. Located in a shopping district.
Yes

Reviewed on 15 Dec 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 4 Jan to 5 Jan
AU$122
4 Jan - 5 Jan 2026
includes taxes & fees
Microtel Inn & Suites by Wyndham Winchester: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
Clean nice room with a hot breakfast, a lot nicer then other places in Winchester especially for the price. Highly recommend

Reviewed on 13 Dec 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Winchester
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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.