Winchester Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to £335 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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    Rest easy
    Plan, book, and manage your trip all in one place

Winchester Essential Information

Language
English
Currency
New Zealand dollars
Closest Airport
Richard Pearse Airport (TIU)
Max Temp Winter
4ºC
Max Temp Summer
13ºC
Top Sights
Geraldine Vintage Car and Machinery Museum, Geraldine Observatory and DB Brewery

Our pick of the best Winchester Hotel Deals

Bay Viaduct Motor Lodge
Bay Viaduct Motor Lodge
2.5 out of 5
10 Wai-Iti Rd, Maori Hill, Timaru
Stay at this motel in Timaru. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Trevor Griffiths Rose Garden and Aigantighe Art Gallery ...
9.4/10 Exceptional! (119 reviews)
"Great little place to stay."

Reviewed on 26 May 2025

Bay Viaduct Motor Lodge
The Grosvenor
The Grosvenor
3 out of 5
26 Cains Terrace, Timaru
Stay at this 3-star eco-certified hotel in Timaru. Enjoy free Wi-Fi, free parking and a casino. Our guests praise the helpful staff in their reviews. Popular ...
7.8/10 Good! (787 reviews)
One night stay, after a long day.
"Quaint room, and we were totally beat after driving all day. Was sad we missed out on the restaurant, but we settled in and hot shower + right to sleep. Nice bed, and good little fridge to keep our road snacks for the next day. My only qualm about this place is we paid for an Executive room, and ..."

Reviewed on 12 Jun 2025

The Grosvenor
Aspen on King Motel
Aspen on King Motel
4.5 out of 5
51 King Street, Timaru
Stay at this 4.5-star eco-certified motel in Timaru. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Botanical Gardens and Patiti ...
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
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Winchester travel package cost?
Chart your own course with our Winchester travel packages, which start from just . Pick the flights and hotels that suit your plans. Then, add on some tours or experiences for an incredible escape.
If I'm not able to travel, can I cancel my Winchester travel package?
We totally get it --- sometimes life doesn't go according to plan. If you've locked in a Winchester travel package and have to cancel or amend it, we're here to help. It's always worth checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to Winchester?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings pile up with a Winchester travel package. It's that easy! From hotels and flights to rental cars and tours, Expedia makes travelling cheaply a cinch. And with over 550 airlines and 1,000,000 properties globally to choose from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Winchester holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If paying just a small amount each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

What are the top hotels in Winchester?
Get your trip off to a fantastic start by booking a stay at Andorra Motel. It's one of most popular properties in Winchester. Another cosy option is Asure Scenic Route Motor Lodge.
How far in advance should I book my Winchester holiday?
Travellers are normally able to compare international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a bit of luck, it's still possible to nab a cheaper ticket only weeks before your journey.
What does an Expedia Winchester travel package include?
It all comes down to what type of getaway you have in mind. Winchester travel deals can include flights, hotels and car rentals. You can mix and match to create the package that suits your budget and style. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Winchester travel package?
You can look forward to saving with an Expedia travel package. Combine your airfares, rental cars and hotels and pick up exciting discounts. Hotels aren't your only option, though. We've got island resorts, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Winchester Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Simply choose the airline you want and create your ideal Winchester getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.