Castlewood Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

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

    Packages with flights are ATOL protected

Castlewood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Watertown Regional Airport (ATY)
Population
640
Max Temp Winter
-6.67ºC
Max Temp Summer
27ºC

Top hotels in Castlewood

Lakefront Vacation Rental with Fire Pit & Dock!

Lakefront Vacation Rental with Fire Pit & Dock!

Castlewood, South Dakota
9.8/10 Exceptional! (9 reviews)
2nd time staying and so cozy
"Came to golf and relax. Perfect cozy cabin."

Reviewed on 22 Jul 2025

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Lakefront Vacation Rental with Fire Pit & Dock!
Lakefront Vacation Rental With Fire Pit & Dock!

Lakefront Vacation Rental With Fire Pit & Dock!

3 out of 5
Castlewood, SD
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Lakefront Vacation Rental With Fire Pit & Dock!
Waterfront Lake Poinsett Retreat w/ Fire Pit!

Waterfront Lake Poinsett Retreat w/ Fire Pit!

3 out of 5
100 N Lake Dr, Castlewood, SD
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Waterfront Lake Poinsett Retreat w/ Fire Pit!
See all 85 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Castlewood travel package cost?
Maybe less than you imagined — from just , actually! By bundling hotels, flights and car rentals into a custom-built travel package, your Castlewood escape is only clicks away.
If I'm not able to travel, can I cancel my Castlewood travel package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Castlewood travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Castlewood?
Bundle your hotels and flights with Expedia to save on your next exciting adventure. With more than 550 air carriers and 1,000,000 hotel options across the world, your Castlewood travel package can be tailored exactly to suit your travel style. With all those extra dollars, why not throw in one or two fun activities and tours? It's an easy way to unlock even more bargains. Your dream holiday in Castlewood is much closer than you thought!
Does Expedia offer Book Now, Pay Later Castlewood holidays?
Expedia has partnered with online lender Klarna to make your next trip easier on your bank balance. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If paying just a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.

What are the top hotels in Castlewood?
If this will be your first time in Castlewood, lock in a room at Open October Fritz's On Poinsett or Lake Front Fun, Pheasant Hunting. Both offer comfortable beds and are favourites with lots of travellers.
How far in advance should I book my Castlewood holiday?
While not all airlines release tickets early, customers are usually able to start comparing international fares on Expedia up to 12 months in advance. This is the time you can score some fantastic deals. If you're purchasing tickets last minute, you could still be in luck. Low prices sometimes appear a few weeks before departure.
What does an Expedia Castlewood travel package include?
It comes down to what you're after. If you're travelling alone, you might decide to bundle hotels and flights. Taking the whole crew to Castlewood? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Castlewood travel package?
Whether it's adventure or relaxation you're craving, a Castlewood travel package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Castlewood Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.