Dickinson County Vacation Packages 2025/2026

Top Dickinson County hotels deals

Lake Okoboji Resort & Conference Center

1405 Highway 71, Okoboji, IA

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$93 total

Oct 14 - Oct 15

Total with taxes and fees

A golf course, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

AmericInn by Wyndham Okoboji

1005 Brooks Park Dr, Okoboji, IA

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$102 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the sauna and free perks like continental breakfast and free self parking.

Pool

Hot Tub

Okoboji Inn & Suites

3400 Okoboji Ave, Milford, IA

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$95 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Breakfast included

Pet friendly

Bridges Bay Resort

630 Linden Drive, Arnolds Park, IA

$97 nightly

$109 total

Oct 26 - Oct 27

Total with taxes and fees

A water park, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, children's pool, and waterslide. Enjoy the indoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Rodeway Inn Milford

1511 Okoboji Avenue, Milford, IA

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$83 total

Oct 14 - Oct 15

Total with taxes and fees

A full-service spa and an indoor pool are featured at this hotel. Enjoy the 24-hour gym and free perks like self-serve breakfast and free self parking. There's a hot tub on site, and laundry facilities and free newspapers are also offered.

Pool

Hot Tub

Vintage Block Inn & Suites

1107 Sanborn Ave, Okoboji, IA

$82 nightly

$91 total

Oct 14 - Oct 15

Total with taxes and fees

This motel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-out are also on offer.

Pool

Parking included

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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.

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Frequently asked questions

How much are vacation packages to Dickinson County?

Exciting adventures await in Dickinson County, with Travelocity vacation packages from as low as . Including both flights and hotels, these sensational deals make it easy to experience every corner of the globe.

Where can I get the best vacation package deals for Dickinson County?

No matter how you like to travel, Travelocity can help you find an unbeatable Dickinson County package deal. The only thing you need to do is pick and choose between our 400 partner airlines and 1,000,000 worldwide properties.

Why should I purchase my Dickinson County vacation bundle with Travelocity?

Because you'll never wander on your own if you secure your trip with us, and we offer round-the-clock customer support and top-notch service to boot. Add to that our Price Match Guarantee and tons of destinations to select from. It's our job to help you have the trip of a lifetime.

Can I save money on my Dickinson County car rental if I bundle it with hotels and flights?

Absolutely. And our Dickinson County vacation packages will help you do it. With only a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Add some tours or experiences to your package and save on those too.

What is there to do in Dickinson County?

Dickinson County has hidden gems around every turn, but make sure you see Gull Point State Park and Emerson Bay State Recreation Area while you're here. These landmarks are a must-see.

Where to stay in Dickinson County: Best areas for travelers

Spirit LakeSpirit Lake: Base yourself at the Great Lakes Inn or the Super 8 by Wyndham Spirit Lake/Okoboji and you'll be in good hands. While you'll find a lot of wonderful sights here, East Okoboji Lake is one thing you won't want to miss. Make sure it's high up on your must-see list!
Arnolds Park: Two hotels here are the 3 Br/2 BA Condo With True Lake Front Views on the 1st Floor!! and The Inn Hotel. If you're planning a few days in the area, there's a high chance you'll end up at 'Boji Splash Indoor Waterpark Okoboji.
Okoboji: This place is on most travelers' Dickinson County itinerary — and for an excellent reason too! There's no shortage of exciting things to explore here, like Brooks Golf Club, Okoboji Summer Theatre and Ranch Okoboji. You'll find comfortable rooms to kick back in at the AmericInn by Wyndham Okoboji, the Vintage Block Inn & Suites and the Arrowwood Resort & Conference Center.
Milford: This destination is a vacationer's dream come true, with many things to see and do. Begin your sightseeing adventures at 'Boji Splash Indoor Waterpark Okoboji. While you're in the mood to explore, pay a visit to Brooks Golf Club and Okoboji Summer Theatre too. When you need to sleep off the day's activities, you can't top the Rodeway Inn Milford, the Okoboji Inn & Suites or the Heart Of Arnold\'s Park Near West Lake. Family And Friends Sleeps 20 Comfortably.