Wellington Holidays

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    Better together

    Save up to S$134 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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    Plan, book, and manage your trip all in one place

Top hotels in Wellington

Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St, Prince Edward, ON
The price is S$531 per night from 4 Aug to 5 Aug
S$531
4 Aug - 5 Aug
includes taxes & fees
9.2/10 Wonderful! (144 reviews)
Highly Recommend
"Unmatched view, super cute vibe, very friendly staff"

Reviewed on 13 Jul, 2025

Lakeside Motel
Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
43 Wharf St, Wellington, Prince Edward, ON
The price is S$417 per night from 23 Jul to 24 Jul
S$417
23 Jul - 24 Jul
includes taxes & fees
8.6/10 Excellent! (87 reviews)
"The staff were amazing, the room was so clean, the food was great, the vibe was so nice and we would stay there again for sure"

Reviewed on 15 Jul, 2025

Drake Devonshire and Motor Inn
Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

3 out of 5
598 Swamp College Road, Prince Edward, ON
9.4/10 Exceptional! (63 reviews)
"A little taste of Tuscany! Room w"

Reviewed on 10 Jul, 2025

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Villa di Casa - Boutique Hotel
See all 696 properties in Wellington
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 Wellington holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Wellington costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Wellington?
November, December and January are the best times to look for cheap Wellington holiday packages. Opting to travel in quieter periods means you can generally find better prices on hotels and flights.
How many days is enough for Wellington?
The ideal length for your Wellington holiday depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to tick off all the main attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Wellington?
Wellington is a good holiday destination with attractions like Wellington Main Street Park among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Wellington holiday promises fun for everyone.
How to find the best Wellington package deals?
Bagging a cheap Wellington package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Wellington package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Wellington holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customised Wellington holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Wellington?
If you've got your Wellington travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Wellington?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit Wellington.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to set aside for your trip to Wellington. Then, pick a hotel that fits your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide how long to go away for: Now that you're more familiar with Wellington, you can work out the perfect length of your holiday. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Wellington holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.