Find hotels in Winslow, IL from ฿2,591

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Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Winslow hotels

Exterior
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI
2.0 star property
Monroe
8.8 out of 10, Excellent, (808)
"Welcome staff was excellent "
United States
Isabelle
The price is ฿2,376
฿2,602 total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Monroe WI
Lobby
Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL
2.5 star property
Freeport
9.0 out of 10, Wonderful, (850)
"Clean room, friendly staff. Everything was great!"
United States
Amy
The price is ฿3,333
฿3,699 total
includes taxes & fees
5 Jan - 6 Jan 2026
Country Inn & Suites by Radisson, Freeport, IL
Dining
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe
2.5 star property
Monroe
8.8 out of 10, Excellent, (383)
"Would stay again! "
United States
Dana
The price is ฿3,766
฿4,124 total
includes taxes & fees
30 Dec - 31 Dec
AmericInn by Wyndham Monroe
Exterior
Hampton Inn Freeport

Hampton Inn Freeport

Hampton Inn Freeport
2.5 star property
Freeport
8.8 out of 10, Excellent, (447)
"Hotel was very cute, staff was friendly, and very easy and convenient mobile check in."
United States
Calliena
The price is ฿3,165
฿3,512 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Freeport
Indoor pool
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

Baymont by Wyndham Freeport
2.5 star property
Freeport
8.0 out of 10, Very good, (711)
"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."
United States
Charles
The price is ฿2,536
฿2,815 total
includes taxes & fees
29 Dec - 30 Dec
Baymont by Wyndham Freeport
Family dining
Darlington Inn

Darlington Inn

Darlington Inn
2.0 star property
Darlington
8.6 out of 10, Excellent, (432)
"Our kids enjoyed the pool, and the breakfast is great!"
United States
Kayleigh
The price is ฿2,487
฿2,723 total
includes taxes & fees
31 Dec - 1 Jan 2026
Darlington Inn
Single Room, Smoking | Desk, iron/ironing board, free WiFi, bed sheets
West Motel

West Motel

West Motel
2.0 star property
Freeport
6.4 out of 10, (10)
"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...
United States
Travis
West Motel
Lobby
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL
2.5 star property
Stockton
8.4 out of 10, Very good, (642)
"Nice place to stay"
United States
Lawrence
The price is ฿2,751
฿3,053 total
includes taxes & fees
22 Jan - 23 Jan 2026
Country Inn & Suites by Radisson, Stockton, IL
Room, 2 Double Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport
2.0 star property
Freeport
6.8 out of 10, (344)
"Large room. Check in staff was very friendly. Breakfast was very limited. Location worked well for me.was very limited. The l"
United States
Patricia
The price is ฿2,334
฿2,591 total
includes taxes & fees
23 Jan - 24 Jan 2026
Super 8 by Wyndham Freeport
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

Darlington Inn

Darlington Inn

10/10 Excellent
"We didn't eat breakfast so no opinion on that!! The room was nice and staff was fantastic. Very nice and very helpful. We came for the cheese trail and SXS riding. Very nice area and the riding was fantastic too."
TARA 1-night trip
Posted 1 month ago
Darlington Inn

More cheap stays in Winslow

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

500 6th St and Hwy 69 Monroe WI
The price is ฿2,376 per night from 4 Jan to 5 Jan
฿2,376
฿2,602 total
4 Jan - 5 Jan 2026
includes taxes & fees
8.8/10 Excellent! (806 reviews)

Frequently asked questions

Where is the best place for a stay in Winslow?
Located 16.8 mi (27 km) from the heart of Winslow, Country Inn & Suites by Radisson, Freeport, IL is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Super 8 by Wyndham Monroe WI and Baymont by Wyndham Freeport. See all available top hotels, or vacation rentals in Winslow.
If I need to cancel my hotel reservation in Winslow, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winslow.
How is it staying in Winslow?
Travellers to Winslow will find plenty to explore and enjoy. There are 95 hotels and other accommodation options in the surrounding area. Find out more about Winslow.
What is there to see in Winslow?
Places to visit in the wider area include Lake Le Aqua Na State Park, Stagecoach Golf Course and SplashLand Family Water Park. You'll also find Historic Cheesemaking Center and Minhas Craft Brewery in the area. Take a look at what more there is to see and do in Expedia's Winslow guide.
What's the seasonal weather in Winslow?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Winslow are January, December, March and April, with each month seeing an average of 20 cm of snowfall.

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