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.

Swissotel - Chicago

Downtown Chicago

per person

May 9 - May 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

May 15 - May 18

found 8 hours ago

Roundtrip flight included

Detroit (DTW) 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.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

per person

May 15 - May 18

found 8 hours ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

May 15 - May 18

found 8 hours ago

Roundtrip flight included

Detroit (DTW) 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

Save 100% on your flight

per person

May 15 - May 18

found 8 hours ago

Roundtrip flight included

Detroit (DTW) 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.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

per person

May 30 - Jun. 2

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

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

Frequently asked questions

How much are vacation packages to Simmons Island Beach?

Check out Travelocity’s unbeatable CA $554 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 $140

CA $159 total

includes taxes & fees

13 Apr - 14 Apr

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.

Parking included

Free WiFi

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

7011 122nd Ave, Kenosha, WI

Free cancellation

CA $120

CA $137 total

includes taxes & fees

3 Apr - 4 Apr

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 Bristol Oaks Golf Club are located nearby.

Pool

Hot tub

Best Western Executive Inn Kenosha/Pleasant Prairie

7220 122nd Ave, Kenosha, WI

Free cancellation

Reserve now, pay when you stay

CA $120

CA $136 total

includes taxes & fees

8 Apr - 9 Apr

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 Bristol Oaks Golf Club are located nearby.

Pool

Hot tub

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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.