Winchester Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
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    Plan, book, and manage your trip all in one place

Winchester Holiday

Our pick of the best Winchester Hotel Deals

Parklands Motor Lodge Timaru
Parklands Motor Lodge Timaru
3.5 out of 5
65-67 Evans Street, Timaru
The price is NZ$145 per night from 10 July to 11 July
NZ$145
10 July - 11 July
includes taxes & fees
8.4/10 Very Good! (233 reviews)
"Good motel"

Reviewed on 22 Jun. 2025

Parklands Motor Lodge Timaru
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 NZ$166 per night from 28 June to 29 June
NZ$166
28 June - 29 June
includes taxes & fees
8.8/10 Excellent! (527 reviews)
"Room very well equipped and renovated, bathroom cold, didnt use spa bath. Owner very friendly and helpful."

Reviewed on 24 Jun. 2025

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 NZ$201 per night from 28 June to 29 June
NZ$201
28 June - 29 June
includes taxes & fees
9.4/10 Exceptional! (119 reviews)
"Great little place to stay."

Reviewed on 26 May 2025

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 holiday 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 holiday 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 holiday 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 holiday 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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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, favourite 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 accommodation, 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 personalised Winchester holiday package.

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