Wellington Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Wellington Vacation
With all the details planned before you take off, our Wellington vacation packages mean you can simply focus on letting the good times roll. Whether you base yourself in the neighborhood of St-Nicholas, which is great for history, or someplace else in town, this captivating city offers an array of discoveries. Bottle Houses and Union Corner Provincial Park are a couple of the key attractions to tour during your trip to Wellington. Expedia has what you need to escape your daily routine. Tailor your vacation to Wellington to suit your style of travel, whatever that may be!
Top Wellington Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Hotel on Pownal
Downtown Charlottetown
CA $957
per person
Nov 12 - Nov 16
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,014 reviews)
Seperate seating area from the bedroom makes a trip more enjoyable
Reviewed on Oct 9, 2026
Blackbush Beach Resort
CA $1,280
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (566 reviews)
Loved the property! Summer travel time would be best for the beaches.
The only downfall was that there was an event which the appetizers were served in the lobby. This prevented us and other hotel guests from enjoying the lobby amenities.
I feel this pre dinner event portion should have been in one of the conference rooms.
Reviewed on Oct 8, 2026
Fairholm Boutique Inns
Downtown Charlottetown
CA $1,260
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (664 reviews)
Wonderful stay in a perfect location. Great private parking, easy walk to restaurants, stores and historic sites.
Staff were accommodating, answering all questions and helpful getting us settled in.
Would recommend to anyone wanting a convenient, lovely spot to stay in Charlottetown!
Reviewed on Oct 9, 2026
Ready to book your vacation to Wellington?
Wellington Hotel Deals
Loyalist Country Inn & Conference Centre
195 Heather Moyse Drive Summerside PE
Fully refundableReserve now, pay when you stay
CA $139
CA $165 total
Nov 9 - Nov 10
includes taxes & fees
8.4/10 Very good! (1,508 reviews)
"It's looked like no matter you make the reservation early or late, if you check-in early, you can have a better room. Otherwise, you have to take whatever is left"
Reviewed on Oct 9, 2026
Days Inn & Suites by Wyndham Summerside
311 Market St Summerside PE
Fully refundableReserve now, pay when you stay
CA $105
CA $125 total
Nov 4 - Nov 5
includes taxes & fees
Quality Inn & Suites Garden of the Gulf
618 Water St. E. Summerside PE
Fully refundableReserve now, pay when you stay
CA $152
CA $180 total
Oct 12 - Oct 13
includes taxes & fees
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 vacation package cost?
You can snap up a vacation package to this destination from CA $957 on Expedia. However, how much your vacation to Wellington costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Wellington?
Plan your getaway for the low or shoulder season and you're likely to find cheap Wellington vacation packages. Keep in mind that public holidays and major events and festivals can have an impact on prices, so do your research before you go.
How many days is enough for Wellington?
The ideal length of your Wellington vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to hit all the main attractions and discover some hidden gems along the way.
How to find the best Wellington package deals?
Begin your search for a Wellington package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Wellington package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wellington escape off to a flying start.
Is it cheaper to book a Wellington vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Wellington vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Wellington?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Wellington escape.
How to plan a trip to Wellington?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Wellington.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will probably be the biggest expense during your trip to Wellington.
- Decide your trip length: Think about how long you'd like to spend discovering Wellington. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the perfect Wellington vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
