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.

Arlo Chicago

Downtown Chicago

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Level Chicago – Old Town

Downtown Chicago

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. 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

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) 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.

Hotel Riu Plaza Chicago

Downtown Chicago

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

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

Level Chicago - River North

Downtown Chicago

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) 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.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Frequently asked questions

How much are vacation packages to Simmons Island Beach?

Check out Travelocity's unbeatable CA $1,582 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 $107

CA $122 total

Aug 12 - Aug 13

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 Pleasant Prairie RecPlex are located nearby.

Breakfast included

Pet-friendly

Americas Best Value Inn & Suites Racine

5419 Durand Ave, Mount Pleasant, WI

Free cancellation

Reserve now, pay when you stay

CA $107

CA $121 total

Aug 10 - Aug 11

includes taxes & fees

Book a stay at this business-friendly hotel in Mount Pleasant. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Regency Mall and Stewart-McBride Park 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 $134

CA $159 total

Aug 10 - Aug 11

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

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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.