Dakota Vacations from $372
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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.
The Latest Dakota vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
$372
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,046 reviews)
When we first walked in we were greeted and check in was fast. The room was nice and clean . Breakfast was decent . Overall we enjoyed our stay
Reviewed on Oct 4, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
$704
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Room was dated and showed signs of hard wear; front desk staff unfriendly; door men never once open the door for us from the street; area around hotel dirty.
Shay, the concierge was super nice though and the lobby was attractively decorated.
Reviewed on Oct 4, 2026
Level Chicago Fulton Market
Downtown Chicago
$667
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
Everything at my residence was phenomenal. The bed was very comfortable, the kitchen was fully stocked with proper utensils. Make sure you look under the sink for the paper towel. The only setback was there should have been a make up/vanity mirror for the guest.
One more thing with the windows open, you hear traffic really loudly, but when closed you hear nothing it is a very good property!!! I propose on this trip!! thank you so much for the opportunity.
Reviewed on Oct 4, 2026
Dakota Hotel Deals
City Express By Marriott Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
$98 nightly
$109 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (777 reviews)
"Great place to stay great people's"
Reviewed on Sep 29, 2026
Eugene Hotel
1517 11th St Monroe WI
Fully refundableReserve now, pay when you stay
$107 nightly
$117 total
Oct 6 - Oct 7
Total with taxes and fees
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
$113 nightly
$126 total
Nov 1 - Nov 2
Total with taxes and 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.
Find the Best Dakota Vacation Packages
Dakota Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rockford, IL (RFD-Greater Rockford) |
Top Sights | Freeport Art Museum, Famous Fossil Winery and Silver Creek Museum |
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Frequently asked questions
How much does a Dakota vacation package cost?
You can grab a vacation package to this destination from $372 on Expedia. However, how much your vacation to Dakota costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Dakota?
You can typically find lower rates and greater availability in August, September and December. Take a look at our cheap Dakota vacation packages and you could score some great off-season discounts.
How many days is enough for Dakota?
With a well-planned itinerary, you can easily tick off the main Dakota sights in a handful of days. But if you'd like to discover hidden spots or go on day trips, consider booking your Dakota vacation for longer.
How to find the best Dakota package deals?
Bagging a cheap Dakota package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Dakota package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Dakota vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can personalize your Dakota trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Dakota?
If you've got your Dakota vacation dates finalized, book as soon as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Dakota vacation packages?
Your Dakota getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
