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

Save 100% on your flight

per person

Jun. 19 - Jun. 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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.

Dorothy's

Lakeview

Save 100% on your flight

per person

Jun. 20 - Jun. 25

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Chicago (ORD)

Stay at this 3-star B&B in Chicago. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located nearby.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Jun. 19 - Jun. 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun. 5 - Jun. 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun. 19 - Jun. 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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.

Hilton Garden Inn Chicago North Shore/Evanston

Save 100% on your flight

per person

Jun. 1 - Jun. 7

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 3.5-star business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Welsh-Ryan Arena and Aragon Ballroom are located nearby.

Frequently asked questions

How much are vacation packages to Simmons Island Beach?

Check out Travelocity’s unbeatable CA $823 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 $141

CA $160 total

includes taxes & fees

20 Apr - 21 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

Wyndham Garden Kenosha Harborside

5125 6th Ave, Kenosha, WI

Free cancellation

Reserve now, pay when you stay

CA $130

CA $147 total

includes taxes & fees

15 Apr - 16 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 helpful staff in our reviews. Popular attractions Kenosha History Center and Elsie Mae's Canning are located nearby.

Pool

Breakfast included

Best Western Executive Inn Kenosha/Pleasant Prairie

7220 122nd Ave, Kenosha, WI

Free cancellation

Reserve now, pay when you stay

CA $121

CA $137 total

includes taxes & fees

9 Apr - 10 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

Don't see what you're looking for?

See all available properties in Simmons Island Beach

View all properties

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.