Wellington Vacations from ￥98,639

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 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

The Latest Wellington Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wild Pines Cabins

Wild Pines Cabins

2 out of 5
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.6/10 Exceptional! (9 reviews)
Love the place, love the experience and the cabins maybe have some access to running water in the cabin will make the experience even better, more convenience.thanks

Reviewed on Jun 13, 2025

By The Bay Cottages

By The Bay Cottages

3 out of 5
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
8/10 Very Good! (17 reviews)
Sunny and staff were very nice. Cottage was clean and comfortable. Pool was great. Nice location and very quiet.

Reviewed on Jul 16, 2025

Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages

3 out of 5
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9/10 Wonderful! (21 reviews)
This place is a gem, looks scary from road because overgrown, not manicured but then the cabins within are so beautiful! Great location across from Avonlea village for all your needs. I would highly recommend.

Reviewed on Jun 26, 2025

Pine Cottages

Pine Cottages

2 out of 5
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
6.8/10 (8 reviews)
During our whole stay they were great at communicating with us if we had questions or concerns. The cabin was cozy, clean and well maintained. Will definitely be going back!

Reviewed on Jul 18, 2025

Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort

3 out of 5
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.6/10 Exceptional! (74 reviews)
Very clean, quiet. Great place to take my family ! Lovely pool and hot tub area.

Reviewed on Jul 27, 2025

Find the Best Wellington Vacation Packages

Wellington Hotel Deals

Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

3.5 out of 5
195 Heather Moyse Drive, Summerside, PE
The price is ￥22,100 per night from Aug 29 to Aug 30
￥22,100
￥26,178 total
Aug 29 - Aug 30
includes taxes & fees
8.4/10 Very Good! (1,179 reviews)
"Very good breakfast - above average. Our room was very spacious."

Reviewed on Jul 27, 2025

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

Microtel Inn & Suites by Wyndham Summerside

3 out of 5
511 Notre Dame Street, Summerside, PE
The price is ￥23,458 per night from Aug 27 to Aug 28
￥23,458
￥27,787 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (408 reviews)
"Everything was very clean and new. The kids loved the pool. Bring your own pool towels if you can the ones provided are tiny. Plenty of free parking.Free hot breakfast in the morning was nice."

Reviewed on Jul 25, 2025

Microtel Inn & Suites by Wyndham Summerside
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
The price is ￥18,389 per night from Aug 27 to Aug 28
￥18,389
￥21,783 total
Aug 27 - Aug 28
includes taxes & fees
7.4/10 Good! (348 reviews)
"I had a great stay here. My husband, kids and I spent the night while on a work trip. Check in was a breeze, and the gentleman at the desk was great. We couldn't find any parking and it was quite late - he walked outside with us to find a spot. I think that's my only negative comment - very limited ..."

Reviewed on Jul 26, 2025

Days Inn & Suites by Wyndham Summerside
See all 200 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 vacation package cost?
You'll find cheap prices from ￥98,639 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?
Plan your getaway for the off-season and you're likely to find cheap Wellington vacation packages. Keep in mind that school vacation periods and major local events can impact prices, so do a little research before booking.
How many days is enough for Wellington?
With a well-organized itinerary, you can easily tick off the main Wellington sights in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Wellington vacation for longer.
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 your travel dates: The things you want to do in Wellington and your favorite season will help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that could arise during your trip to Wellington.
  3. Decide your trip length: Think about how much time you want to spend exploring Wellington. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Wellington vacation package.

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