Ringwood Vacation Packages
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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.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $1,769, price is now CA $1,257 per person
CA $1,257
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
Great place to stay and excellent breakfast choices
Reviewed on May 14, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,271, price is now CA $1,438 per person
CA $1,438
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.
Reviewed on May 18, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $3,275, price is now CA $2,074 per person
CA $2,074
per person
Jul 31 - Aug 5
found 24 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Walls are paper thin. We literally heard snoring all night from the room next to us. Also, the smell of cigarette smoke kept coming into our room.
Rooms were nice and clean. The view was 🔥.
Reviewed on May 23, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,988, price is now CA $1,971 per person
CA $1,971
per person
Jul 31 - Aug 5
found 24 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Super location, good crowd of staff and fellow travellers. Smells great!
Reviewed on May 24, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $4,234, price is now CA $3,009 per person
CA $3,009
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
Excellent hotel and close to restaurants and shopping. Very clean.
Reviewed on May 24, 2026
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 $171 per night from May 27 to May 28
CA $171
CA $225 total
May 27 - May 28
includes taxes & fees
9.2/10 Wonderful! (1,343 reviews)
"Happy"
Reviewed on May 25, 2026
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from May 31 to Jun 1
CA $179
CA $235 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,887 reviews)
"Would come again"
Reviewed on May 24, 2026
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from May 27 to May 28
CA $226
CA $258 total
May 27 - May 28
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Clean room. Extremely friendly and helpful staff. Very family friendly. Overall a great experience."
Reviewed on May 23, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
