Wellington Vacation Packages 2026 from $339

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Your Wellington Vacation

From its highlights to its hidden treasures, this city is best explored with a Wellington vacation package. Check out hotels located in East Market District, which is great for nightlife, distilleries and craft breweries and shopping. Every trip to Wellington needs a well-planned itinerary. Fill yours with major attractions such as Churchill Downs, Muhammad Ali Center and KFC Yum Center. Check out Expedia's wide range of travel options and begin planning your ideal vacation to Wellington today.

The Latest Wellington Vacation Packages

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

Bardstown Motor Lodge

$339

per person

Oct 29 - Nov 1

found 13 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

9.2/10 Wonderful! (220 reviews)

Such a cute little boutique place. It is old but they have made great strides to update and ensure all issues are addressed. The staff. So amazing!

Reviewed on Sep 21, 2026

The Trail Hotel

$359

per person

Oct 29 - Nov 1

found 13 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

9.2/10 Wonderful! (318 reviews)

Perfect location! Seemed like an all adult hotel. The staff was amazing !

Reviewed on Sep 24, 2026

Louisville Marriott Downtown

Downtown Louisville

$764

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

9/10 Wonderful! (1,000 reviews)

The vending machines were completely empty. On every floor. Rooms were clean and beds were comfy. Could use new or different pillows though. They get super flat. Making them get hot fast and obviously uncomfortable. The staff was great and was able to accommodate us checking in pretty late.

Reviewed on Sep 22, 2026

Cottonwood Airport & Expo Hotel Louisville

Shively

$713

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

8.6/10 Excellent! (1,004 reviews)

While the hotel was quite nice and the staff was very friendly and helpful, I found the "pet friendly" part of the description misleading. Some hotels state they are "pet ok with fee's" and you expect a fee at every hotel that allows pets, however I was surprised at the amount. I think all hotels that accept pets should be more specific in their information. The fee here was $40, a bit higher than expected. If pet fees were included with the descriptions they could be compared in the same way you include the room rates, helping to make a decision. Otherwise this was a very nice hotel at a reasonable cost.

Reviewed on Sep 23, 2026

Derby Hotel & Suites

$432

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

7/10 Good! (187 reviews)

Check in was easy and attendant was very friendly and nice to chat with, It’s a good budget hotel if all you need is a place to sleep and get ready for the day. Room was decent and the air conditioner worked very nice, it was nice to have a fridge to store some leftovers.

Reviewed on Sep 24, 2026

Where to stay in Wellington

Find the best Wellington areas and neighborhoods for the activities you enjoy most. Learn more about Wellington

A city skyline with various buildings, including a prominent KFC and a green-roofed structure.

Downtown Louisville

4 out of top 10 points of interest in this area

Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.

A nighttime cityscape with a brightly lit bridge and a skyline featuring a prominent dome-shaped building.

St. Matthews

Major shopping destination with the fifth-largest mall in Kentucky, Mall St. Matthews, and smaller centers along Shelbyville Road. Don't miss the historic St. Matthew's Episcopal Church and Holy Trinity.

A city skyline at dusk with illuminated buildings reflecting on the water.

Jeffersontown

Jeffersontown is known for its abundant dining options, and you can plan a trip to Jeffersontown Commons Shopping Center and Bluegrass Indoor Karting while you're in town.

A brown horse with a red halter, a person in a black shirt, and a crowd of people in the background.

Fairgrounds

1 out of top 10 points of interest in this area

While visiting Fairgrounds, you might make a stop by sights like Freedom Hall and Kentucky Kingdom.

A large, illuminated two-story house with a prominent front porch and a garage.

Old Louisville

Boasting Victorian architecture and the highest concentration of stained glass windows in residential homes, Old Louisville offers a walkable neighborhood with pedestrian-only streets, diverse dining options, and attractions like Central Park and the Conrad-Caldwell House.

Wellington Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY

Fully refundableReserve now, pay when you stay

$150 nightly

$177 total

Oct 25 - Oct 26

Total with taxes and fees

9/10 Wonderful! (4,294 reviews)

"Great rooms, a number of great restaurants and bars, great staff. I will come back next time I am in Louisville."

Reviewed on Sep 24, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG

830 Phillips Lane Louisville KY

Fully refundable

$95 nightly

$112 total

Oct 25 - Oct 26

Total with taxes and fees

Holiday Inn Express & Suites Louisville Downtown by IHG

800 W Market St Louisville KY

Fully refundable

$99 nightly

$116 total

Oct 25 - Oct 26

Total with taxes and fees

8.8/10 Excellent! (1,819 reviews)

"This is a very well maitained, safe, and comfortable property. If available, I would definately stay here again."

Reviewed on Sep 24, 2026

See all 2,161 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.