Find hotels in Winslow, IL from ₩122,390

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Filter by

Guest rating
Guest rating
Star rating

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)
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.
"Welcome staff was excellent "
United States
Isabelle
The price is ₩111,772
₩122,390 total
includes taxes & fees
Jan 4 - Jan 5, 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)
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.
"Clean room, friendly staff. Everything was great!"
United States
Amy
The price is ₩158,239
₩175,614 total
includes taxes & fees
Jan 5 - Jan 6, 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)
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! "
United States
Dana
The price is ₩178,776
₩195,760 total
includes taxes & fees
Dec 29 - Dec 30
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)
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.
"Hotel was very cute, staff was friendly, and very easy and convenient mobile check in."
United States
Calliena
The price is ₩150,231
₩166,726 total
includes taxes & fees
Jan 1 - Jan 2, 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)
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."
United States
Charles
The price is ₩119,307
₩132,407 total
includes taxes & fees
Dec 29 - Dec 30
Baymont by Wyndham Freeport
Family dining
Darlington Inn

Darlington Inn

Darlington Inn
2.0 star property
Darlington
8.6 out of 10, Excellent, (432)
Take a refreshing dip in the indoor pool or unwind in the hot tub after exploring Darlington. This motel offers convenient amenities including a restaurant, bar, fitness center, and rooms with refrigerators and microwaves.
"Our kids enjoyed the pool, and the breakfast is great!"
United States
Kayleigh
The price is ₩118,051
₩129,280 total
includes taxes & fees
Dec 24 - Dec 25
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)
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...
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)
Just 59 minutes from Dubuque Regional Airport, this hotel offers free breakfast, WiFi, and parking. Take a morning swim in the indoor pool or visit the health club. Clean rooms and helpful staff create a relaxing base for your Illinois adventure.
"Nice place to stay"
United States
Lawrence
The price is ₩130,551
₩144,885 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Country Inn & Suites by Radisson, Stockton, IL
Room, 2 Double Beds, Non Smoking | Iron/ironing board, free cribs/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)
Enjoy free perks including daily breakfast, WiFi, and parking at this convenient Freeport hotel. Work out in the fitness center before exploring nearby Stephenson County Historical Museum and Oscar Taylor Home.
"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 ₩110,812
₩122,987 total
includes taxes & fees
Jan 9 - Jan 10, 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winslow Hotel Reviews

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

10/10 Excellent
"We called in advance to get an early check in due to a family holiday party. The staff worked to accommodate us."
SHARON 1-night trip
Posted 8 days ago
Country Inn & Suites by Radisson, Freeport, IL

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 ₩111,772 per night from Jan 4 to Jan 5
₩111,772
₩122,390 total
Jan 4 - Jan 5, 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 traveler 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 reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winslow.
Where can I learn more about changing or cancelling my trip to Winslow?
For more information about rescheduling or cancelling your trip to Winslow, go to https://www.expedia.com/service/.
How is it to stay in Winslow?
Travelers to Winslow will find plenty to explore and enjoy. There are 95 hotels and other accommodations in the surrounding area. Find out more about Winslow.
What should I see while I'm 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. Check out what more to see and do in Expedia's Winslow guide.
What's the weather like in Winslow?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Winslow are January, December, March, and April, with each month seeing an average of 8 inches of snowfall.

Explore a world of travel with Expedia