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.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

per person

Dec. 13 - Dec. 18

found 13 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hilton Chicago

Downtown Chicago

per person

Dec. 13 - Dec. 18

found 13 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.

W Chicago - Lakeshore

Downtown Chicago

per person

Dec. 13 - Dec. 18

found 13 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.

Hilton Chicago/Northbrook

per person

Dec. 29 - Jan. 3

found 7 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this hotel in Northbrook. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Trail Nature Center and Camp Pine Woods are located nearby.

Level Chicago – Old Town

Downtown Chicago

per person

Dec. 14 - Dec. 20

found 13 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hyatt Centric The Loop Chicago

Downtown Chicago

per person

Dec. 13 - Dec. 18

found 13 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Simmons Island Beach?

Check out Travelocity’s unbeatable CA $679 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

The Stella Hotel & Ballroom

5706 8th Ave, Kenosha, WI

Free cancellation

Reserve now, pay when you stay

CA $137

CA $155 total

includes taxes & fees

1 Dec - 2 Dec

Stay at this 3.5-star business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dinosaur Discovery Museum and Alpaca Art are located nearby.

Best Western Executive Inn Kenosha/Pleasant Prairie

7220 122nd Ave, Kenosha, WI

Free cancellation

Reserve now, pay when you stay

CA $101

CA $114 total

includes taxes & fees

21 Nov - 22 Nov

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 Pleasant Prairie RecPlex are located nearby.

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

7011 122nd Ave, Kenosha, WI

Free cancellation

CA $117

CA $133 total

includes taxes & fees

19 Nov - 20 Nov

Book a stay at this business-friendly hotel in Kenosha. 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 Pleasant Prairie RecPlex are located nearby.

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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.