Dickinson County Holidays

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Photo by Erik Rowley

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Your Dickinson County Holiday

When the travel bug bites, book a holiday package to Dickinson County. Get ready to experience walking trails, views, hiking, and much more in this exciting destination. Not sure where to stay? Milford is among the leading cities to explore during a trip to Dickinson County. Start packing your bags, because your Dickinson County holiday is just a few clicks away with Expedia.

Dickinson County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Minneapolis - St. Paul Intl. Airport (MSP)
Top Sights
Gull Point State Park, Emerson Bay State Recreation Area and Emerald Hills Golf Course

Our pick of the best 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 AU$171 per night from 30 June to 1 July
AU$171
30 June - 1 July
includes taxes & fees
7.8/10 Good! (992 reviews)
"Pool was dirty and staff even came out, looked at it and never came back. No elevator which made it difficult to carry luggage up stairs."

Reviewed on 28 June 2026

Lake Okoboji Resort & Conference Center
Vintage Block Inn & Suites

Vintage Block Inn & Suites

2.5 out of 5
1107 Sanborn Ave Okoboji IA
The price is AU$180 per night from 5 July to 6 July
AU$180
5 July - 6 July
includes taxes & fees
8.8/10 Excellent! (585 reviews)
"Just a fun place. Games and fire pits on the lawn. Even the wifi code is kinda fun. My wife and I try to stay here whenever we go to Okoboji."

Reviewed on 25 June 2026

Vintage Block Inn & Suites
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

3 out of 5
1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
The price is AU$249 per night from 26 July to 27 July
AU$249
26 July - 27 July
includes taxes & fees
9/10 Wonderful! (623 reviews)
"The AmericInn in Okoboji has become our regular place to stay when we see family. The staff is very helpful and the amenities are great for the price! We appreciate the pool, hot tub and continental breakfast!"

Reviewed on 28 June 2026

AmericInn by Wyndham Okoboji
See all 445 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.

Stay near popular Dickinson County attractions

A wooden pier extending into calm water with a clear sky above.
Photo by KkelleyNC
Open Photo by KkelleyNC

Arnolds Park

9.4/5 (357 reviews)
Explore the great outdoors at Arnolds Park, a lovely green space in Arnolds Park. Wander the lakeside in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.