Dickinson County Vacations & Trips

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Photo by Erik Rowley

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 destinations in Dickinson County

A lakeside path with trees and a wooden dock extending into the water.

Okoboji

Okoboji
An aerial view of a waterfront area with a Ferris wheel, a parking lot, and several boats docked at piers.

Arnolds Park

Arnolds Park
A girl standing in front of a store with a sign that reads "The Funhouse."

Spirit Lake

Spirit Lake
A river with boats docked at a pier, surrounded by steep, forested mountains.

Milford

Milford

Find the Best Dickinson County Vacation Packages

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

Dickinson County Hotel Deals

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

1405 Highway 71 Okoboji IA
Fully refundableReserve now, pay when you stay
$96 nightly
$106 total
Sep 6 - Sep 7
Total with taxes and fees
7.8/10 Good! (1,041 reviews)
"Amenities were good, having a sliding glass door to an outdoor patio for our room was a bonus"

Reviewed on Aug 23, 2026

Lake Okoboji Resort & Conference Center
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
$121 nightly
$133 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (659 reviews)
"Clean and accessible"

Reviewed on Aug 24, 2026

AmericInn by Wyndham Okoboji
Vintage Block Inn & Suites

Vintage Block Inn & Suites

1107 Sanborn Ave Okoboji IA
$100 nightly
$110 total
Sep 24 - Sep 25
Total with taxes and fees
Vintage Block Inn & Suites
See all 459 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.

Stay near popular Dickinson County attractions

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

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.
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A sign for Arnold's Park with the text 'Arnold's Park An Iowa Classic'.
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.
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A park with a small stream, trees with autumn foliage, and a bridge.

Brooks Golf Club

8.4/10 (29 reviews)
Enjoy a round of golf in Okoboji at Brooks Golf Club. Wander the lakeside in this family-friendly area.
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'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.
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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.
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Spirit Lake

Commune with nature and explore the great outdoors at Spirit Lake during your travels in Spirit Lake. While you're in the area, stroll along the lakeside.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.