Carefree Holidays

    deals illustration

    Better together

    Save up to S$134 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Carefree

Baymont by Wyndham Corydon
Baymont by Wyndham Corydon
2.5 out of 5
2495 Landmark Avenue NE, Corydon, IN
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 27 Jul to 28 Jul
S$98
27 Jul - 28 Jul
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"It was good for the time we were there. Had access to all highways."

Reviewed on 11 Jul, 2025

Baymont by Wyndham Corydon
Hampton Inn Corydon
Hampton Inn Corydon
2.5 out of 5
2455 Landmark Avenue, Corydon, IN
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 29 Jul to 30 Jul
S$157
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (544 reviews)
"This hotel was wonderful! Staff was happy and helpful, breakfast was great (Strawberry waffles are worth the trip alone) beds were comfortable and hotel was clean. Only I can complain about is the coffee and hot water were luke warth and not hot. I would definitely stay here again!"

Reviewed on 9 Jun, 2025

Hampton Inn Corydon
Holiday Inn Express Corydon by IHG
Holiday Inn Express Corydon by IHG
2.5 out of 5
249 Federal Drive Nw, Corydon, IN
Fully refundable
The price is S$124 per night from 10 Aug to 11 Aug
S$124
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (320 reviews)
"Nice clean room. Easy in and out."

Reviewed on 18 Jun, 2025

Holiday Inn Express Corydon by IHG
See all 147 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.

Frequently asked questions

How much does a Carefree holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Carefree costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Carefree?
You can generally find lower rates and better availability in January, February and November. Explore our cheap Carefree holiday packages and you could land some excellent off-season deals.
How many days is enough for Carefree?
The ideal length of your Carefree holiday depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to visit all the main attractions and discover some hidden treasures along the way.
How to find the best Carefree package deals?
Start your search for a Carefree package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Carefree package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Carefree getaway off to a flying start.
Is it cheaper to book a Carefree holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a customised Carefree holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Carefree?
If you're planning a spur-of-the-moment Carefree holiday, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Carefree?

  1. Pick your dates: The things you want to do in Carefree and your favourite season can help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Carefree.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Carefree. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodation: After you've nailed down your dates and duration, lock in the perfect Carefree holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.