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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,221, price is now CA $812 per person
CA $812
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Nice staff, easy check-in, and about an 8 minute walk to red line which can get you all over town. No complaints about our stay.

Reviewed on Jul 18, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,336, price is now CA $945 per person
CA $945
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,435 reviews)
Great experience the staff was super friendly and the hotel location was just amazing right in downtown Chicago. I will definitely be staying there again..

Reviewed on Jul 18, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $3,157, price is now CA $2,244 per person
CA $2,244
per person
Oct 8 - Oct 12
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,409, price is now CA $1,008 per person
CA $1,008
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing place

Reviewed on Jul 18, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,641, price is now CA $1,175 per person
CA $1,175
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (135 reviews)

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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 21 to Jul 22
CA $251
CA $316 total
Jul 21 - Jul 22
includes taxes & fees
9.2/10 Wonderful! (1,367 reviews)
"staff was great, nice outdoor pool. Nice balcony overlooking the lake. New restaurant and the bagel place were also good."

Reviewed on Jul 18, 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 $201 per night from Aug 3 to Aug 4
CA $201
CA $260 total
Aug 3 - Aug 4
includes taxes & fees
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 $209 per night from Aug 18 to Aug 19
CA $209
CA $238 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Love great wolf lodges! This was a good one :)"

Reviewed on Jul 18, 2026

Great Wolf Lodge Illinois
See all 1,103 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.
All Inclusive Vacations
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Beach Vacations
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Frequently asked questions

How much does a Ringwood vacation package cost?
You'll find cheap prices from CA $812 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.