Dickinson County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

    Find the right fit

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

    Rest easy

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

Dickinson County Hotel Deals

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 ￥13,125 per night from Nov 2 to Nov 3
￥13,125
￥15,666 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (864 reviews)
"The room was clean. The person who checked us in went out of his way to help with the discount. The staff was friendly."

Reviewed on Sep 30, 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 ￥13,663 per night from Oct 13 to Oct 14
￥13,663
￥15,029 total
Oct 13 - Oct 14
includes taxes & fees
8.8/10 Excellent! (556 reviews)
"Great location, friendly staff, easy process"

Reviewed on Oct 1, 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 ￥13,253 per night from Oct 14 to Oct 15
￥13,253
￥15,735 total
Oct 14 - Oct 15
includes taxes & fees
7.6/10 Good! (621 reviews)
"Clean but pet friendly so I had to listen to a dog barking next door at times. Otherwise a good stay. Nice fitness center."

Reviewed on Sep 29, 2025

Bridges Bay Resort
See all 424 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 vacation 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 vacation 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 vacation?
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 traveling 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 vacation plans, there's bound to be a package that matches your budget.
Can I choose my airline with a Dickinson County Expedia vacation package?
With a vacation 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 vacation 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 vacation 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.