Exclusive Simmons Island Beach Vacation Deals

Simmons Island Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Forest Glen
Price was $411, price is now $311 per person
$311
per person
Apr 15 - Apr 20
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Free self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Express check-out and a safe deposit box are also provided.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $630, price is now $423 per person
$423
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was $452, price is now $332 per person
$332
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-in are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $801, price is now $596 per person
$596
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Moxy Chicago Downtown

Moxy Chicago Downtown

3 out of 5
Downtown Chicago
Save 100% on your flight
Price was $427, price is now $319 per person
$319
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a snack bar/deli, and a grocery/convenience store are also on offer.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,573, price is now $1,191 per person
$1,191
per person
Apr 19 - Apr 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Frequently asked questions

How much are vacation packages to Simmons Island Beach?
Check out Travelocity's unbeatable $311 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 1,000,000 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.

Top Simmons Island Beach hotel deals

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
5706 8th Ave Kenosha WI
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $152 total per night
$152 total
Feb 6 - Feb 7
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Parking included
Free WiFi
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Kenosha WI
A water park and a hot tub are featured at this smoke-free vacation home. Enjoy the gym and conveniences like a garden and laundry facilities.
Hot Tub
Kitchen
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
7540 118th Ave Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $76 total per night
$76 total
Jan 28 - Jan 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly
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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.