Fincastle Vacation Packages 2026 from $332

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Your Fincastle Vacation

Say bye-bye to planning hassles and hello to a Fincastle vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with East Market District, which is great for nightlife, distilleries and craft breweries and shopping. Any trip to Fincastle needs a well-thought-out itinerary. Fill yours with attractions like E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center. Whatever your travel plans or the size of your budget, putting together a tailored Fincastle vacation is a cinch with Expedia.

The Latest Fincastle Vacation Packages

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

Regina's Country Livin'

$332

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Miami (MIA) to Louisville (SDF)

9.6/10 Exceptional! (14 reviews)

If I am ever doing something between Louisville and Lexington, I will be visiting Regina. This house was well-designed as a true BNB with excellent access/security, thoughtful decor, and an extremely welcoming atmosphere. The reviews praising the breakfast are true - but don't just go for the biscuits and gravy, go for the full experience.

Reviewed on Sep 28, 2026

Pillow and Paddock B&B

Save 100% on your flight

$721

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Miami (MIA) to Louisville (SDF)

10/10 Exceptional! (52 reviews)

Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.

Reviewed on Dec 22, 2025

Hyatt Regency Louisville

Downtown Louisville

$632

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Louisville (SDF)

8.8/10 Excellent! (1,004 reviews)

Room was nice and clean. At the same time, both the on site parking garage and the garage elevator were extremely dirty. Especially garage and elevator floors.

Reviewed on Oct 17, 2026

The Purple Martin

$545

per person

Dec 11 - Dec 14

found 24 hours ago

Roundtrip flight included

Miami (MIA) to Louisville (SDF)

10/10 Exceptional! (2 reviews)

Amazing property… I would come back in a heartbeat!

Reviewed on Jun 19, 2025

The Grady

Downtown Louisville

$698

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Louisville (SDF)

9.4/10 Exceptional! (1,011 reviews)

Where to stay in Fincastle

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

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.

Fincastle Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY

Fully refundableReserve now, pay when you stay

$140 nightly

$165 total

Nov 8 - Nov 9

Total with taxes and fees

9/10 Wonderful! (4,404 reviews)

"Great location and amenities, very walkable. We parked the car all weekend and walked to multiple distilleries, 5 iron golf just 2 blocks up the street. Close to river walk. Great coffee and bakeries nearby."

Reviewed on Oct 18, 2026

The Brown Hotel

335 W Broadway Louisville KY

Fully refundableReserve now, pay when you stay

$142 nightly

$167 total

Nov 18 - Nov 19

Total with taxes and fees

9.4/10 Exceptional! (1,395 reviews)

"Always a great place to stay when on Louisville."

Reviewed on Oct 19, 2026

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4520 Poplar Level Rd Louisville KY

Fully refundableReserve now, pay when you stay

$91 nightly

$107 total

Oct 28 - Oct 29

Total with taxes and fees

See all 2,160 properties in Fincastle

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.