Book Hotels in Winslow, IL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Winslow hotels

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

Apple River IL
An outdoor pool is featured at this cabin, along with laundry facilities and barbecue grills.
Cabin was beautiful and the perfect getaway for our family ski trip at Chestnut Mountain. Comfortable beds and linens, hosts were very hospitable, and kitchen was well-stocked.

Reviewed on Feb 15, 2026

Get rates
Opens in a new windowAmazing Log Cabin with Beautiful Views at Apple Canyon Lake
A-Frame Cabin Retreat

A-Frame Cabin Retreat

Stockton IL
This cabin featured laundry facilities and barbecue grills.
Cozy and quiet, thank you!

Reviewed on Feb 2, 2026

Get rates
Opens in a new windowA-Frame Cabin Retreat
Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive Freeport IL
Fully refundable
$107 nightly
The price is $119 total per night from Apr 26 to Apr 27
$119 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A business center, free WiFi in public ...
Convenient and safe location

Reviewed on Apr 2, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Freeport, IL
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
$71 nightly
The price is $78 total per night from Apr 26 to Apr 27
$78 total
Apr 26 - Apr 27
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and ...
Breakfast was ok hot tub was excellent staff amazing

Reviewed on Apr 4, 2026

Opens in a new windowSuper 8 by Wyndham Monroe WI
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $113 total per night from Apr 19 to Apr 20
$113 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
The breakfast was excellent. The place was clean. And the staff was very helpful.

Reviewed on Mar 30, 2026

Opens in a new windowHampton Inn Freeport
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave Monroe WI
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $123 total per night from Apr 26 to Apr 27
$123 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like ...
Parking was easy

Reviewed on Mar 20, 2026

Opens in a new windowAmericInn by Wyndham Monroe
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
$77 nightly
The price is $85 total per night from Apr 17 to Apr 18
$85 total
Apr 17 - Apr 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Charged $10 per person to use the pool, walked into our room and the windows were taped closed because the windows lock bolts were broken. The bathroom had used wet towels. There was used toilet paper in the toilet, stains on the sheets. Overall just a terrible experience and we were only there for ...

Reviewed on Mar 22, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Stockton, IL
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Apr 8 to Apr 9
$90 total
Apr 8 - Apr 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental ...
Place was under heavy construction and should of been shut down,non licensed workers performing the remodeling work and making a big mess,dont stay here to save a few bucks

Reviewed on Apr 3, 2026

Opens in a new windowBaymont by Wyndham Freeport
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd Freeport IL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Apr 7 to Apr 8
$81 total
Apr 7 - Apr 8
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Opens in a new windowSuper 8 by Wyndham Freeport
Don't see what you're looking for?
See all available properties in Winslow
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Winslow?
Family getaways are where the best memories are made, but it's no secret that traveling with children can be demanding. These kid-friendly Winslow hotels come with perks designed to keep young and old alike relaxed and happy: Country Inn & Suites by Radisson, Stockton, IL will help make your adventure the most memorable one yet. It offers a variety of conveniences aimed at families, such as a swimming pool and complimentary breakfast. Alternatively, spend your Winslow escape at Baymont by Wyndham Freeport. Take advantage of a swimming pool, complimentary breakfast and more here.
Where can I find cheap hotels in Winslow?
At Travelocity you'll find really nice hotels in Winslow at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winslow rather than in Winslow. We may find you even better rates, too.
How do I find the best Winslow hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winslow then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winslow?
The cheapest hotel in Winslow is $78. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winslow?
There are 102 hotels in Winslow on Travelocity.
What are the best hotels in Winslow?
Winslow has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winslow for you!
When is the best time to visit Winslow?
If you want the joy of a fun-filled trip in peak season, visit Winslow during May, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Winslow?
Based on historic data is usually the cheapest month to visit Winslow. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winslow?
There are multiple hotels in Winslow that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winslow. We have plenty of kid-friendly hotels in Winslow to choose from on Travelocity!
Why book a hotel in Winslow through Travelocity?
Because we have the top hotels in Winslow! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winslow on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winslow hotel reviews by fellow wanderers

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

4 out of 5
Posted 2 days ago
Travelocity Verified Review
"Breakfast was ok hot tub was excellent staff amazing "
A verified traveler stayed at Super 8 by Wyndham Monroe WI
Super 8 by Wyndham Monroe WI

Explore More Ways to Travel with Travelocity