Wellington Vacations

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Your Wellington Vacation

Take the worry out of organizing your next great adventure with a Wellington vacation package. Whether you're lured here by its cuisine, history, art or other highlights, you'll find countless exciting experiences to delve into. Sandbanks Provincial Park, Prince Edward County Lavender and Sandbanks Estate Winery are just some of the many sights you'll want to check out during your trip to Wellington. Your ideal Wellington vacation is only clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored to suit your style.

Discover the most popular places to visit in Wellington

Sandbanks Provincial Park showing a beach, swimming and general coastal views

Sandbanks Provincial Park

5/5(8 reviews)

Head to the northern shore of Lake Ontario for outdoor fun on and around the water in this large country park.

Sandbanks Provincial Park
Lake on the Mountain Provincial Park showing a lake or waterhole and a sunset as well as an individual male

Lake on the Mountain Provincial Park

Mystery surrounds this lake on a mountaintop, a popular spot for outdoor activities in Prince Edward County.

Lake on the Mountain Provincial Park
Waupoos Winery which includes wildflowers and a small town or village

Waupoos Winery

4.5/5(6 reviews)

You can enjoy a tasting or tour at Waupoos Winery during your travels to Waupoos. Stroll along the area's waterfront or simply enjoy its wineries.

Waupoos Winery

Wellington Hotel Deals

Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
43 Wharf St Prince Edward ON
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $235 total per night from Dec 14 to Dec 15
$235 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (112 reviews)
Staff very attentive and helpful

Reviewed on Dec 2, 2025

Drake Devonshire and Motor Inn
Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!

Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!

Prince Edward ON
9.4/10 Exceptional! (9 reviews)
Amazing location central to so many great restaurants, wineries and breweries. Property was tucked away at the main intersection across from Foodland, which was also super convenient. Lori was well-prepared for the stay, all we had to do was show up and enjoy!

Reviewed on Oct 12, 2025

Get rates
Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!
The Birch

The Birch

2 out of 5
137 Main St Prince Edward ON
$136 nightly
The price is $153 total per night from Dec 14 to Dec 15
$153 total
Dec 14 - Dec 15
Total with taxes and fees
9.6/10 Exceptional! (44 reviews)
Everything was so clean, the bed was comfy and the dock was so great to sit out and meet some neighbours. Will be coming back!

Reviewed on Dec 5, 2025

The Birch
See all 640 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
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
North Beach Provincial Park, Sandbanks Estate Winery and Wellington Rotary Beach

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Frequently asked questions

How much does a Wellington vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Wellington costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Wellington?
If you're hoping to snag a cheap Wellington vacation package, consider visiting in June, July and December. You'll usually find lower prices on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Wellington?
With a well-organized travel plan, you can easily hit the most popular Wellington sights in a handful of days. But if you want to explore off the beaten track or go on day tours, consider booking your Wellington vacation for longer.
Is it worth booking a vacation package to Wellington?
Wellington has everything you need for a wonderful trip. Begin your Wellington vacation on a high note by exploring major attractions like Wellington Main Street Park.
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 customize 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 vacation as a package?
Expedia vacation 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 customized Wellington vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 traveling on a whim.
How to plan a trip to Wellington?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Wellington.
  2. Set your budget: Consider expenses like transportation, flights and meals when calculating how much to put aside for your trip to Wellington. Then, pick a property that matches your budget, whether that's an economical option or a deluxe getaway.
  3. Explore Wellington using our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Wellington. You can also save your favorite locations, collaborate with family and friends and arrange all your plans in one place.
  4. Decide how long to go for: Now that you know more about Wellington, you can work out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Wellington vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to see and do. Explore some of the top things to do in Wellington and book your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Wellington vacation packages?
Jet off on your dream trip to Wellington with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snag great deals before they disappear.

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.