Timberlane Vacations from ￥289,218

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Timberlane Vacation Packages

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 ￥376,564, price is now ￥289,218 per person
￥289,218
per person
Sep 25 - Sep 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,854 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥476,972, price is now ￥328,826 per person
￥328,826
per person
Sep 25 - Sep 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Convenient location.

Reviewed on Jul 26, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥546,898, price is now ￥412,141 per person
￥412,141
per person
Sep 25 - Sep 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Amazing hotel experience. Great location. Super clean and very modern. Staff were extremely helpful, friendly and kind.

Reviewed on Jul 25, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥484,718, price is now ￥373,052 per person
￥373,052
per person
Sep 25 - Sep 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,782 reviews)
Helpful front desk. When an issue arose they were attentive. Decor was very nice

Reviewed on Jul 26, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ￥444,442, price is now ￥343,464 per person
￥343,464
per person
Sep 25 - Sep 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,271 reviews)

Find the Best Timberlane Vacation Packages

Timberlane Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is ￥13,712 per night from Aug 23 to Aug 24
￥13,712
￥15,629 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (1,712 reviews)
"No hot water 3 of the 4 nights we stayed there. Cold showers suck The washer and dryer and the whole laundry room is pure crappy gross walls and machines just looks very low budget. The stairwell Is gross and run down!"

Reviewed on Jul 25, 2026

Baymont by Wyndham Rockford
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

3 out of 5
700 W Riverside Blvd Rockford IL
Fully refundable
The price is ￥16,571 per night from Aug 9 to Aug 10
￥16,571
￥18,888 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
"Staff was great. Restaurant was o surprise - fine dining quality. Bed was wonderful. Best coffee ever in the lobby. Loved having 2 bathrooms. Room was clean but smelled musty on entering."

Reviewed on Jul 26, 2026

Riverview Inn & Suites, an Ascend Collection Hotel
Embassy Suites by Hilton Rockford Riverfront

Embassy Suites by Hilton Rockford Riverfront

3.5 out of 5
416 S Main Street Rockford IL
Fully refundableReserve now, pay when you stay
The price is ￥21,360 per night from Aug 9 to Aug 10
￥21,360
￥24,347 total
Aug 9 - Aug 10
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
"We stay here every year. Love the location, historic building, and huge windows in the rooms. This is much nicer than most Embassy Suites. The breakfast team is great. The front desk team is inconsistent and not as strong as in past years."

Reviewed on Jul 25, 2026

Embassy Suites by Hilton Rockford Riverfront
See all 215 properties in Timberlane
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.

Frequently asked questions

How much does a Timberlane vacation package cost?
You'll find cheap prices from ￥289,218 on Expedia for your Timberlane getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Timberlane costs.
What are the cheapest months to go to Timberlane?
You can usually find reduced prices and better availability in January, February and November. Browse our cheap Timberlane vacation packages and you could score some excellent off-season deals.
How many days is enough for Timberlane?
With a well-organized travel plan, you can easily hit the main Timberlane sights in a few days. But if you'd like to venture off the beaten track or take day trips, consider booking your Timberlane vacation for longer.
How to find the best Timberlane package deals?
Use Expedia's handy filters to find some of the best Timberlane package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Timberlane package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Timberlane vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Timberlane vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Timberlane?
If you've got your Timberlane vacation dates confirmed, book early to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Timberlane?

  1. Choose when to travel: Check your diary and pack your bags. Your favorite season and the type of activities available will also help you decide when to visit Timberlane.
  2. Figure out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Timberlane.
  3. Decide how many days away: Start by compiling a list of the sights and activities you'd like to get to in Timberlane. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Timberlane vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.