Find hotels in Winthrop Harbor, IL from ￥11,700

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Dec 12 - Dec 13
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Dec 13 - Dec 14
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Winthrop Harbor hotels

Double Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Motel Sun Inn

Motel Sun Inn

Motel Sun Inn
2.5 star property
Winthrop Harbor
6.8 out of 10, (276)
"Older hotel , but price was great and rooms clean and comfortable. "
United States
Jody
Motel Sun Inn
Premium bedding, desk, laptop workspace, iron/ironing board
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha
2.5 star property
Pleasant Prairie
8.4 out of 10, Very Good, (355)
"Everything was as expected! I will certainly consider this location again "
United States
Sarah
The price is ￥10,309
￥11,700 total
includes taxes & fees
Dec 22 - Dec 23
Days Inn by Wyndham Pleasant Prairie Kenosha
Gift shop
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom
3.5 star property
Downtown Kenosha
9.4 out of 10, Exceptional, (1001)
"Check in staff was lovely and the bed was super comfortable. "
United States
John
The price is ￥17,723
￥20,115 total
includes taxes & fees
Dec 14 - Dec 15
The Stella Hotel & Ballroom
Room, 2 Double Beds, Non Smoking | In-room safe, desk, iron/ironing board, cribs/infant beds
Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine
2.0 star property
Sturtevant
7.6 out of 10, Good, (668)
"Clean rooms. Felt safe. Will stay here again. "
United States
Anna
The price is ￥9,602
￥10,898 total
includes taxes & fees
Dec 15 - Dec 16
Super 8 by Wyndham Sturtevant/Racine
Premium bedding, in-room safe, desk, laptop workspace
Comfort Inn & Suites Kenosha-Pleasant Prairie

Comfort Inn & Suites Kenosha-Pleasant Prairie

Comfort Inn & Suites Kenosha-Pleasant Prairie
3.0 star property
Kenosha
8.4 out of 10, Very Good, (1003)
"Great all ways stay there lil second home "
United States
Mutee
The price is ￥12,260
￥13,915 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Kenosha-Pleasant Prairie
Exterior
Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie
2.5 star property
Kenosha
8.8 out of 10, Excellent, (1005)
"Food was great!"
United States
dorn
The price is ￥11,233
￥13,526 total
includes taxes & fees
Dec 22 - Dec 23
Best Western Executive Inn Kenosha/Pleasant Prairie
Breakfast, lunch, dinner served; American cuisine
Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha
4.0 star property
Pleasant Prairie
8.8 out of 10, Excellent, (953)
"Staff was nice room was clean and it was very quiet"
United States
Ciara
The price is ￥14,535
￥16,497 total
includes taxes & fees
Dec 22 - Dec 23
Doubletree by Hilton Pleasant Prairie Kenosha
Lobby
Hilton Garden Inn Lake Forest Mettawa

Hilton Garden Inn Lake Forest Mettawa

Hilton Garden Inn Lake Forest Mettawa
3.0 star property
Lake Forest
9.0 out of 10, Wonderful, (1000)
"Very curteous staff and terrific rooms!"
United States
Laura
The price is ￥17,912
￥19,879 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hilton Garden Inn Lake Forest Mettawa
Standard Room, 2 Queen Beds, Non Smoking | Premium bedding, memory foam beds, desk, blackout drapes
Clarion Pointe Racine - Mount Pleasant

Clarion Pointe Racine - Mount Pleasant

Clarion Pointe Racine - Mount Pleasant
2.5 star property
Mount Pleasant
8.4 out of 10, Very Good, (1001)
"Nice stay"
United States
Kimberly
The price is ￥10,192
￥11,568 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Clarion Pointe Racine - Mount Pleasant
Exterior
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie
2.5 star property
Pleasant Prairie
9.2 out of 10, Wonderful, (673)
"THE BREAKFAST STAFF….GREAT FRONT DESK STAFF Wonderful….PARKING LOT CLEARED OF SNOW QUICKLY…GREAT EXPERIENCE "
United States
Barbara
The price is ￥14,406
￥16,351 total
includes taxes & fees
Dec 22 - Dec 23
Fairfield Inn & Suites Kenosha Pleasant Prairie
Property amenity
SpringHill Suites by Marriott Kenosha

SpringHill Suites by Marriott Kenosha

SpringHill Suites by Marriott Kenosha
2.5 star property
Kenosha
9.6 out of 10, Exceptional, (377)
"very friendly staff and room was very neat and clean"
United States
Steve
The price is ￥15,704
￥17,825 total
includes taxes & fees
Dec 28 - Dec 29
SpringHill Suites by Marriott Kenosha
Property entrance
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG
2.5 star property
Pleasant Prairie
8.8 out of 10, Excellent, (540)
"The room was clean & cool, plenty of space in the room and staff was friendly "
United States
Sherri
The price is ￥13,244
￥15,032 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG
Free daily on-the-go breakfast
Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie
2.0 star property
Pleasant Prairie
6.6 out of 10, (1001)
"Nice and quiet "
United States
Alex
The price is ￥10,884
￥12,353 total
includes taxes & fees
Dec 14 - Dec 15
Super 8 by Wyndham Kenosha/Pleasant Prairie
Exterior
Antioch Hotel & Suites

Antioch Hotel & Suites

Antioch Hotel & Suites
3.0 star property
Antioch
9.0 out of 10, Wonderful, (467)
"Nice room and very friendly staff."
United States
Ronald
The price is ￥16,092
￥17,859 total
includes taxes & fees
Dec 14 - Dec 15
Antioch Hotel & Suites
Standard Room, 2 Queen Beds | 1 bedroom, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Great Lakes Naval Base

Days Inn by Wyndham Great Lakes Naval Base

Days Inn by Wyndham Great Lakes Naval Base
2.0 star property
North Chicago
7.2 out of 10, Good, (1002)
"Great staff, very attentive. "
United States
Stacee
The price is ￥8,484
￥9,797 total
includes taxes & fees
Dec 28 - Dec 29
Days Inn by Wyndham Great Lakes Naval Base
Exterior
Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI

Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI

Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI
2.5 star property
Mount Pleasant
8.8 out of 10, Excellent, (1002)
"It was very clean "
United States
Tiffany
The price is ￥11,755
￥14,120 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI
Exterior
Wyndham Garden Kenosha Harborside

Wyndham Garden Kenosha Harborside

Wyndham Garden Kenosha Harborside
3.5 star property
Downtown Kenosha
7.8 out of 10, Good, (1002)
"Everything was spot on clean friendly conveniently located within walking distance to bars and restaurants and the view is amazing. "
United States
Misty
The price is ￥15,704
￥17,824 total
includes taxes & fees
Dec 14 - Dec 15
Wyndham Garden Kenosha Harborside
Exterior
Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG
3.5 star property
Vernon Hills
8.4 out of 10, Very Good, (1005)
"The room was clean and the staff was very friendly."
United States
Scott
The price is ￥15,269
￥16,945 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hotel Indigo Chicago-Vernon Hills by IHG
Lobby sitting area
My Place Hotel - Mount Pleasant

My Place Hotel - Mount Pleasant

My Place Hotel - Mount Pleasant
3.0 star property
Mount Pleasant
8.8 out of 10, Excellent, (451)
"Good clean room. Thank you"
United States
Robert
The price is ￥12,455
￥14,136 total
includes taxes & fees
Dec 21 - Dec 22
My Place Hotel - Mount Pleasant
Exterior
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
2.0 star property
Mount Pleasant
8.2 out of 10, Very Good, (445)
"Cordial and helpful staff. Clean, updated rooms. Decent breakfast. Very nice pool. "
United States
Kathleen
The price is ￥9,656
￥10,961 total
includes taxes & fees
Dec 21 - Dec 22
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
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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Stay near popular Winthrop Harbor attractions

North Point Marina

Explore the waterfront in Winthrop Harbor with a trip to North Point Marina. While you're in the area, stroll along the beaches.
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North Point Marina Beach

Why not spend a lazy afternoon at North Point Marina Beach during your trip to Winthrop Harbor? While you're in the area, stroll along the beaches.
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Learn more about Winthrop Harbor

North Point Marina offers the largest recreational harbor on Lake Michigan with sailing excursions and waterfront dining. Visitors can enjoy fishing charters, beach picnics, and scenic trails at the adjacent Illinois Beach State Park.

See all hotels in Winthrop Harbor
Lake Michigan showing a bay or harbor

Top Winthrop Harbor Hotel Reviews

Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

10/10 Excellent
"Very clean rooms, front desk answered all questions. Good breakfast "
Ronald 3-night trip
Posted 1 day ago
Best Western Executive Inn Kenosha/Pleasant Prairie

More cheap stays in Winthrop Harbor

Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

7540 118th Ave Pleasant Prairie WI
The price is ￥10,309 per night from Dec 22 to Dec 23
￥10,309
￥11,700 total
Dec 22 - Dec 23
includes taxes & fees
8.2/10 Very Good! (351 reviews)

Frequently asked questions

What's the best place for a stay in Winthrop Harbor?
Expedia customers give high marks to Motel Sun Inn. Another favorite option for your trip based on reviews is LA VILLA MOTEL. See all available top hotels, or vacation rentals in Winthrop Harbor.
What are some of the best vacation rentals in Winthrop Harbor?
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This vacation home rental outside of Winthrop Harbor is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Winthrop Harbor.
If I need to cancel my hotel reservation in Winthrop Harbor, will I receive a refund?
Yes, most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winthrop Harbor.
Where can I learn more about changing or cancelling my trip to Winthrop Harbor?
For more information about picking new dates or cancelling your trip to Winthrop Harbor, click here.
What are some accommodations with pools in Winthrop Harbor?
La Quinta Inn & Suites by Wyndham Chicago Gurnee: Hotel located near Six Flags Great America. Provides continental, an indoor pool, and free self parking. Sonesta ES Suites Chicago Waukegan Gurnee and Hampton Inn & Suites Chicago Waukegan are a couple of other choices that offer an onsite pool. View all hotels with pools in Winthrop Harbor.
What is the best hotel near O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
What's it like to stay in Winthrop Harbor?
Visitors can enjoy all that Winthrop Harbor has to offer including the beaches and restaurants. This city also attracts tourists with its welcoming locals. A top sight in the city is Lake Michigan. In Winthrop Harbor, there are 5 hotels and other accommodations to choose from. Find out more about Winthrop Harbor.
What should I do while I'm visiting Winthrop Harbor?
The picturesque setting of Lake Michigan and North Point Marina Beach exemplify the area's natural beauty. Additionally, you'll find Naval Base Great Lakes in the area. Check out what more to see and do in Expedia's Winthrop Harbor guide.
How should I get around Winthrop Harbor?
If you want to venture outside of the area, hop on a train at Winthrop Harbor Station. If you want to venture out around the area, you may want a rental car in Winthrop Harbor for your journey.
What's the seasonal weather like in Winthrop Harbor?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. Average annual precipitation for Winthrop Harbor is 41 inches.

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