Wellington Holidays

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Top hotels in Wellington

Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
24 Wharf St Wellington ON
The price is S$613 per night from 16 Aug to 17 Aug
S$613
16 Aug - 17 Aug
includes taxes & fees
Drake Devonshire and Motor Inn
Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St Prince Edward ON
The price is S$597 per night from 23 Aug to 24 Aug
S$597
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (175 reviews)
"We stayed at Lakeside as we were attending a beautiful wedding this past wknd. This was the most incredible experience in terms of covering every touch point from check-in to checkout!! Personal check-in to your room, incredible property with so much thought put into every aspect. The views, the ..."

Reviewed on 13 Jul, 2026

Lakeside Motel
Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

3 out of 5
598 Swamp College Road Prince Edward ON
The price is S$281 per night from 6 Aug to 7 Aug
S$281
6 Aug - 7 Aug
includes taxes & fees
9.4/10 Exceptional! (112 reviews)
"Second stay, and everything was perfect again!"

Reviewed on 22 Jul, 2026

Villa di Casa - Boutique Hotel
See all 701 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.

Stay near popular Wellington attractions

Prince Edward County Lavender Farm

8.8/10 (155 reviews)
Enjoy a trip to Prince Edward County Lavender Farm, a well-known attraction in Wellington. Stroll along this relaxing area's lakeside or simply enjoy its wineries.
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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.

Explore a world of travel with Expedia

* 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.