
Twin Lakes Vacation Packages
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Your Twin Lakes Vacation
Lock in a Twin Lakes vacation package and get set to experience everything this city has to offer. Consider basing yourself in the neighborhood of Camp Lake, which is good for fishing, walking and camping. Your trip to Twin Lakes wouldn't be complete without exploring its well-known attractions, starting with Twin Lakes Private Park Beach. Your Twin Lakes vacation is clicks away. Search hotels, airfares and more on Expedia for an adventure that's tailored to suit your travel style.
Top Twin Lakes Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was CA $1,375, price is now CA $820 per person
CA $820
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025

Park Hyatt Chicago
Downtown Chicago
Price was CA $4,139, price is now CA $2,373 per person
CA $2,373
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug. 10, 2025

Level Chicago – Old Town
Downtown Chicago
Price was CA $3,012, price is now CA $1,767 per person
CA $1,767
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025

The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $2,135, price is now CA $1,256 per person
CA $1,256
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,052 reviews)
Excellent staff very friendly
Reviewed on Aug. 29, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,066, price is now CA $1,229 per person
CA $1,229
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump
Reviewed on Aug. 29, 2025
Twin Lakes Hotel Deals

Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Sep 2 to Sep 3
CA $178
CA $230 total
Sep 2 - Sep 3
includes taxes & fees

Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
The price is CA $177 per night from Sep 23 to Sep 24
CA $177
CA $249 total
Sep 23 - Sep 24
includes taxes & fees

Abbey Resort and Avani Spa
269 Fontana Boulevard, Fontana, WI
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Sep 7 to Sep 8
CA $139
CA $188 total
Sep 7 - Sep 8
includes taxes & fees
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.
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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.