Winslow Holidays from £1,042

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Your Winslow Holiday

Memorable adventures await when you reserve a holiday package to Winslow. Whether you're a foodie, history buff or just a traveller who loves to discover new places, there's something for everyone in this awesome city. Any trip to Winslow has to include a little sightseeing. Lake Le Aqua Na State Park is a great place to begin exploring. Stop daydreaming and start travelling. Check out the range of options on Expedia today and put your Winslow holiday plans into motion!

Top Winslow Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Southwest at Burr Ridge
Holiday Inn & Suites Chicago - Downtown by IHG
Sable at Navy Pier Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
Urban Chicago Oasis

Winslow Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Lake Le Aqua Na State Park, Famous Fossil Winery and Stagecoach Golf Course

Top hotels in Winslow

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
The price is £105 per night from 12 Jul to 13 Jul
£105
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (909 reviews)
"The room was amazing and clean. The staff was great and very accommodating. Breakfast was good and a great start to our day. Thet have a swimming pool and jacuzzi and it was very clean. We plan to come back again."

Reviewed on 28 Jun 2026

Country Inn & Suites by Radisson, Freeport, IL
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
The price is £76 per night from 6 Jul to 7 Jul
£76
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very good! (679 reviews)
"The location is great and parking is easy. Lobby was clean and front desk staff very friendly. There was a roped off area in front of the main entrance door and the elevator was broken. The room has been updated, but isn't the cleanest. The main hall carpet is really run down. Our toilet srst was ..."

Reviewed on 27 Jun 2026

Country Inn & Suites by Radisson, Stockton, IL
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
The price is £83 per night from 9 Jul to 10 Jul
£83
9 Jul - 10 Jul
includes taxes & fees
6.8/10 (370 reviews)
"When I checked in, we went to our room and received a text asking if we needed anything, I texted and stated we had no fridge or towels or wash cloths and stated I am a diabetic and I have to store my insulin in the fridge.i never received a response. My husband then called down to the desk after ..."

Reviewed on 16 Jun 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.