Dickinson County Holidays

Photo by Erik Rowley

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Top hotels in Dickinson County

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71 Okoboji IA
Fully refundableReserve now, pay when you stay
The price is €70 per night from 31 Dec to 1 Jan
€70
31 Dec - 1 Jan 2026
includes taxes & fees
7.8/10 Good! (897 reviews)
Awesome!

Reviewed on 25 Dec 2025

Lake Okoboji Resort & Conference Center
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

2.5 out of 5
1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
The price is €83 per night from 19 Jan to 20 Jan
€83
19 Jan - 20 Jan 2026
includes taxes & fees
8.8/10 Excellent! (574 reviews)
The hotel was decorated beautifully for Christmas. The staff was very helpful and our rooms were very nice and clean. The selection for breakfast was amazing! We had kids so it was nice to have several choices for them. We will stay there again.

Reviewed on 22 Dec 2025

AmericInn by Wyndham Okoboji
Bridges Bay Resort

Bridges Bay Resort

3.5 out of 5
630 Linden Drive Arnolds Park IA
The price is €100 per night from 31 Dec to 1 Jan
€100
31 Dec - 1 Jan 2026
includes taxes & fees
7.6/10 Good! (636 reviews)
The room was very clean. The staff was very friendly and courteous.

Reviewed on 13 Nov 2025

Bridges Bay Resort
See all 413 properties in Dickinson County
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 Dickinson County holiday package cost?
Get set to book, because a trip to Dickinson County starts from a tempting . When you combine your flights, hotels and car rentals into a travel package, you'll pick up the best deals.
How do I get a cheap travel package to Dickinson County?
Creating your own Dickinson County holiday package with Expedia is one of the easiest ways to save. We have access to more than 550 air carriers and 1,000,000 hotels around the globe. With such an awesome range to pick from, you'll have no hassles creating your next dream getaway.
What are the top hotels in Dickinson County?
Check out Bridges Bay Resort and AmericInn by Wyndham Okoboji in Milford. Any good Dickinson County itinerary has to include a stop in this great city!
How far in advance should I book my Dickinson County holiday?
Search Expedia to compare international fares as soon as you've got your travel dates. In most cases, you can purchase a ticket up to 12 months before departure. If you don't see your preferred carrier, or you have to book last minute, don't worry. Cheap tickets to Dickinson County sometimes emerge within weeks of departure.
What does an Expedia Dickinson County travel package include?
Rental cars, hotels and flights, or any combination of the three — it's your choice. Whether you're visiting Dickinson County with the kids or travelling solo, there's a bundle to fit your budget and style. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Dickinson County travel package?
A package can be easier on the credit card than separately booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and save a tidy sum. No matter your holiday plans, there's bound to be a package that matches your budget.
Can I choose my airline with a Dickinson County Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you'd prefer to fly to Dickinson County in business or coach, simply pick from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Dickinson County holiday package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to change or cancel your Dickinson County holiday package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your hotel, car rental company or airline may impose a fee. Need more information? Check out our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.