Rutland Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Ready to book your vacation to Rutland?

 

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Rutland Hotel Deals

Americas Best Value Inn Wenona

Americas Best Value Inn Wenona

2 out of 5
5 Cavalry Dr Rutland IL
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 21 to Jul 22
CA $107
CA $119 total
Jul 21 - Jul 22
includes taxes & fees
7/10 Good! (331 reviews)
"Property was very run down and I had the feeling I was sleeping on someone’s 30 year old sheets. Stains on everything. Fine if you need a quick place to stay but maybe bring a sleeping bag."

Reviewed on Jul 10, 2026

Americas Best Value Inn Wenona
Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave Oglesby IL
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 23 to Jul 24
CA $126
CA $140 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very good! (1,012 reviews)
"They have a good breakfast. Very accommodating staff, air-conditioning is good."

Reviewed on Jul 13, 2026

Days Inn by Wyndham Oglesby/ Starved Rock
Best Western Oglesby Inn

Best Western Oglesby Inn

2.5 out of 5
900 Holiday Street Oglesby IL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jul 23 to Jul 24
CA $154
CA $171 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Nos quedamos por la alberca pero la agua fría y al entrar olía a cigarro y el cuarto a humedad Si está limpio y el desayuno está bien por el precio está bien"

Reviewed on Jul 5, 2026

Best Western Oglesby Inn
See all 68 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.
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Frequently asked questions

How much does a Rutland vacation package cost?
You'll find cheap prices on Expedia for your Rutland escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Rutland costs.
What are the cheapest months to go to Rutland?
You can generally find lower rates and better availability in February, March and November. Browse our cheap Rutland vacation packages and you could score some great off-season discounts.
How many days is enough for Rutland?
With a well-planned itinerary, you can easily tick off the main Rutland sights in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Rutland vacation for longer.
How to find the best Rutland package deals?
Use Expedia's handy filters to find some terrific Rutland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Rutland package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Rutland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Rutland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rutland?
If you've got your Rutland travel dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Rutland?

  1. Pick your travel dates: What you want to do in Rutland and your preferred season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your accommodations will probably be the largest expense during your trip to Rutland.
  3. Decide how long to go away for: Now that you're more familiar with Rutland, you can work out the ideal length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Rutland vacation package for you.

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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.