Name: Hampton Inn Freeport
Price range: CA $156
Rating: 8.8

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.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,336

per person

Jul 3 - Jul 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,458 reviews)

No restaurant or available food after 10pm.

Reviewed on Apr 21, 2026

Swissotel - Chicago

Downtown Chicago

CA $1,722

per person

Jun 4 - Jun 8

found 22 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Chicago (ORD)

9/10 Wonderful! (3,280 reviews)

Really good spot and location. Staff was super helpful and nice.

Reviewed on Apr 22, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,387

per person

Jun 9 - Jun 14

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (455 reviews)

Great staff, full kitchen and living room, good location, friendly people, safe. I would stay here again.

Reviewed on Apr 23, 2026

Level Chicago – Old Town

Downtown Chicago

CA $1,484

per person

Jun 19 - Jun 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9/10 Wonderful! (463 reviews)

Eric and the rest of the staff was very helpful from check in to check out! The place is very lovely!!!!! Would come back again soon!

Reviewed on Apr 23, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $3,155

per person

Jun 5 - Jun 12

found 3 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Chicago (ORD)

9.4/10 Exceptional! (1,848 reviews)

Great staff, facilities, esp the fitness & spa

Reviewed on Apr 23, 2026

Ready to book your vacation to Dakota?

Choose your dates

Dakota Hotel Deals

Country Inn & Suites by Radisson, Freeport, IL

1710 South Dirck Drive Freeport IL

Fully refundable

CA $160

CA $178 total

May 10 - May 11

includes taxes & fees

9/10 Wonderful! (882 reviews)

cleaning room was perfect. staff was too breakfast good

Reviewed on Apr 20, 2026

Super 8 by Wyndham Monroe WI

500 6th St and Hwy 69 Monroe WI

Fully refundableReserve now, pay when you stay

CA $107

CA $117 total

May 10 - May 11

includes taxes & fees

9/10 Wonderful! (849 reviews)

From my arrival to my leaving Everyone was Very Professional and Caring. Very Helpful and my room was so comfortable. Its an older hotel but I felt very welcome, safe and the hot breakfast was a very well maintained. I really enjoyed my stay.

Reviewed on Apr 23, 2026

Hampton Inn Freeport

109 S Galena Ave Freeport IL

Fully refundableReserve now, pay when you stay

CA $156

CA $173 total

Apr 26 - Apr 27

includes taxes & fees

8.8/10 Excellent! (467 reviews)

No complaints.

Reviewed on Apr 18, 2026

See all 36 properties in Dakota

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.