Exclusive Simmons Island Beach Vacation Deals

Simmons Island Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
Price was CA $868, price is now CA $680 per person
CA $680
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,750, price is now CA $1,161 per person
CA $1,161
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,287, price is now CA $888 per person
CA $888
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
Downtown Chicago
Price was CA $1,954, price is now CA $1,461 per person
CA $1,461
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hotel Arista

Hotel Arista

4.5 out of 5
Price was CA $1,217, price is now CA $946 per person
CA $946
per person
May 24 - May 29
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Naperville. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Topgolf and Odyssey Fun World are located nearby.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was CA $1,091, price is now CA $853 per person
CA $853
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

Frequently asked questions

How much are vacation packages to Simmons Island Beach?
Check out Travelocity's unbeatable CA $680 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

Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

2.5 out of 5
7220 122nd Ave Kenosha WI
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $135 total
Mar 22 - Mar 23
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
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

2.5 out of 5
7011 122nd Ave Kenosha WI
Free cancellation
The price is CA $109 per night
CA $109
CA $123 total
Mar 29 - Mar 30
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 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.
Pool
Hot tub
Americas Best Value Inn & Suites Racine

Americas Best Value Inn & Suites Racine

2 out of 5
5419 Durand Ave Mount Pleasant WI
Free cancellation
Reserve now, pay when you stay
The price is CA $101 per night
CA $101
CA $114 total
Mar 12 - Mar 13
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
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.