Wellington Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Wellington Holiday

Our pick of the best Wellington Hotel Deals

Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St, Prince Edward, ON
The price is NZ$726 per night from 28 Aug to 29 Aug
NZ$726
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (151 reviews)
"Great pec place"

Reviewed on 29 Jul. 2025

Lakeside Motel
LAKEFRONT COTTAGE#4 -Blue Cottage close to Sandbanks ,Winery and Wellington

LAKEFRONT COTTAGE#4 -Blue Cottage close to Sandbanks ,Winery and Wellington

Prince Edward
The price is NZ$387 per night from 10 Aug to 11 Aug
NZ$387
10 Aug - 11 Aug
includes taxes & fees
10/10 Exceptional! (1 review)
Great little resort, just what we needed
"The cottage was cute and small but more than enough room for my too adult children and I as well as our dog. Loved being on the water, bonfires lakeside each night. We each had our own room, plus the kitchen dining and living area, all cute. We were lucky it wasn't too humid however fans were provided ..."

Reviewed on 22 Jul. 2025

LAKEFRONT COTTAGE#4 -Blue Cottage close to Sandbanks ,Winery and Wellington
Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
43 Wharf St, Wellington, Prince Edward, ON
The price is NZ$489 per night from 14 Aug to 15 Aug
NZ$489
14 Aug - 15 Aug
includes taxes & fees
8.6/10 Excellent! (92 reviews)
"A beautiful hotel in PEC and close by to wineries, fantastic restaurants, local cocktail bars. The property is fantastic for a girls trip weekend!"

Reviewed on 19 Jul. 2025

Drake Devonshire and Motor Inn
See all 689 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.

Discover the most popular places to visit in Wellington

Regent Theatre

You can enjoy a show at Regent Theatre during your trip to Picton. While you're here, you can savour the top-notch restaurants.

Regent Theatre

What to do in Wellington

Bon Echo Provincial Park Tour

Hiking and Adventure from Napanee to Bon Echo Provincial Park

NZ$230
per adult
Hiking and Adventure from Napanee to Bon Echo Provincial Park
See all activities in Wellington

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.