Winslow Hotels from S$107

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

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Our top choices for Winslow hotels

Indoor pool
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI
2.0 star property
Monroe
9.0 out of 10, Wonderful, (809)
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 S$107
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)
This quiet retreat offers comfortable accommodation with free breakfast, WiFi, and parking. Located near Little Cubs Field and Krape Park Carousel, the hotel provides easy access to local attractions. Travellers consistently praise the helpful staff and clean rooms.
"Clean room, friendly staff. Everything was great!"
United States
Amy
The price is S$153
includes taxes & fees
6 Jan - 7 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)
Unwind in this hotel with a revitalising indoor pool and relaxing hot tub after exploring nearby Roth Kase Cheese Factory and Monroe Arts Centre. Free breakfast, WiFi and parking enhance your comfortable visit.
"Would stay again! "
United States
Dana
The price is S$171
includes taxes & fees
29 Dec - 30 Dec
AmericInn by Wyndham Monroe
Free daily buffet breakfast
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 energising workouts at the fitness centre. 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 S$145
includes taxes & fees
1 Jan - 2 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)
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 centre. 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 S$115
includes taxes & fees
30 Dec - 31 Dec
Baymont by Wyndham Freeport
Indoor spa tub
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 centre, and rooms with refrigerators and microwaves.
"Our kids enjoyed the pool, and the breakfast is great!"
United States
Kayleigh
The price is S$113
includes taxes & fees
24 Dec - 25 Dec
Darlington Inn
Lobby
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
Indoor pool
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 S$126
includes taxes & fees
22 Jan - 23 Jan, 2026
Country Inn & Suites by Radisson, Stockton, IL
Exterior
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 centre 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 S$107
includes taxes & fees
3 Jan - 4 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

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

10/10 Excellent
"Great staff, clean room."
Kayden 1-night trip
Posted 2 days ago
Super 8 by Wyndham Monroe WI

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 S$107 per night from 4 Jan to 5 Jan
S$107
4 Jan - 5 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (807 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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