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Top 10 Winslow hotels and places to stay

WorldMark Galena
2.5 star property
8.8 out of 10, Excellent, 220 reviews
"We got a free bottle of wine and free room upgrade! The rooms were clean and the jetted tub and fireplace were wonderful! The pool hot tub and game room were very nice and fun!"
WorldMark Galena
Country Inn & Suites by Radisson, Stockton, IL
2.5 star property
8.6 out of 10, Excellent, 485 reviews
"Pool hours not very accomadationg"
The price is £59
per night
16 Jun - 17 Jun
Country Inn & Suites by Radisson, Stockton, IL
Darlington Inn
2.0 star property
8.4 out of 10, Very good, 334 reviews
"Stayed here while in Darlington to ride ATV trails. Very easy, comfortable, and pleasant. Appreciated the full size coffee pot and small refrigerator. Very clean everywhere and well maintained. We felt safe leaving our machine and trailer in the large well lit parking lot. We will definitely be back!"
The price is £77
per night
11 Jun - 12 Jun
Darlington Inn
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Two Bedroom Apartment- Close to Chestnut Mountain!
8.4 out of 10, Very good, 15 reviews
"Very clean and spacious apartment in the center of downtown Elizabeth. Wr had a lovely time The only challenge was intermittent internet access which made streaming movies/tv and phone usage a challenge. Recommended if you want to unplug!"
Two Bedroom Apartment- Close to Chestnut Mountain!
Summer w/us @ Green View Getaway! King Bed, Dog Friendly, Walking Trails
9.6 out of 10, Exceptional, 73 reviews
"We stayed in a 3 unit cono in The Galena Territory. A nice development with 4 golf courses and ammenities too numerous to mention. The unit itself was very nice, easy to access, well appointed and reasonable in price. My wife and I enbjoyed our stay and we recommend the property and location. We would return for another get away in the future.."
Summer w/us @ Green View Getaway! King Bed, Dog Friendly, Walking Trails
Studio 1321 at Longhollow Point Inn
9.4 out of 10, Exceptional, 57 reviews
"Very nice room, nice amenities, quiet and a quiet area. Not far from downtown Galena . Elevator broken FYI but that's not on owner since they don't own building. Nice staff. Would recommend."
Studio 1321 at Longhollow Point Inn
Cozy Villa - Wooded View, Coffee Bar
9.8 out of 10, Exceptional, 37 reviews
"Cozy condo With great accommodations"
The price is £300
per night
15 Jun - 16 Jun
Cozy Villa - Wooded View, Coffee Bar
2 bdrm, 2 bath Condo
8.8 out of 10, Excellent, 37 reviews
"Other than running out of toilet paper (no big deal. We ran to Walmart) we enjoyed our stay."
2 bdrm, 2 bath Condo
Popular 2-story End Unit Townhome with Awesome Views. One bedroom per level.
9.2 out of 10, Wonderful, 134 reviews
"We had an enjoyable stay"
Popular 2-story End Unit Townhome with Awesome Views. One bedroom per level.
HOT TUB Beautiful home, great views, easy access to downtown and Territory
10.0 out of 10, Exceptional, 35 reviews
"This property is beautiful and well maintained! Spacious and spotless! Beautiful location and many amenities. Will come call for sure!!"
The price is £442
per night
11 Jun - 12 Jun
HOT TUB Beautiful home, great views, easy access to downtown and Territory
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
10.0 out of 10, Exceptional, 51 reviews
"This place was very nice and cozy. We had a little mix up when we first arrived but the owner and cleaning lady were really nice and great and got things taken care of right away which we appreciated. The trails are super close and we took our dogs on lots of walks. The location was very close to the golf resort if you’re a golfer and just to drive around the scenery was amazing. I would definitely stay here again."
The price is £306
per night
17 Jun - 18 Jun
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
Perfect Get away - private, updated home in The Galena Territory
10.0 out of 10, Exceptional, 117 reviews
"This home was so well maintained. I love the little things like having everything labeled and instructions for the heating and cooling system. We also appreciated the quality of the kitchen/cooking tools (pots/pans etc.) and the mattress. This house lacked absolutely nothing! The owner kept great contact with us. We really enjoyed this home."
The price is £354
per night
12 Jun - 13 Jun
Perfect Get away - private, updated home in The Galena Territory
Beautiful Lakehouse with private dock on Apple Canyon Lake!
9.8 out of 10, Exceptional, 88 reviews
"Great location and house. Perfect for us as a couple looking to getaway and relax alone."
The price is £460
per night
8 Jul - 9 Jul
Beautiful Lakehouse with private dock on Apple Canyon Lake!
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
9.8 out of 10, Exceptional, 153 reviews
"Our stay was nothing short of amazing. The entire stay was absolutely what we all needed. We felt right at home with how beautifully the place is maintained and the love that is put into making this space feel like a safe haven."
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
THE CABIN AT THE RANCH, AKA THE LOVE SHACK - PRIVATE, CLOSE TO GALENA
10.0 out of 10, Exceptional, 3 reviews
"It was a fun little cabin! It had everything we needed and nothing we didn't. We were greeted by cows for coffee in the morning and enjoying fire at night. We enjoyed being off the beaten path and yet still close to Gelena. If you want privacy and a little adventure, this is the spot!"
THE CABIN AT THE RANCH, AKA THE LOVE SHACK - PRIVATE, CLOSE TO GALENA
Carefree retreat next to 4 Golf Courses and endless amenities are yours!
9.8 out of 10, Exceptional, 13 reviews
"Host was incredibly nice and responsive. Condo was exactly as listed. Everything was clean with plenty of towels, body wash, shampoo, conditioner, face wash, and lotion. All kitchen and cooking utensils provided with several seasonings as well. Highly recommend, exceptional value for the price!"
The price is £279
per night
17 Jun - 18 Jun
Carefree retreat next to 4 Golf Courses and endless amenities are yours!
BEST Summer Getaway! King Bed-Fireplace- Access 2 Pools at Owners Club!
9.6 out of 10, Exceptional, 344 reviews
"Clean! Exactly as described. Owner responds quickly. Sure wish we had known there wasn’t tissue in unit. Silly but it was inconvenient. But…tissue or not we’d stay here again in a heartbeat!"
BEST Summer Getaway! King Bed-Fireplace- Access 2 Pools at Owners Club!
2 Bedroom + Loft, 2 bath house in The Galena Territory.
9.0 out of 10, Wonderful, 127 reviews
"Use of the Eagle Ridge owners club indoor and outdoor pool was great for our kids! Easy drive to cute downtown Galena too. This property is very dated but that was reflected accurately in the listing. Our only complaint was it had a lot of dust bunnies, dirty floor boards, and dead bugs in corners. Needs a thorough cleaning."
2 Bedroom + Loft, 2 bath house in The Galena Territory.
Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location
9.6 out of 10, Exceptional, 62 reviews
"We enjoyed our stay at the log cabin. The accommodations were as advertised. The owners were very responsive to questions. The exterior of the property needed its spring cleanup and then it would have looked like the photos. The screen was torn out of the back entry to the porch. There was hair in the main floor sheets. We really liked sitting on the porch and even got a visit from a fox on our last morning!"
Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location
NEW! | Cozy & Secluded Retreat | Hot Tub & Firepit
10.0 out of 10, Exceptional, 1 review
"Love the outside deck for relaxing with morning coffee."
The price is £311
per night
12 Jun - 13 Jun
NEW! | Cozy & Secluded Retreat | Hot Tub & Firepit
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Frequently asked questions

Where is the best place for a stay in Winslow?

Located 14.3 mi (23 km) from the heart of Winslow, Country Inn & Suites by Radisson, Stockton, 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 Country Inn & Suites by Radisson, Freeport, IL. See all available top hotels, or vacation rentals in Winslow.

What are some of the best holiday rentals that Winslow has to offer?

Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table: This holiday home rental outside of Winslow is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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.

What are some accommodation options with pools in Winslow?

Country Inn & Suites by Radisson, Freeport, IL: Features free self-parking, an indoor pool and free WiFi. Baymont by Wyndham Freeport and Hampton Inn Freeport are a couple of other choices that offer an on-site pool. View all hotels with pools in Winslow.

How is it staying in Winslow?

Travellers to Winslow will find plenty to explore and enjoy. There are 89 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, SplashLand Family Water Park and Historic Cheesemaking Center. You'll also find Minhas Craft Brewery and Apple River Canyon State Park 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, April, December and March, with each month seeing an average of 22 cm of snowfall.

Winslow Hotel Reviews
Expedia verified reviews