Winchester Holiday Packages

Save when you book Winchester package deals

Book your Winchester holiday

Save a little cash with Wotif.

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 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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 13 Apr to 14 Apr
AU$230
includes taxes & fees
13 Apr - 14 Apr
The George Washington Hotel, A Wyndham Grand Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located in the business district.
"Beautiful hotel, super easy check in, restaurant on the property is Unos Pizzeria, just one block away is Old Town and we had an enjoyable evening strolling that area after dinner. We’ve already booked another stay for ‘our stop on the way home.’"

Reviewed on 31 Mar. 2025

The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 16 Apr to 17 Apr
AU$162
includes taxes & fees
16 Apr - 17 Apr
La Quinta Inn & Suites by Wyndham Winchester: Pet-friendly hotel with free breakfast and free WiFi. Located in a shopping district.
"The room layout is unique and we love it."

Reviewed on 29 Mar. 2025

La Quinta Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 13 Apr to 14 Apr
AU$160
includes taxes & fees
13 Apr - 14 Apr
Spark by Hilton Winchester: Pet-friendly hotel with free breakfast and free parking. Guests love the helpful staff!
"Good hôtel, thought it was full breakfast"

Reviewed on 31 Mar. 2025

Spark by Hilton Winchester
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.