Sycamore Vacations from $421

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Your Sycamore Vacation

When a getaway to the city is calling, answer it with a vacation package to Sycamore. The neighborhood of East Market District, which is great for nightlife, distilleries and craft breweries and shopping, makes a wonderful base for your adventures. You'll want to take in some sights during your trip to Sycamore. Find time for popular attractions like E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center. Whatever your travel plans or budget, putting together a tailored Sycamore vacation is a walk in the park with Expedia.

The Latest Sycamore vacation packages

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

Hancock House

3 out of 5
Downtown Louisville
Price was $527, price is now $421 per person
$421
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
16.4/10 Exceptional! (245 reviews)
The apartment was so elegant with an antique vibe. It had high ceilings and lots of tall windows with drapes and blackout blinds. Modern stainless steel kitchen appliances. I really liked that it had an icemaker and lamps in every room. Besides the stairs you couldn’t hear the neighbors.The host made things even more convenient by providing late or early check in, late check out or the option to add an extra night right from the confirmation email of your booking. If you like wholesome comfort and simple amenities you would love this charming apartment stay.

Reviewed on Oct 31, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $880, price is now $694 per person
$694
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
17.6/10 Exceptional! (1,005 reviews)
Staff very friendly and room was clean. You had to swipe your key for the floor you were going to

Reviewed on Nov 17, 2025

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $1,001, price is now $813 per person
$813
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
19.2/10 Exceptional! (422 reviews)
Beautiful hotel! And the southern hospitality was the best!! Plus the Repeal steakhouse was top notch - excellent!

Reviewed on Nov 4, 2025

The Grady

The Grady

4 out of 5
Downtown Louisville
Price was $990, price is now $821 per person
$821
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
18.8/10 Exceptional! (1,001 reviews)
The room and hotel were excellent! I would not recommend The Swann restaurant however. Long wait and poor attitude of staff

Reviewed on Nov 21, 2025

The Reserve on Main

The Reserve on Main

4 out of 5
Downtown Louisville
Price was $2,849, price is now $2,376 per person
$2,376
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
20/10 Exceptional! (1 review)
Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city.

Reviewed on Nov 12, 2025

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Discover the most popular places to visit in Sycamore

Ky Derby festival balloon glow.

Kentucky Exposition Center

4.5/5(628 reviews)

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's great live music and lively festivals.

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals as well as a small group of people

Churchill Downs

4.5/5(551 reviews)

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

4.5/5(606 reviews)

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

What to do in Sycamore

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$22
per adult
90% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Derby City Ghosts: Louisville Hauntings Tour

Lace, Lunacy, and Loss: Louisville Ghost Tours

$26
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
Kentucky Derby Museum - Admission with Guided Track Visit

Kentucky Derby Museum - Admission with Guided Track Visit

$22
per adult
100% of travellers recommend
Kentucky Derby Museum - Admission with Guided Track Visit
See all activities in Sycamore

Find the Best Sycamore Vacation Packages

Sycamore Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Top Sights
Kentucky Kingdom, Louisville Slugger Museum and Louisville Zoo

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Frequently asked questions

How much does a Sycamore vacation package cost?
Offering excellent value package deals from $421 on Expedia, you'll be thrilled with how little a vacation to Sycamore costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sycamore?
September, November and December are great times to search for cheap Sycamore vacation packages. Opting to travel in less busy periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Sycamore?
Generally, a handful of days is enough to visit the major attractions during your Sycamore vacation. However, if you want to have time to unwind or go on day trips, think about extending your itinerary.
How to find the best Sycamore package deals?
Finding a cheap Sycamore package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Sycamore package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Sycamore vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Sycamore trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Sycamore?
Secure amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Sycamore escape.
Does Expedia offer Book Now, Pay Later Sycamore vacation packages?
Your Sycamore getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.