Deals on vacations and trips to Dakota

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Dakota flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $756, price is now $494 per person
$494
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,060, price is now $672 per person
$672
per person
Dec 31 - Jan 4
found 13 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,632, price is now $1,112 per person
$1,112
per person
Dec 31 - Jan 4
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $839, price is now $579 per person
$579
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Villa Christina

Villa Christina

3 out of 5
Greater Grand Crossing
Save 100% on your flight
Price was $1,114, price is now $774 per person
$774
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Top Dakota hotels deals

City Express By Marriott Freeport

City Express By Marriott Freeport

3 out of 5
1060 Riverside Dr Freeport IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Oct 22 - Oct 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Eugene Hotel

Eugene Hotel

2 out of 5
1517 11th St Monroe WI
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $123 total per night
$123 total
Nov 1 - Nov 2
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby and express check-in are also provided.
Pet friendly
Parking included
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
Free Cancellation
$105 nightly
The price is $117 total per night
$117 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd Freeport IL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $104 total per night
$104 total
Oct 18 - Oct 19
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $113 total per night
$113 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

3 out of 5
424 4th Ave Monroe WI
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $130 total per night
$130 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Hot Tub
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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.

Frequently asked questions

How much are vacation packages to Dakota?
With vacation packages being sold from as little as $494, you won't need to empty your piggy bank for your getaway to Dakota. Travelocity is here to help. Bundle up flights, hotels and experiences into a convenient package and land some impressive discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Dakota?
Travelocity can help you find a Dakota package deal. With more than 400 air carriers and 1,000,000 properties worldwide, you're sure to be able to craft the perfect itinerary.
Why should I book my Dakota vacation bundle with Travelocity?
With top-notch service, support available 24/7 and some of the most incredible getaways money can buy, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Dakota car rental if I combine it with hotels and flights?
With a Dakota vacation package, you can bundle your car, hotel and flight bookings and save a tidy sum. When you're ready to explore the best of this impressive area, why not make a beeline for Wrigley Field? This famous sight is 100 mi from Dakota. With your own set of wheels, you'll be there in the blink of an eye.
Which airport is best for Dakota?
Dane County Regional Airport (MSN) is one of the biggest airports in Dakota. It's around 55 mi north of the bustling downtown area. Other choices include Rockford, IL (RFD-Greater Rockford) (25 mi away from central Dakota) and Dubuque Regional Airport (DBQ) (60 mi away from central Dakota).

Photos of local treasures

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