Dickinson County Holidays

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Your Dickinson County Holiday

When your wanderlust is calling out to you, answer it with a holiday package to Dickinson County. If you're headed to Milford, get ready to experience this city's walking trails, views, hiking and more. With so many things to explore on a trip to Dickinson County, it can be difficult to know where to start. Kick off your journey in West Okoboji at West Okoboji Lake and Arnolds Park — two leading attractions here. Another great city worth adding to your itinerary is Milford. Don't miss West Okoboji Lake and Arnolds Park. Expedia has flights, hotels and everything else you need to help you organise your own customised Dickinson County holiday today.

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

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 £90 per night from 30 Jun to 1 Jul
£90
30 Jun - 1 Jul
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 Jun 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 £96 per night from 30 Jun to 1 Jul
£96
30 Jun - 1 Jul
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 Jun 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 £130 per night from 26 Jul to 27 Jul
£130
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (624 reviews)
"Staff was very helpful and rooms were well maintained. Nice breakfast and long pool hours. Would stay here again."

Reviewed on 29 Jun 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Dickinson County travel package cost?
Perhaps less than you might think — from a tempting , in fact! By combining hotels, flights and car rentals into a custom-built travel package, your getaway to Dickinson County is just clicks away.
If I'm not able to travel, can I cancel my Dickinson County travel package?
Because we understand life is full of surprises, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Dickinson County travel package in the last 24 hours, you may be able to cancel or change it free of charge. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Dickinson County?
Imagine all the fabulous things you could do in Dickinson County with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Dickinson County holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can pick from over 550 air carriers and 1,000,000 properties around the globe. Whether you're holidaying with the entire family or flying solo, organising a trip to Dickinson County is better with a package.
Does Expedia offer Book Now, Pay Later Dickinson County holidays?
Expedia has partnered with online lender Klarna to make booking your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this plan. Just put down a small deposit on your escape and then start working on your travel itinerary.

What are the top hotels in Dickinson County?
Milford is one destination that most visitors to Dickinson County include in their itinerary. For a memorable stay here, have a look at Arrowwood Resort & Conference Centre and AmericInn by Wyndham Okoboji.
How far in advance should I book my Dickinson County holiday?
Travellers are normally able to browse international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to nab a cheap ticket only weeks before your flight.
What does an Expedia Dickinson County travel package include?
You can choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to creating your perfect Dickinson County getaway.
What should I know before booking a Dickinson County travel package?
So many places to venture to, so many things to see. With a travel package, you'll be able to tick more of them off your list. Bundle your hotels, rental cars and flights and see how much you save.
Can I choose my airline with a Dickinson County Expedia travel package?
Yes, you're in charge. Expedia has access to more than 550 partner airlines worldwide, so you can customize your Dickinson County escape according to your style and budget.

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. Flight-inclusive packages are ATOL protected.