Winchester Vacations

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    Save up to NT$5,067 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Winchester Vacation Packages

Winchester Hotel Deals

The Grosvenor

The Grosvenor

3 out of 5
26 Cains Terrace, Timaru
Fully refundableReserve now, pay when you stay
The price is NT$2,835 per night from Jul 19 to Jul 20
NT$2,835
NT$3,260 total
Jul 19 - Jul 20
includes taxes & fees
7.8/10 Good! (790 reviews)
"Character hotel with a fantastic old style elevator"

Reviewed on 2025/7/5

The Grosvenor
Aspen on King Motel

Aspen on King Motel

4.5 out of 5
51 King Street, Timaru
Fully refundableReserve now, pay when you stay
The price is NT$2,424 per night from Jul 18 to Jul 19
NT$2,424
NT$2,788 total
Jul 18 - Jul 19
includes taxes & fees
8.8/10 Excellent! (528 reviews)
"Very clean, comfy bed, lovely warm unit, 7min walk to the hospital. Perfect wee kitchenette that had everything i needed to prepare my meals. My only gripe would be the lack of secure window ventilation latches. I love to air out my room securely whilst im out. Easy fix tho. I will definitely be ..."

Reviewed on 2025/6/30

Aspen on King Motel
Bay Viaduct Motor Lodge

Bay Viaduct Motor Lodge

2.5 out of 5
10 Wai-Iti Rd, Maori Hill, Timaru
Fully refundableReserve now, pay when you stay
The price is NT$3,063 per night from Jul 18 to Jul 19
NT$3,063
NT$3,522 total
Jul 18 - Jul 19
includes taxes & fees
9.4/10 Exceptional! (121 reviews)
"Very well maintained and presented property, ours was a modern large spacious room. Good location. Nothing at all to fault which in itself is often rare these days. Would return without hesitation."

Reviewed on 2025/6/29

Bay Viaduct Motor Lodge
See all 75 properties in Winchester
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.

Frequently asked questions

How much does a Winchester vacation package cost?
You'll find cheap prices on Expedia for your Winchester getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Winchester costs.
What are the cheapest months to go to Winchester?
May, June and July are the best times to look for cheap Winchester vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Winchester?
With a well-planned itinerary, you can easily tick off the most popular Winchester sights in a handful of days. But if you'd like to discover lesser-known spots or take day trips, consider booking your Winchester vacation for longer.
How to find the best Winchester package deals?
Start your search for a Winchester package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Winchester package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winchester adventure off to a flying start.
Is it cheaper to book a Winchester vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Winchester vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Winchester?
If you have your Winchester travel dates confirmed, book as early as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Winchester?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Winchester.
  2. Budget wisely: As well as the cost of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could crop up during your trip to Winchester.
  3. Decide your trip length: Think about how long you want to spend exploring Winchester. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Winchester vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.