Wellington Vacations from $503

Book a Hotel + Flight or Car together to unlock savings

Your Wellington Vacation

The fascinating city of Wellington is calling. Delve into everything from its highlights to its hidden gems with a Wellington vacation package that's tailored to you. A trip to Wellington is a terrific opportunity to go sightseeing. Be sure to stop by well-known attractions like Stevens Pass Ski Area, Deception Creek Trailhead and Iron Goat - Martin Creek Trailhead. Whatever your travel plans or budget, putting together a tailored Wellington vacation is a breeze with Expedia.

The Latest Wellington vacation packages

Price found within the past 48 hours. Click for updated prices.
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Wellington Hotel Deals

Squirrel Tree Resort

Squirrel Tree Resort

2.5 out of 5
15251 U.S. Highway 2, Leavenworth, WA
$90 nightly
The price is $100 total per night from Sep 3 to Sep 4
$100 total
Sep 3 - Sep 4
Total with taxes and fees
Squirrel Tree Resort
Bearfoot Chalet-Private, Hot Tub, WIFI, Dogs OK

Bearfoot Chalet-Private, Hot Tub, WIFI, Dogs OK

Leavenworth
9.4/10 Exceptional! (55 reviews)
"Beautiful, clean cabin! Property managers were very helpful and quick to respond. There was some confusion over the amount of guests allowed. There are only a maximum of 6 guests allowed but the listing mentions additional person fees, which doesn’t really make sense when there isn’t a minimum of ..."

Reviewed on Jul 18, 2025

Bearfoot Chalet-Private, Hot Tub, WIFI, Dogs OK
River Runs Through this secluded A-Frame, hot tub

River Runs Through this secluded A-Frame, hot tub

Baring
9.8/10 Exceptional! (229 reviews)
"Beautiful property, very cozy cabin."

Reviewed on Aug 19, 2025

River Runs Through this secluded A-Frame, hot tub
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.

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Frequently asked questions

How much does a Wellington vacation package cost?
You can snap up a vacation package to this destination from $503 on Expedia. However, how much your vacation to Wellington costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Wellington?
If you'd like to score a cheap Wellington vacation package, consider visiting in November, December and January. You'll usually find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Wellington?
With a well-planned itinerary, you can easily hit the main Wellington sights in a few days. But if you prefer to venture off the beaten track or go on day trips, think about booking your Wellington vacation for longer.
How to find the best Wellington package deals?
Use Expedia's handy filters to help you find some great Wellington package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Wellington package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Wellington vacation as a package?
You can enjoy significant savings on your Wellington getaway by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Wellington?
If you're considering a spur-of-the-moment Wellington getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Wellington vacation packages?
Set off on your dream escape to Wellington with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next paycheck — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.