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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $936, price is now $620 per person
$620
per person
May 21 - May 25
found 2 days ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,523, price is now $835 per person
$835
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,033, price is now $637 per person
$637
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,051, price is now $678 per person
$678
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $981, price is now $644 per person
$644
per person
Jun 19 - Jun 22
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Top Dakota hotels 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
Free Cancellation
$107 nightly
The price is $119 total per night
$119 total
Apr 26 - Apr 27
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
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
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a communal living room are also on offer.
Pool
Breakfast included
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
$71 nightly
The price is $78 total per night
$78 total
Apr 26 - Apr 27
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave Monroe WI
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $123 total per night
$123 total
Apr 26 - Apr 27
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 continental breakfast and free self parking.
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
$73 nightly
The price is $81 total per night
$81 total
Apr 7 - Apr 8
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
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr Freeport IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Apr 8 - Apr 9
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
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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 $620, 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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