Wellington Vacations

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Find the Best Wellington Vacation Packages

Wellington Hotel Deals

LUXE KY Cabin Retreat- Wraparound Porch for Escape in Nature's Serenity-DBNF/RRG
LUXE KY Cabin Retreat- Wraparound Porch for Escape in Nature's Serenity-DBNF/RRG
Wellington
9.8/10 Exceptional! (58 reviews)
Well done!
"Cute place. Beautiful porch. Unfortunately it was too cold to enjoy it. Well equipped! Everything you could need is here! Charming decorating too!"

Reviewed on 3 March 2025

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LUXE KY Cabin Retreat- Wraparound Porch for Escape in Nature's Serenity-DBNF/RRG
The Cozy Den
The Cozy Den
Wellington
9.8/10 Exceptional! (45 reviews)
Weekend Get-away
"This cabin was perfect for us! Clean and cozy! The host was quick to respond to any questions and very helpful! Would recommend this place to family and friends!"

Reviewed on 26 January 2025

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The Cozy Den
Dog-Friendly Home Rental ~ 5 Mi to Cave Run Lake!
Dog-Friendly Home Rental ~ 5 Mi to Cave Run Lake!
Wellington
10/10 Exceptional! (7 reviews)
Cute AFrame cottage
"We loved it! Nice area to walk & explore, convenient to lakes, trails, and sports for that. Saw some historic arches & covered bridges. This was a ‘scouting’ trip for a longer one later. Will definitely come again with the ATV, and maybe get to Louisville too!"

Reviewed on 25 November 2024

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Dog-Friendly Home Rental ~ 5 Mi to Cave Run Lake!
See all 735 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?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation to Wellington costs! Expedia’s packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Wellington?
You can generally find lower rates and greater availability in September, November and December. Check out our cheap Wellington vacation packages and you could land some excellent off-season deals.
How to find the best Wellington package deals?
Finding a cheap Wellington package deal is a cinch with Expedia. After you’ve entered your destination and preferred dates under our “Packages” tab, set your maximum budget, apply some filters and see what’s available. You can fine-tune your search by “Area,” “Amenities,” “Property type” and more. Order the results by “Price: low to high” to discover the most pocket-friendly Wellington package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Wellington vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You’ll usually snag a better deal than booking each component separately. 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’re considering a spontaneous Wellington adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Wellington?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Wellington.
  2. Set a budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Wellington. Then, pick a property that works with your budget, whether that’s an affordable option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you’re more familiar with Wellington, you can figure out the right length of your break. Put together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that’s left now is to pick a Wellington vacation package that brings all your bookings together.