Simmons Island Beach Vacation Deals: Simmons Island Beach, Downtown Kenosha Holidays

Simmons Island Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Prospect Heights by IHG

CA $695

per person

Dec 21 - Dec 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 3-star business-friendly hotel in Prospect Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rob Roy Golf Course and Northbrook Sports Complex are located nearby.

The Westin Michigan Avenue Chicago

Downtown Chicago

CA $1,174

per person

Dec 25 - Dec 31

found 24 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Park Hyatt Chicago

Downtown Chicago

CA $1,497

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,785

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

CA $746

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions United Center and Chicago Riverwalk are located nearby.

DoubleTree by Hilton Chicago - Alsip

CA $754

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (MDW)

Stay at this 4-star business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Park and Gaelic Park are located nearby.

Frequently asked questions

How much are vacation packages to Simmons Island Beach?

Check out Travelocity's unbeatable CA $695 Simmons Island Beach package deal. With all the cash you save on your hotel stay and flights, you'll be able to treat yourself to wining, dining and unforgettable local experiences. Simmons Island Beach, here you come!

Where can I get the best vacation package deals for Simmons Island Beach?

Travelocity is here to help you find a terrific Simmons Island Beach package deal. With as many as 400 partner airlines and 665,000 properties across the globe, you're bound to find the perfect combination.

Why should I purchase my Simmons Island Beach vacation bundle with Travelocity?

Whether you're on the hunt for the ultimate unplugged escape or after the fun and excitement of the big smoke, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our professional customer service experts are available for you round-the-clock.

Can I go on vacation to Simmons Island Beach at this time?

We have the local knowledge to ensure your vacation dreams a reality, so before booking a ticket to Simmons Island Beach, take peek at our Covid-19 Travel Advisor. This is where you can discover current info about quarantine policies, travel restrictions and a whole lot more.

Top Simmons Island Beach hotel deals

Days Inn by Wyndham Pleasant Prairie Kenosha

7540 118th Ave, Pleasant Prairie, WI

Free cancellation

Reserve now, pay when you stay

CA $93

CA $105 total

Dec 4 - Dec 5

includes taxes & fees

Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions America's Action Territory Family Fun Park and Cinemark Tinseltown USA Kenosha are located nearby.

Breakfast included

Pet-friendly

Best Western Executive Inn Kenosha/Pleasant Prairie

7220 122nd Ave, Kenosha, WI

Free cancellation

Reserve now, pay when you stay

CA $101

CA $122 total

Dec 9 - Dec 10

includes taxes & fees

Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions America's Action Territory Family Fun Park and Cinemark Tinseltown USA Kenosha are located nearby.

Pool

Hot tub

The Inn on Sheridan

2723 Sheridan Rd, Zion, IL

CA $118

CA $131 total

Nov 17 - Nov 18

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Zion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Unity Park and Platen Press Printing Museum are located nearby.

Breakfast included

Parking included

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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.

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