Carefree Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
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    Better together
    Save up to CA $775 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Carefree Vacation

Our vacation packages to Carefree provide countless opportunities to enjoy new sights, sounds and sensations. And with all the travel planning worked out, you'll be free to enjoy your city escape without a care in the world. OBannon Woods State Park, Stephensons General Store and Wyandotte Cave are just a few of the many sights worth exploring during your trip to Carefree. Your perfect Carefree vacation is a couple of clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored just for you.

Top Carefree Vacation Deals

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Regina (YQR) to Louisville (SDF)
9.4/10 Exceptional! (266 reviews)
Super nice facility, amazing restaurant attached and staff at both were amazing!

Reviewed on Apr. 5, 2024

AC Hotel Louisville Downtown

AC Hotel Louisville Downtown

3.5 out of 5
Downtown Louisville
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Regina (YQR) to Louisville (SDF)
9.2/10 Wonderful! (477 reviews)
This AC hotel is great!

Reviewed on Mar. 31, 2024

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Regina (YQR) to Louisville (SDF)
8.8/10 Excellent! (1,002 reviews)
Place is secure, staff is pleasant and accommodating and location is walkable for all downtown festivities.

Reviewed on Apr. 22, 2024

Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Regina (YQR) to Louisville (SDF)
9/10 Wonderful! (484 reviews)
Overall was a unique experience that I am glad I had. I don’t know that I would stay again because it’s not my scene and the rooms were MUCH smaller than anticipated. The price point to space I had was way overpriced in my opinion. The square toilets were uncomfortable too. If I caught a reservation at a cheap rate, I would consider staying again as the staff were very nice and the facilities were clean and beautiful.

Reviewed on Apr. 15, 2024

Hotel Genevieve

Hotel Genevieve

4 out of 5
Downtown Louisville
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Regina (YQR) to Louisville (SDF)
9.2/10 Wonderful! (240 reviews)
Wonderful property with a very friendly team

Reviewed on Apr. 21, 2024

Prices and availability subject to change. Additional terms may apply.

Carefree Hotel Deals

Baymont by Wyndham Corydon
Baymont by Wyndham Corydon
2.5 out of 5
2495 Landmark Avenue NE, Corydon, IN
The price is CA $93 per night from Apr. 29 to Apr. 30
CA $93
CA $103 total
includes taxes & fees
Apr 29 - Apr 30
7.4/10 Good! (985 reviews)
"Employee at front desk was very polite and helpful"

Reviewed on Apr. 21, 2024

Baymont by Wyndham Corydon
Holiday Inn Express Corydon, an IHG Hotel
Holiday Inn Express Corydon, an IHG Hotel
2.5 out of 5
249 Federal Drive Nw, Corydon, IN
The price is CA $167 per night from Apr. 28 to Apr. 29
CA $167
CA $186 total
includes taxes & fees
Apr 28 - Apr 29
8.2/10 Very Good! (242 reviews)
"Congested"

Reviewed on Apr. 18, 2024

Holiday Inn Express Corydon, an IHG Hotel
Surestay Plus By Best Western Corydon
Surestay Plus By Best Western Corydon
2.5 out of 5
115 Sky Park Dr NE, Corydon, IN
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Apr. 29 to Apr. 30
CA $107
CA $119 total
includes taxes & fees
Apr 29 - Apr 30
3.6/10 (6 reviews)
"Not in the best of shape. Will not stay here again."

Reviewed on Apr. 22, 2024

Surestay Plus By Best Western Corydon
See all 145 properties in Carefree
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Carefree vacation package cost?
The cheapest Carefree vacation package is CA $1,332, so your dream vacation can become a reality — without the high price tag. Combine flights, hotels, car rentals and more to build a package suited to your travel style.
How do I get a cheap travel package to Carefree?
Find flights that suit your busy schedule, add a hotel to your booking and watch how much you save with a Carefree vacation package. It’s that simple! From flights and hotels to activities and rental cars, Expedia is where your cheap getaway begins. And with over 550 airlines and 1,000,000 properties globally to select from, you’ll never be short of choice.
Where should I stay in Carefree?
A getaway in Carefree isn’t complete without visiting Stephensons General Store. Why not stay close to this fantastic tourist attraction?
How far in advance should I book my Carefree vacation?
Savvy travelers often reserve their seats early. You can generally start comparing international fares on Expedia up to a year before your flight. If you’ve left things to the last minute, don’t worry. Budget prices occasionally occur just weeks prior to departure.
What does an Expedia Carefree travel package include?
Car rentals, hotels and flights — we connect you to the very best deals. All you have to do is figure out your preferred combination. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to craft an amazing Carefree escape.
What should I know before booking a Carefree travel package?
Booking all the parts of your trip together is a smart way to save. Bundle car rentals, airfares and hotels into a convenient little package. But your options don’t end at hotels. Expedia features all kinds of properties, including vacation rentals such as beachfront villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Carefree Expedia vacation package?
You can. We have more than 550 airline partners worldwide, so opt for the carrier that best fits your travel needs.
If I'm not able to travel, can I cancel my Carefree vacation package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel or change your Carefree vacation package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If life gets in the way of your vacation, look up our Customer Service Portal for more information.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.