Wellington Vacations from $1,065

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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!

The Latest Wellington vacation packages

Price found within the past 48 hours. Click for updated prices.
The Arts Hotel

The Arts Hotel

3 out of 5
Downtown Charlottetown
Price was $1,169, price is now $1,065 per person
$1,065
per person
Sep 11 - Sep 15
found 11 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Charlottetown Alexander B. Campbell Airport (YYG)
8.4/10 Very Good! (1,186 reviews)
Just looking for a coffee - only option in the morning is vending machines or leave hotel for coffee shop

Reviewed on Jun 24, 2026

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $1,839, price is now $1,493 per person
$1,493
per person
Aug 4 - Aug 9
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,030 reviews)
This was a good hotel in the centre of Charlottetown. Clear but older. Nicely appointed rooms.

Reviewed on Jun 24, 2026

Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
Downtown Charlottetown
Price was $1,496, price is now $1,308 per person
$1,308
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,023 reviews)
Great stay, wonderful staff, clean, great restaurant

Reviewed on Jun 24, 2026

Anne Shirley Motel & Cottages

Anne Shirley Motel & Cottages

2 out of 5
Price was $1,195, price is now $1,070 per person
$1,070
per person
Aug 4 - Aug 9
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
6.6/10 (281 reviews)
Suitable stay for families and groups! The location is excellent, and the accommodation offers great value for the price. It's a good option for families or groups of friends looking for a budget-friendly place to stay. The internet connection was a little slow at times, but overall our stay was comfortable. Suggestions for improvement: Provide more kitchen essentials and utensils. Add more bathroom supplies and amenities for guests. Overall, we enjoyed our stay and would recommend it to families and groups looking for an affordable place in a convenient location.

Reviewed on Jun 23, 2026

Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Downtown Charlottetown
Price was $1,694, price is now $1,519 per person
$1,519
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (623 reviews)
Loved the historic lodgings great location Room was a little small staff was great

Reviewed on Jun 20, 2026

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Wellington Hotel Deals

Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

3.5 out of 5
195 Heather Moyse Drive Summerside PE
$161 nightly
The price is $191 total per night from Jul 5 to Jul 6
$191 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (1,431 reviews)
"I loved the staff and the breakfast. Very happy with my stay."

Reviewed on Jun 26, 2026

Loyalist Country Inn & Conference Centre
Days Inn & Suites by Wyndham Summerside

Days Inn & Suites by Wyndham Summerside

2 out of 5
311 Market St Summerside PE
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $122 total per night from Jul 26 to Jul 27
$122 total
Jul 26 - Jul 27
Total with taxes and fees
7.2/10 Good! (588 reviews)
"It was an average stay."

Reviewed on Jun 24, 2026

Days Inn & Suites by Wyndham Summerside
Traveller's Inn

Traveller's Inn

2 out of 5
80 All-Weather Highway Summerside PE
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Jun 27 to Jun 28
$99 total
Jun 27 - Jun 28
Total with taxes and fees
7.6/10 Good! (613 reviews)
"A restaurant on site would be helpful . Pool was great."

Reviewed on Jun 25, 2026

Traveller's Inn
See all 223 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.

Find the Best Wellington Vacation Packages

Wellington Essential Information

Language
English
Currency
Canadian dollars
Top Sights
Linkletter Provincial Park, Harbourfront Theatre and Prince Edward Island Sports Hall of Fame and Museum

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Frequently asked questions

How much does a Wellington vacation package cost?
You'll find cheap prices from $1,065 on Expedia for your Wellington break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Wellington costs.
What are the cheapest months to go to Wellington?
November, December and January are the best times to search for cheap Wellington vacation packages. Opting to travel in quieter months means you can generally find lower prices on hotels and flights.
How many days is enough for Wellington?
Usually, a handful of days is enough to tick off the main sights during your Wellington vacation. But if you want to have some time to relax or go on day trips, think about extending your itinerary.
How to find the best Wellington package deals?
Landing a cheap Wellington package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Wellington package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Wellington vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Wellington vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Wellington?
If you have your Wellington travel dates confirmed, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Wellington?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Wellington.
  2. Budget wisely: On top of the cost of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Wellington.
  3. Use our trip planning tool to explore Wellington: Research every part of your trip to Wellington with this handy planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Wellington. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Wellington vacation package for you.
  6. Add on experiences and excursions: Have a look at our dedicated travel guide to find some awesome things to do in Wellington. Book tickets or make reservations before you go to save time and avoid the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Wellington vacation packages?
If you're like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Wellington vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.