Dakota Holidays from £1,434
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Your Dakota Holiday
Enjoy unforgettable adventures when you book a holiday package to Dakota. Whether you're a foodie, art buff or just a traveller 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 holiday is clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you.
Top Dakota Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago
Downtown Chicago
Price was £1,853, price is now £1,434 per person
£1,434
per person
4 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Good customer service and the food in the lobby restaurants was so good! Also the service at that restaurant is amazing I believe her name was Stephanie, she went out of her way to find me caffeine free Diet Coke. Also, we forgot to tell them that we don’t eat bacon after the hamburger came. They happily to get back and started another hamburger to make sure there’s no bacon residue in it.
Reviewed on 31 May 2026
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was £3,210, price is now £2,461 per person
£2,461
per person
4 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on 29 May 2026
Level Chicago – Old Town
Downtown Chicago
Price was £1,934, price is now £1,509 per person
£1,509
per person
15 Aug - 20 Aug
found 1 hour ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!
Reviewed on 28 May 2026
Pendry Chicago
Downtown Chicago
Price was £1,960, price is now £1,534 per person
£1,534
per person
4 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,126 reviews)
Great and very elegant hotel! I absolutely loved it! The only thing is a little bit noisy but it’s the price you have to pay to be in an excellent location, you have everything you need in a walking distance. I would definitely stay here again.
Reviewed on 30 May 2026
Level Chicago Fulton Market
Downtown Chicago
Price was £1,820, price is now £1,489 per person
£1,489
per person
17 Aug - 22 Aug
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026
Dakota Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rockford, IL (RFD-Greater Rockford) |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Freeport Art Museum, Famous Fossil Winery and Winneshiek Playhouse |
Top hotels in Dakota
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is £104 per night from 24 Jun to 25 Jun
£104
24 Jun - 25 Jun
includes taxes & fees
9/10 Wonderful! (898 reviews)
"This property is tired. The carpet was disgusting in our room. The hallways were not much better. I realize there are not a lot of options in a small town but this place needs a remodel."
Reviewed on 30 May 2026
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is £73 per night from 25 Jun to 26 Jun
£73
25 Jun - 26 Jun
includes taxes & fees
9/10 Wonderful! (860 reviews)
"Nice clean hotel on a main road very close to the Chalet Cheese Chop - great place! Ask for Tony and see if he will yodel for you! Delightful. There arecalso multiple restaurants from fast to sit down, a Dunkin (yay) and other things nearby. Good place to stay if in the area or going to New Glarus. ..."
Reviewed on 27 May 2026
Hampton Inn Freeport
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is £90 per night from 21 Jun to 22 Jun
£90
21 Jun - 22 Jun
includes taxes & fees
8.8/10 Excellent! (474 reviews)
"Always stay here when coming to Freeport. Clean rooms, decent breakfast."
Reviewed on 30 May 2026
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. Flight-inclusive packages are ATOL protected.
