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.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,051, price is now CA $760 per person
CA $760
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
Friendly staff and rooms are very clean and well maintained

Reviewed on Jul 17, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,466, price is now CA $938 per person
CA $938
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Great location, clean room, super quiet hotel, great staff. Definitely recommend!

Reviewed on Jul 17, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,653, price is now CA $1,151 per person
CA $1,151
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,136 reviews)
Excellent location. Staff very nice. Room big and bed very comfortable. But noisy. As is all of Chicago. Trying to sell in room soap products for exorbitant prices tachy as hell. Rooftop lounge had sadly very short hours and limited open days. Seems a shame to waste such an opportunity.

Reviewed on Jul 14, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,884, price is now CA $1,313 per person
CA $1,313
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,578, price is now CA $1,110 per person
CA $1,110
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!

Reviewed on Jul 17, 2026

Ready to book your vacation to Ringwood?

 

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Ringwood Hotel Deals

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Jul 19 to Jul 20
CA $251
CA $317 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,364 reviews)
"Nice room with beautiful view. Love th sink in room and shower. Balcony is great"

Reviewed on Jul 17, 2026

Harbor Shores on Lake Geneva
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Aug 17 to Aug 18
CA $198
CA $255 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,936 reviews)
"We checked in early and was told our room was not available, but that we would be texted. We never received a text and at 4:05 PM attempted to check in again. We were told our room needed to have a final inspection and we would be notified by text in five minutes or so. 45 minutes later I went to ..."

Reviewed on Jul 17, 2026

Abbey Resort and Avani Spa
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
The price is CA $230 per night from Aug 17 to Aug 18
CA $230
CA $262 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Good family fun clean nice"

Reviewed on Jul 17, 2026

Great Wolf Lodge Illinois
See all 1,102 properties in Ringwood
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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Frequently asked questions

How much does a Ringwood vacation package cost?
You'll find cheap prices from CA $760 on Expedia for your Ringwood break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Ringwood costs.
What are the cheapest months to go to Ringwood?
You can generally find reduced prices and better availability in January, February and March. Explore our cheap Ringwood vacation packages and you could get some great off-season deals.
How many days is enough for Ringwood?
We'd recommend booking a Ringwood vacation for at least 2 days. This will give you enough time to visit key attractions such as McCullom Lake and Jet Funn, and also check out neighbourhoods like Spring Grove and Greenwood. You might even be able to fit in a day trip outside of Ringwood.
How to find the best Ringwood package deals?
Start your search for a Ringwood package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Ringwood package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Ringwood escape underway.
Is it cheaper to book a Ringwood vacation as a package?
You can enjoy significant savings on your next Ringwood break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Ringwood?
If you're planning a spur-of-the-moment Ringwood vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Ringwood?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Ringwood.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may arise during your trip to Ringwood.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Ringwood. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Ringwood vacation package.

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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.