Ringwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Ringwood Vacation
When a city getaway is calling, answer it with a vacation package to Ringwood. The neighborhood of Wilmot Mountain Ski Resort, which is good for cafes, bars and pubs and skiing, makes a wonderful base for your adventures. A trip to Ringwood is a wonderful opportunity to see the sights. Be sure to look around popular attractions like McHenry Shores Beach Park, Petersen Park Beach and McCullom Lake. Stop dreaming and start traveling. Explore the broad range of options on Expedia today and put your Ringwood vacation plans into gear!
Top Ringwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $788, price is now CA $477 per person
CA $477
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.
Reviewed on Sep. 4, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,686, price is now CA $1,032 per person
CA $1,032
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Location, cleanliness, and friendly staff
Reviewed on Sep. 7, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $894, price is now CA $580 per person
CA $580
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
Matthew at the front desk was great & he made our stay better than we could’ve expected. The food from the restaurant was amazing (highly recommend the wings) and the bartenders are wonderful! Our room was a dream! 100/10! ⭐️ We will definitely be returning for our next Chicago stay!
Reviewed on Sep. 5, 2025
The Langham, Chicago
Downtown Chicago
Price was CA $1,759, price is now CA $1,171 per person
CA $1,171
per person
Oct 28 - Oct 31
found 18 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug. 12, 2025
Ringwood Hotel Deals
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Sep 8 to Sep 9
CA $184
CA $236 total
Sep 8 - Sep 9
includes taxes & fees
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Sep 23 to Sep 24
CA $187
CA $261 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 $146 per night from Sep 10 to Sep 11
CA $146
CA $197 total
Sep 10 - Sep 11
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.
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
