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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Winslow B&B

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Recommended hotels in Winslow

Darlington Inn
Family dining

Darlington Inn

2.0 star property
8.6 out of 10, Excellent, (408)
"It was a great place for a quick overnight stay"
The price is CA $109
CA $119 total
includes taxes & fees
Aug 24 - Aug 25
Darlington Inn
Super 8 by Wyndham Monroe WI
Exterior

Super 8 by Wyndham Monroe WI

2.0 star property
8.8 out of 10, Excellent, (760)
"Really a pleasant stay with quiet room and good breakfast."
The price is CA $99
CA $108 total
includes taxes & fees
Sep 7 - Sep 8
Super 8 by Wyndham Monroe WI
AmericInn by Wyndham Monroe
Indoor pool

AmericInn by Wyndham Monroe

2.5 star property
8.8 out of 10, Excellent, (362)
"Decent hotel for price. Would stay again. "
The price is CA $156
CA $171 total
includes taxes & fees
Sep 7 - Sep 8
AmericInn by Wyndham Monroe
Baymont by Wyndham Freeport
Indoor pool

Baymont by Wyndham Freeport

2.5 star property
8.0 out of 10, Very good, (678)
"Property was clean and close to highway."
The price is CA $129
CA $143 total
includes taxes & fees
Sep 17 - Sep 18
Baymont by Wyndham Freeport
Country Inn & Suites by Radisson, Freeport, IL
Lobby

Country Inn & Suites by Radisson, Freeport, IL

2.5 star property
9.0 out of 10, Wonderful, (804)
"this hotel is the best to offer in this city"
The price is CA $155
CA $172 total
includes taxes & fees
Sep 7 - Sep 8
Country Inn & Suites by Radisson, Freeport, IL
Hampton Inn Freeport
Reception

Hampton Inn Freeport

2.5 star property
8.8 out of 10, Excellent, (441)
"Close to some bars and easy to walk around. "
The price is CA $151
CA $168 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Freeport
Super 8 by Wyndham Freeport
Room, 2 Double Beds, Non Smoking

Super 8 by Wyndham Freeport

2.0 star property
6.8 out of 10, (334)
"Friendly staff, clean room , loved the shower . It was the perfect budget place to sleep for 2 nights and move on with our trip "
The price is CA $113
CA $126 total
includes taxes & fees
Sep 17 - Sep 18
Super 8 by Wyndham Freeport
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Interior

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

2.5 star property
10.0 out of 10, Exceptional, (2)
"Out of half a dozen or so cabin rentals, this one is the absolute best. It's clean, uncluttered, quiet, and huge! Water was hot, heater worked really well (it was a very cold week) and the kitchen worked well. Beds were comfy too. I can't say enough good things about this place!"
The price is CA $135
CA $435 total
includes taxes & fees
Aug 21 - Aug 22
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
🏠 Charming A-Frame w/ Mid-Century Vibe 1 Bed/1 Bath near Elizabeth, Illinois🌲
Exterior

🏠 Charming A-Frame w/ Mid-Century Vibe 1 Bed/1 Bath near Elizabeth, Illinois🌲

10.0 out of 10, Exceptional, (2)
"This little A Frame house made for a wonderful, cozy stay for my husband and I on our second honeymoon! The online pictures didn't do this classy house justice! It was very clean, in a quiet neighborhood, good size lot, had everything we could need. Hope to stay here again!"
The price is CA $149
CA $338 total
includes taxes & fees
Aug 21 - Aug 22
🏠 Charming A-Frame w/ Mid-Century Vibe 1 Bed/1 Bath near Elizabeth, Illinois🌲
Peace & Simplicity in a Little Red Cabin on the Farm
Interior

Peace & Simplicity in a Little Red Cabin on the Farm

10.0 out of 10, Exceptional, (3)
"Quiet, clean and absolutely lovely cabin! "
The price is CA $161
CA $200 total
includes taxes & fees
Aug 24 - Aug 25
Peace & Simplicity in a Little Red Cabin on the Farm
Spacious Suite w/ 2 King Beds | Near Trails, Lake & Golf
Exterior

Spacious Suite w/ 2 King Beds | Near Trails, Lake & Golf

9.0 out of 10, Wonderful, (2)
"The hosts are very responsive. The room is clean and decorated nicely. Overall, we would recommend."
The price is CA $113
CA $231 total
includes taxes & fees
Aug 21 - Aug 22
Spacious Suite w/ 2 King Beds | Near Trails, Lake & Golf
Hamilton Goebel House 816 E Louisa St Darlington Wi
Fridge, microwave, oven, stovetop

Hamilton Goebel House 816 E Louisa St Darlington Wi

9.8 out of 10, Exceptional, (42)
"The owners were very helpful. The property on the inside was very clean. The yard was overgrown and needed attention."
The price is CA $123
CA $314 total
includes taxes & fees
Aug 26 - Aug 27
Hamilton Goebel House 816 E Louisa St Darlington Wi
Beautiful two story, downtown home, one block from the Square,
Fridge, microwave, oven, stovetop

Beautiful two story, downtown home, one block from the Square,

10.0 out of 10, Exceptional, (31)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is CA $261
CA $450 total
includes taxes & fees
Sep 17 - Sep 18
Beautiful two story, downtown home, one block from the Square,
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Interior

MJ's Penthouse ,a piece of paradise on Monroe's historic square

10.0 out of 10, Exceptional, (95)
"Had a great stay for St Pats Parade!"
The price is CA $269
CA $375 total
includes taxes & fees
Aug 27 - Aug 28
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Outdoor spa tub

Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

10.0 out of 10, Exceptional, (4)
"We had 14 people stay for a business retreat. Each had their own bedroom and bathroom. We gathered in the great room for our meeting, experienced cooking together and a ‘family dinner’ around the big table. We hiked as our activity and enjoyed a bonfire too. We went into galena one evening for dinner - just a quick 20 minute drive. We enjoyed our short stay and would consider returning."
The price is CA $4,830
CA $8,577 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Full Retreat 2 Motel Style Rooms l 4 beds
Exterior

Full Retreat 2 Motel Style Rooms l 4 beds

6.0 out of 10, (1)
"The issue I had, which I shared with the owner was that from the description, add on services available, and photos we thought we were renting an entire place for a short friends reunion weekend. The description was a vacation home on a lake and it is 2 bedrooms with bathrooms under a real estate office. The coffee maker and fridge are in the bathroom. The area is quiet and nice, its about 30 min to Galena, which was where we went each day. There is a marina, a pool, and a beach close but...
The price is CA $226
CA $459 total
includes taxes & fees
Aug 21 - Aug 22
Full Retreat 2 Motel Style Rooms l 4 beds
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory
Exterior

Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

9.8 out of 10, Exceptional, (45)
"The two homes were very clean. The art studio was great for our “dance party!”Beautiful and wonderful time!!"
The price is CA $1,649
CA $2,884 total
includes taxes & fees
Aug 24 - Aug 25
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory
NOTHING FINER, Luxury, pool, golf, animals, ten mile views near galena territory
Fridge, microwave, oven, stovetop

NOTHING FINER, Luxury, pool, golf, animals, ten mile views near galena territory

10.0 out of 10, Exceptional, (5)
"We loved our stay! We had a large group and there was plenty of space for everyone to spread out and relax. The hot tub is very large and half of it is a jetted swim area which was cool. We loved sitting in the hottub and looking out at the views. We made all of our meals at the house and the kitchen was well-stocked. We would absolutely stay here again. "
The price is CA $2,211
CA $3,659 total
includes taxes & fees
Sep 11 - Sep 12
NOTHING FINER, Luxury, pool, golf, animals, ten mile views near galena territory
Ranch style farmhouse lodging with upper and lower bedrooms, one and half bath
Terrace/patio

Ranch style farmhouse lodging with upper and lower bedrooms, one and half bath

The price is CA $381
CA $583 total
includes taxes & fees
Aug 31 - Sep 1
Ranch style farmhouse lodging with upper and lower bedrooms, one and half bath
House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails
Outdoor spa tub

House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails

9.8 out of 10, Exceptional, (15)
"Such an awesome spot not far from Chestnut. Will be back. "
The price is CA $725
CA $1,492 total
includes taxes & fees
Sep 3 - Sep 4
House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails
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

AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

10/10 Excellent
"Nice place to stay. We didn't like that you rent out the pool so it was full of kids and families that were not staying at the hotel. We tried using the pool and hot tub but it was so loud with kids we left. One of the reason we stayed was so we could use the pool and hot tub. Kitchen lady was lovely!! Good breakfast."
Tressa 1-night trip
Posted 1 day ago
AmericInn by Wyndham Monroe