Rutland Vacations from NT$19,343

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The Latest Rutland 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 NT$25,189, price is now NT$19,343 per person
NT$19,343
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.2/10 Very Good! (2,096 reviews)
HVAC was really loud, the hallways were poorly finished. It was OK but for what we paid, we could have made a better choice.

Reviewed on 2025/8/27

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$47,504, price is now NT$31,898 per person
NT$31,898
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on 2025/8/25

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$50,464, price is now NT$36,822 per person
NT$36,822
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 2025/8/10

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$33,264, price is now NT$24,386 per person
NT$24,386
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on 2025/8/27

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$44,115, price is now NT$32,714 per person
NT$32,714
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 2025/8/22

Find the Best Rutland Vacation Packages

Rutland Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,016 reviews)
"Governors Club access was definitely worth it. Staff were extremely friendly and helpful. Hotel was very quiet and clean. I only wish they had some outside sitting areas to be able to enjoy the amazing weather- but otherwise excellent. Very walkable as well to almost anything you wanted to do."

Reviewed on 2025/8/25

Get rates
The Madison Concourse Hotel and Governor's Club
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NT$2,417 per night from Sep 1 to Sep 2
NT$2,417
NT$2,792 total
Sep 1 - Sep 2
includes taxes & fees
AmericInn by Wyndham Madison West
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NT$2,000 per night from Sep 14 to Sep 15
NT$2,000
NT$2,310 total
Sep 14 - Sep 15
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Great value"

Reviewed on 2025/8/23

Baymont by Wyndham Madison West/Middleton WI West
See all 355 properties in Rutland
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 Rutland vacation package cost?
You'll find cheap prices from NT$19,343 on Expedia for your Rutland break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Rutland costs.
What are the cheapest months to go to Rutland?
January, February and November are great times to search for cheap Rutland vacation packages. Choosing to travel in less busy periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Rutland?
The ideal duration of your Rutland vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to tick off all the top sights and discover some hidden treasures along the way.
How to find the best Rutland package deals?
Start your search for a Rutland package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," 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 Rutland package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Rutland getaway off to a flying start.
Is it cheaper to book a Rutland vacation as a package?
You can enjoy significant savings on your Rutland retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Rutland?
If you have your Rutland travel dates confirmed, book early to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Rutland?

  1. Choose when to go: Check your diary and pack your bags. Your favorite time of year and the activities available will also help you decide when to vacation in Rutland.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodations will probably be the largest expense during your trip to Rutland.
  3. Decide how long to go for: Now that you're more familiar with Rutland, you can work out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the perfect Rutland 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.