Castlewood Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Castlewood

Waterfront Lake Poinsett Retreat w/ Fire Pit!
Waterfront Lake Poinsett Retreat w/ Fire Pit!
3 out of 5
Castlewood
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Waterfront Lake Poinsett Retreat w/ Fire Pit!
Lakefront Vacation Rental With Fire Pit & Dock!
Lakefront Vacation Rental With Fire Pit & Dock!
3 out of 5
Castlewood
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Lakefront Vacation Rental With Fire Pit & Dock!
Days Inn by Wyndham Watertown
Days Inn by Wyndham Watertown
2 out of 5
2900 9th Ave Se, Watertown, SD
Fully refundableReserve now, pay when you stay
The price is S$81 per night from 1 Dec to 2 Dec
S$81
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (753 reviews)
"Everything was just right! And we got a good night's rest!"

Reviewed on 23 Nov,2024

Days Inn by Wyndham Watertown
See all 81 properties in Castlewood
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 Castlewood holiday package cost?
Custom make your Castlewood package from as little as . Choose from any combination of rental cars, flights and hotels to put together the trip you’ve been dreaming about. Remember to add on a few activities!
How do I get a cheap travel package to Castlewood?
You’ll save a ton of money if you combine your hotels, car rentals and flights into a Castlewood holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 partner airlines and 1,000,000 properties globally, which means you’ll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
How far in advance should I book my Castlewood holiday?
It depends on the airline, but you can usually browse through international fares on Expedia up to a year in advance. While it’s generally recommended to book ahead of time, lucky travellers will sometimes nab a cheaper flight only weeks before the date of departure.
What does an Expedia Castlewood travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your perfect Castlewood getaway. You can also add on some tours and activities once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll get discounts you won’t find anywhere else.
Can I choose my airline with a Castlewood Expedia holiday package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Simply pick your preferred carrier and craft the perfect Castlewood holiday.
If I'm not able to travel, can I cancel my Castlewood holiday package?
It’s impossible to predict what the future holds, so it’s good to know that you can change or cancel your Castlewood holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

* 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.