Book Hotels in Winslow, IL

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Top Winslow hotels

A-Frame Cabin Retreat

A-Frame Cabin Retreat

Stockton IL
This cabin featured laundry facilities and barbecue grills.
"Clean, lovely space. Appreciated being able to stay here. It was quiet and secluded. The posting never claimed to have wifi, but I didn't check for it either, so was mildly surprised when it didn't have any (just assumed). Made the trip more in the moment, but might surprise others as well."

Reviewed on Jun 3, 2026

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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
$127 nightly
The price is $141 total per night from Jun 23 to Jun 24
$141 total
Jun 23 - Jun 24
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 ...
"The hotel and propert clean. Room nice. Just wish there was shower curtain on shower pole. Everything else was nice. We had handicap room. 235."

Reviewed on Jun 1, 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
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $88 total per night from Jun 14 to Jun 15
$88 total
Jun 14 - Jun 15
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 ...
"Very good place to come back and relax had a good breakfast and cool and hot tub are very relaxing"

Reviewed on Jun 1, 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
$106 nightly
The price is $117 total per night from Jun 21 to Jun 22
$117 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"Always stay here when coming to Freeport. Clean rooms, decent breakfast."

Reviewed on May 30, 2026

Opens in a new windowHampton Inn Freeport
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

3 out of 5
424 4th Ave Monroe WI
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $137 total per night from Jun 4 to Jun 5
$137 total
Jun 4 - Jun 5
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 ...
"Everyone was nice and courteous"

Reviewed on May 10, 2026

Opens in a new windowAmericInn by Wyndham Monroe
Darlington Inn

Darlington Inn

2 out of 5
201 Christiensen Dr Darlington WI
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $97 total per night from Jun 4 to Jun 5
$97 total
Jun 4 - Jun 5
Total with taxes and fees
This motel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"This place wasn't perfect but... I'd definatley stay here again."

Reviewed on May 26, 2026

Opens in a new windowDarlington Inn
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
$90 nightly
The price is $100 total per night from Jun 7 to Jun 8
$100 total
Jun 7 - Jun 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. ...
"Ended up Leaving due to dirty conditions and poor staff. Also a bunch of undesirable people hanging around. Didn’t feel comfortable or safe. Can’t believe this is a Wyndham property."

Reviewed on Jun 2, 2026

Opens in a new windowSuper 8 by Wyndham Freeport
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
$90 nightly
The price is $99 total per night from Jun 29 to Jun 30
$99 total
Jun 29 - Jun 30
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 ...
Opens in a new windowCountry Inn & Suites by Radisson, Stockton, IL
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.
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Opens in a new windowAmazing Log Cabin with Beautiful Views at Apple Canyon Lake
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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 $88. 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 103 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

A-Frame Cabin Retreat

A-Frame Cabin Retreat

5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Clean, lovely space. Appreciated being able to stay here. It was quiet and secluded. The posting never claimed to have wifi, but I didn't check for it either, so was mildly surprised when it didn't have any (just assumed). Made the trip more in the moment, but might surprise others as well."
A verified traveler stayed at A-Frame Cabin Retreat
A-Frame Cabin Retreat

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