Wellington Vacations from $407

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The Latest Wellington vacation packages

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

Pelican Hotel

4 out of 5
South Beach
Price was $912, price is now $407 per person
$407
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.2/10 Wonderful! (394 reviews)
Staff was friendly, room was clean, bed was comfortable, and everything looked as pictured, but down-rated slightly because a couple of little wall fixtures were broken in the room and the chairs in the room were uncomfortable. BEWARE there is a daily resort fee hiding in the fine print that increases the cost of the room and there was no major amenity like a swimming pool or spa that seemed to justify this. Breakfast was not included in the price of stay.

Reviewed on Dec 8, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $2,617, price is now $1,096 per person
$1,096
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Beautiful balcony and porch views.

Reviewed on Dec 8, 2025

Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
Wilshire Montana
Price was $2,546, price is now $1,181 per person
$1,181
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Los Angeles (LAX)
7.4/10 Good! (11 reviews)
Clean, quiet, beautiful landscaping and prime location.

Reviewed on Dec 2, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $12,780, price is now $6,119 per person
$6,119
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $2,715, price is now $1,311 per person
$1,311
per person
Feb 13 - Feb 16
found 2 days ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Everything was clean and well maintained

Reviewed on Dec 12, 2025

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Wellington Hotel Deals

Stoney Creek Hotel Kansas City - Independence

Stoney Creek Hotel Kansas City - Independence

3.5 out of 5
18011 Bass Pro Drive Independence MO
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Dec 15 to Dec 16
$115 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (2,394 reviews)
Very nice hotel

Reviewed on Dec 11, 2025

Stoney Creek Hotel Kansas City - Independence
The Elms Hotel & Spa, a Destination by Hyatt Hotel

The Elms Hotel & Spa, a Destination by Hyatt Hotel

4 out of 5
401 Regent St Excelsior Springs MO
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $178 total per night from Jan 12 to Jan 13
$178 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Clean room and the amenities are good.

Reviewed on Dec 7, 2025

The Elms Hotel & Spa, a Destination by Hyatt Hotel
Sonesta Essential Hotels & Suites Kansas City/Blue Springs

Sonesta Essential Hotels & Suites Kansas City/Blue Springs

2.5 out of 5
3120 NW Jefferson St Blue Springs MO
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Dec 21 to Dec 22
$81 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (351 reviews)
Wonderful coffee machine and comfortable room!

Reviewed on Dec 7, 2025

Sonesta Essential Hotels & Suites Kansas City/Blue Springs
See all 190 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
U.S dollars
Population
790

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Frequently asked questions

How much does a Wellington vacation package cost?
You'll find cheap prices from $407 on Expedia for your Wellington getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Wellington costs.
What are the cheapest months to go to Wellington?
If you're hoping to snag a cheap Wellington vacation package, consider planning a trip in December, January and February. You'll generally find better prices on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Wellington?
The ideal length for your Wellington vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to hit all the top sights and explore some hidden spots along the way.
How to find the best Wellington package deals?
Use Expedia's filter tool to find some tempting 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're looking to save, plan your break for midweek, or search for Wellington package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Wellington vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can customize your Wellington trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Wellington?
If you're considering a spur-of-the-moment Wellington adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wellington vacation packages?
If you're anything like us, you love exploring new places 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 break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.