Rutland Trips (flight + hotel)

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    Save up to P 3,118 when you book a flight and hotel together*
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Top hotels in Rutland

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! (2,775 reviews)
"Great location. The staff was friendly and efficient. The pool was enjoyable."

Reviewed on Jul 2, 2025

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The Madison Concourse Hotel and Governor's Club
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 P3,539 per night from Jul 14 to Jul 15
P3,539
P4,088 total
Jul 14 - Jul 15
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Great hotel close to University of Wisconsin campus"

Reviewed on Jun 29, 2025

Baymont by Wyndham Madison West/Middleton WI West
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 P4,725 per night from Jul 27 to Jul 28
P4,725
P5,458 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,155 reviews)
Decent place to stay. No frills.
"We stayed for a major concert and check in was at 3. We were able to check in about 2:50. There was one girl on checking in a line that extended to the outside about 20 feet. She was so patient and kind. We knew you haven’t had a venue in town for 30+ years at Randell Stadium, but having her on alone ..."

Reviewed on Jul 2, 2025

AmericInn by Wyndham Madison West
See all 394 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 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.