Wellington Vacations from $525

Book a Hotel + Flight or Car together to unlock savings

Your Wellington Vacation

Memorable adventures await when you reserve a vacation package to Wellington. Whether you're a history buff, foodie or just a traveler who loves to see new places, there's something for everyone in this awesome city. During your trip to Wellington, give yourself plenty of time for sightseeing. One of the best places to begin is The Lorraine Theatre. Whoever you're escaping with and whatever your budget, your dream Wellington vacation is just a few clicks away with Expedia.

The Latest Wellington vacation packages

Price found within the past 48 hours. Click for updated prices.
Watseka 24 Inn & Suites

Watseka 24 Inn & Suites

2 out of 5
Price was $568, price is now $525 per person
$525
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Houston (HOU) to Lafayette (LAF)
7.4/10 Good! (338 reviews)
Rooms clean and neat. Light breakfast in a small area. We skipped it and went down the street to a local restaurant.

Reviewed on Nov 13, 2025

Historic McDonald Airbnb

Historic McDonald Airbnb

2.5 out of 5
Price was $608, price is now $555 per person
$555
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Houston (HOU) to Lafayette (LAF)
7.4/10 Good! (13 reviews)
Week spent one night and very impressed with renovation that has been done so far. We had a lovely suite w/huge bathroom. Thank you Katy!

Reviewed on Sep 16, 2024

Fairfield Inn & Suites by Marriott Fair Oaks Farms

Fairfield Inn & Suites by Marriott Fair Oaks Farms

2.5 out of 5
Price was $606, price is now $565 per person
$565
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Houston (HOU) to Lafayette (LAF)
9.2/10 Wonderful! (705 reviews)
This hotel has been on our bucket list for years—we pass it twice a year traveling from Tennessee—and it was absolutely worth the wait! 🌟 Exceptional Stay at Fair Oaks Farms! (5/5) My recent one-night stay was absolutely perfect from start to finish. This hotel sets an incredibly high standard for hospitality and comfort. We were thrilled to check out the new Miracle Bar and it was absolutely amazing—a truly festive and unique experience! We also enjoyed dinner at the Farmhouse Restaurant. Our waiter was exceptional, very knowledgeable about the menu, and her suggestion for our meal was definitely on point. We will definitely be back ♥️

Reviewed on Nov 23, 2025

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Wellington Hotel Deals

Days Inn by Wyndham Kentland

Days Inn by Wyndham Kentland

2.5 out of 5
205 S 7th Street Kentland IN
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $77 total per night from Dec 29 to Dec 30
$77 total
Dec 29 - Dec 30
Total with taxes and fees
6.2/10 (356 reviews)
...

Reviewed on Dec 5, 2025

Days Inn by Wyndham Kentland
Watseka 24 Inn & Suites

Watseka 24 Inn & Suites

2 out of 5
710 West Walnut Street Watseka IL
$110 nightly
The price is $122 total per night from Dec 14 to Dec 15
$122 total
Dec 14 - Dec 15
Total with taxes and fees
7.4/10 Good! (340 reviews)
Nice quiet hotel would stay again

Reviewed on Nov 17, 2025

Watseka 24 Inn & Suites
Super 8 by Wyndham Gilman

Super 8 by Wyndham Gilman

2 out of 5
1301 S Crescent St Gilman IL
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Jan 9 to Jan 10
$91 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
7.2/10 Good! (326 reviews)
The breakfast could be better!

Reviewed on Aug 25, 2025

Super 8 by Wyndham Gilman
See all 10 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

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Frequently asked questions

How much does a Wellington vacation package cost?
You can pick up a vacation package to this top destination from $525 on Expedia. However, how much your vacation to Wellington costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Wellington?
You're likely to find lower prices and better availability in January, October and November. Take a look at our cheap Wellington vacation packages and you could land some excellent off-season deals.
How many days is enough for Wellington?
Generally, a handful of days is enough to see the main attractions during your Wellington vacation. However, if you want to have some time to kick back or take day tours, consider extending your trip.
How to find the best Wellington package deals?
Begin your search for a Wellington package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Wellington package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wellington adventure underway.
Is it cheaper to book a Wellington vacation as a package?
You can enjoy significant savings on your next Wellington escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wellington?
If you've got your Wellington travel dates confirmed, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Wellington vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Wellington trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.