Winslow Hotels
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Our top choices for Winslow hotels
8.0 out of 10, Very Good, (712)
Conveniently located near Winneshiek Playhouse and Lincoln-Douglas Debate Square, this hotel offers free breakfast, WiFi, and parking. Enjoy morning swims in the indoor pool and maintain your routine at the fitness center. Guests consistently praise the helpful staff and well-maintained facilities.
"The hotel is in a state of decay...rooms are clean, but the hallways are very dirty. Staff are friendly, but the facility needs work, with some rooms being in such a state that they are closed."
Charles
The price is P4,452
P4,941 total
includes taxes & fees
Jan 7 - Jan 8, 2026
9.0 out of 10, Wonderful, (819)
Enjoy a serene Wisconsin getaway near Roth Kase Cheese Factory. This hotel offers free breakfast, WiFi, and parking, plus an indoor pool for relaxation. Clean rooms and attentive staff ensure a comfortable business or leisure stay.
"Easy parking and nice pool and breakfast "
Gwendolyn
The price is P4,452
P4,875 total
includes taxes & fees
Jan 8 - Jan 9, 2026
8.8 out of 10, Excellent, (450)
This Freeport hotel offers a refreshing indoor pool for year-round swimming and energizing workouts at the fitness center. Start each day with free breakfast before exploring nearby Lincoln-Douglas Debate Square and Winneshiek Playhouse.
"pool was nice, friendly staff,"
Stacy
The price is P5,984
P6,641 total
includes taxes & fees
Jan 8 - Jan 9, 2026
6.4 out of 10, (10)
Relaxing motel getaway near Freeport Art Museum and Little Cubs Field. Enjoy complimentary amenities including WiFi and parking, plus the convenience of room service. Located within a short drive from Greater Rockford Airport.
"The moment I walked into the room, I knew there was going to be trouble. The rank stench of mildew around the entrance hit me in the face like a physical force. I directed my eye to the heavens, but alas there was no aid coming from that direction- merely the evidence of the cause of the stench. The ceiling was visibly bowed, and you could see where they had cut into the ceiling to attempt to deal with the water damage. However, they did not actually fully mitigate it and likely were breeding...
Travis
8.8 out of 10, Excellent, (384)
Unwind in this hotel with a revitalizing indoor pool and relaxing hot tub after exploring nearby Roth Kase Cheese Factory and Monroe Arts Center. Free breakfast, WiFi and parking enhance your comfortable visit.
"Would stay again! "
Dana
The price is P7,003
P7,668 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Freeport, IL
Country Inn & Suites by Radisson, Freeport, ILFreeport
9.0 out of 10, Wonderful, (852)
This quiet retreat offers comfortable accommodations with free breakfast, WiFi, and parking. Located near Little Cubs Field and Krape Park Carousel, the hotel provides easy access to local attractions. Travelers consistently praise the helpful staff and clean rooms.
"Great little place, no issues, absolutely recommend if in the Freeport area"
Bailey
The price is P6,190
P6,870 total
includes taxes & fees
Jan 16 - Jan 17, 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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Top Winslow Hotel Reviews
Country Inn & Suites by Radisson, Stockton, IL
10/10 Excellent
More cheap stays in Winslow
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
The price is P4,452 per night from Jan 8 to Jan 9
P4,452
P4,875 total
Jan 8 - Jan 9, 2026
includes taxes & fees
8.8/10 Excellent! (817 reviews)
