Dexter Vacations from $511

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The Latest Dexter vacation packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was $693, price is now $511 per person
$511
per person
May 26 - May 30
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Louisville (SDF)
8.8/10 Excellent! (1,215 reviews)
Crown Plaza is our go to hotel, especially now that it's been updated. Our only 2 complaints are low water pressure and the bed linens. The blanket on the bed is very thin and not soft at all

Reviewed on Mar 22, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $994, price is now $718 per person
$718
per person
May 26 - May 30
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Louisville (SDF)
8.8/10 Excellent! (1,006 reviews)
The hotel overall was a disappointment this time around. Room was not cleaned all the way through small papers on the floor and other small objects on the couch. Woke up early to loud music at 6am and construction/remodeling banging shortly followed.

Reviewed on Mar 10, 2026

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $3,506, price is now $2,596 per person
$2,596
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9/10 Wonderful! (1,165 reviews)
Bathroom door was a sliding door with cracks all around. Could see light very easily and hear everything going on in there. Temperature control was terrible. Wouldn’t go below 68 degrees.

Reviewed on Mar 20, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $925, price is now $690 per person
$690
per person
May 26 - May 30
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Louisville (SDF)
9/10 Wonderful! (1,008 reviews)
Awesome downtown location! Oliver and Hermina were extremely helpfu. Clean and nice rooms! Will definitely stay again!

Reviewed on Mar 10, 2026

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $689, price is now $525 per person
$525
per person
May 26 - May 30
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Louisville (SDF)
8.6/10 Excellent! (987 reviews)
Very personable staff made you feel at home

Reviewed on Mar 23, 2026

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Discover the most popular places to visit in Dexter

Blue Heron Vineyard & Winery

You can enjoy a tasting or tour at Blue Heron Vineyard & Winery during your travels to Cannelton. Amble around the area's riverfront or visit its churches.

Blue Heron Vineyard & Winery

Dexter Hotel Deals

Ramada by Wyndham Tell City

Ramada by Wyndham Tell City

2.5 out of 5
235 Orchard Hill Dr Tell City IN
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $101 total per night from Mar 24 to Mar 25
$101 total
Mar 24 - Mar 25
Total with taxes and fees
7.6/10 Good! (559 reviews)
Sadly have to write a poor review for hotel. Cleanliness was ok, bed was uncomfortable because it appeared that the mattress was old and lumpy. No hot water!! Had to call the front desk on my cell phone because the phone in the room didn’t work. Finally got warm water. The sink faucet looked like ...

Reviewed on Mar 7, 2026

Ramada by Wyndham Tell City
Derby Time Riverside Cabin

Derby Time Riverside Cabin

Derby IN
10/10 Exceptional! (146 reviews)
The location could not have been more perfect. The uninterrupted views of the Ohio River from the porch and yard and the sunrise were gorgeous. We enjoyed watching the migrating waterfowl moving down the river and even heard loons calling as they were migrating through the area. The cabin itself ...

Reviewed on Mar 23, 2026

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Derby Time Riverside Cabin
Escape to Peace and Tranquility at High Ridge Cabin 1

Escape to Peace and Tranquility at High Ridge Cabin 1

Mauckport IN
10/10 Exceptional! (6 reviews)
Was very happy with our quick stay. Can’t wait to come again.

Reviewed on Mar 11, 2026

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Escape to Peace and Tranquility at High Ridge Cabin 1
See all 60 properties in Dexter
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 Dexter Vacation Packages

Dexter Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Dexter vacation package cost?
You'll find cheap prices from $511 on Expedia for your Dexter break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Dexter costs.
What are the cheapest months to go to Dexter?
January, October and November are the best times to search for cheap Dexter vacation packages. Choosing to travel in less busy periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Dexter?
With a well-planned schedule, you can easily hit the main Dexter attractions in a few days. But if you'd like to venture off the beaten track or take day trips, consider booking your Dexter vacation for longer.
How to find the best Dexter package deals?
Use Expedia's handy filters to help you find some unbeatable Dexter package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Dexter package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Dexter vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Dexter vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Dexter?
If you've got your Dexter travel dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Dexter vacation packages?
Jet off on your perfect trip to Dexter with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.