Dakota Vacation Packages

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Your Dakota Vacation

Enjoy unforgettable adventures when you book a vacation package to Dakota. Whether you're a foodie, art buff or just a traveler who loves to discover new places, there's something for everyone in this lively city. Your trip to Dakota wouldn't be complete without seeing a few major attractions, starting with Famous Fossil Winery. Your perfect Dakota vacation is clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you.

Top Dakota Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Oakbrook Terrace near Oakbrook Center
Hotel Riu Plaza Chicago
The Glen Club
Le Méridien Essex Chicago
JW Marriott Chicago

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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Dakota Hotel Deals

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive Freeport IL
Fully refundable
The price is CA $143 per night from Mar 15 to Mar 16
CA $143
CA $159 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (869 reviews)
Clean rooms, comfortable bed, good breakfast on the morning. Great location with plenty of dining options close by.

Reviewed on Mar 2, 2026

Country Inn & Suites by Radisson, Freeport, IL
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Mar 15 to Mar 16
CA $133
CA $148 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (458 reviews)
Clean, close to everything, parking, friendly staff

Reviewed on Feb 22, 2026

Hampton Inn Freeport
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Apr 5 to Apr 6
CA $102
CA $112 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (835 reviews)
Staff were helpful & friendly. Disappointed there was no coffee in the room. It is nice to enjoy a cup of coffee before getting dressed to go to the breakfast area

Reviewed on Mar 5, 2026

Super 8 by Wyndham Monroe WI
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.