Dickinson County Vacation Packages
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Your Dickinson County Vacation
When the travel bug bites, book a vacation 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 vacation is just a few clicks away with Expedia.
Top vacation destinations in Dickinson County
Spirit Lake
Dickinson County Hotel Deals
Lake Okoboji Resort & Conference Center
1405 Highway 71 Okoboji IA
Fully refundableReserve now, pay when you stay
CA $126
CA $151 total
Oct 16 - Oct 17
includes taxes & fees
Vintage Block Inn & Suites
1107 Sanborn Ave Okoboji IA
CA $142
CA $161 total
Oct 22 - Oct 23
includes taxes & fees
9/10 Wonderful! (675 reviews)
"What a great discovery for visits to the Iowa Great Lakes! The room and entire property were exceptionally clean, with great amenities like fire pits and corn hole games for guest use and tables outside each room with checkers sets for great evening lounging. The staff were nice kind and welcoming ..."
Reviewed on Oct 10, 2026
Okoboji Inn & Suites
3400 Okoboji Ave Milford IA
Fully refundableReserve now, pay when you stay
CA $114
CA $128 total
Oct 20 - Oct 21
includes taxes & fees
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.
Stay near popular Dickinson County attractions
Arnolds Park
9.4/10 (357 reviews)
Explore the great outdoors at Arnolds Park, a lovely green space in Arnolds Park. Wander the lakeside in this family-friendly area.
Photo by Erik Rowley
Arnolds Park Amusement Park
Bring the kiddos to Arnolds Park Amusement Park and enjoy this exciting amusement park in Arnolds Park. Wander the lakeside in this family-friendly area.
'Boji Splash Indoor Waterpark Okoboji
8.2/10 (86 reviews)
Bring the kids to 'Boji Splash Indoor Waterpark Okoboji and enjoy the excitement of this amusement park in Arnolds Park. Wander the lakeside in this family-friendly area.
Emerald Hills Golf Course
8.6/10 (45 reviews)
Enjoy a round of golf in Arnolds Park at Emerald Hills Golf Course. Wander the lakeside in this family-friendly area.
Okoboji Summer Theatre
8.8/10 (41 reviews)
You can make plans for a show at Okoboji Summer Theatre during your stay in Okoboji. Wander the lakeside in this family-friendly area.
Iowa Great Lakes Maritime Museum
9.2/10 (45 reviews)
You can spend an afternoon browsing the exhibits at Iowa Great Lakes Maritime Museum in Arnolds Park. Wander the lakeside in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
